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Enjoy the North Fork of Long Island at Our Lovely Home Southold, New York

Enjoy the North Fork of Long Island at Our Lovely Home

Located in Southold, New York, United States. Enjoy the North Fork of Long Island at Our Lovely Home Hi everyone: I think the photos do a better job of showing the property than I could do by describing it. But we do have a large pool (no life guard, of course), outdoor deck and grill. If it’s rainy, we have two large screen, smart TV’s. We are located on the North Fork of Long Island. As you likely know, there are many wineries, small towns and beaches nearby. Sincere thanks to all of you who have booked with us and filled up June through September. We do have most of October still available: it’s a great time to be out here, and our rates are very competitive. Thank you for reading.

🛏 4 beds · 👥 8 guests
$303 /night
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Cove View Manor of Sag Harbor Sag Harbor, New York

Cove View Manor of Sag Harbor

Located in Sag Harbor, New York, United States. Cove View Manor of Sag Harbor Like new, beautiful, bright and open, tastefully decorated home with all the amenities, comforts and conveniences one needs. Main floor with 60" flat screen tv a fully stocked kitchen and french doors opening up to a wrap around porch with water views. Upstairs boasts three bedrooms. Enjoy water views from both the master suite and second bedroom which open up the a wrap around upper deck. The master suite is furnished with a king size tempur-pedic bed with flat screen tv, walk in closet and master bath with rainfall shower. The third bedroom shares a full bath and view of the inground pool and outdoor fireplace. The comforts of central air, radiant heated floors, outdoor shower along with many more amenities makes your stay a pleasurable one.One mile to Long Beach and one mile to the town of Sag Harbor makes this a great central location to enjoy your private vacation getaway. Ocean beaches, golfing, and shopping are just a short drive from this vacatio

🛏 3 beds · 👥 6 guests
$991 /night
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Walk to Beach and Greenport Village, Two King Beds Greenport, New York

Walk to Beach and Greenport Village, Two King Beds

Located in Greenport, New York, United States. Walk to Beach and Greenport Village, Two King Beds A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transportation hub. A perfect getaway for families, couples or friends who want to explore the North Fork, including wineries, breweries and boating. You’ll be glad you stayed at Doc Out East! Newly finished full bathroom and kitchen, and two king size beds. Large fenced back yard, private furnished deck with gas fire pit, grill and yard games. Walking distance to town beach, village of Greenport and the transportation hub. Ring Doorbell Cameras on Exterior Doors. In order to abide by local policies, we will block 14 days on our calendar for each stay.

🛏 4 beds · 👥 8 guests
$411 /night
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Historic North Fork Farmhouse Near Wineries! Cutchogue, New York

Historic North Fork Farmhouse Near Wineries!

Located in Cutchogue, New York, United States. Historic North Fork Farmhouse Near Wineries! Escape to the heart of Long Island’s Wine Country when you stay at this charming Cutchogue farmhouse. Featuring 3 bedrooms, 1.5 baths, and a quiet setting on 3 acres, this historic vacation rental serves as the perfect relaxing getaway. When you’re not sipping your way through the island’s vineyards, embark on a stroll along the shores of New Suffolk Beach or spend a day exploring East Hampton, just 40 miles away. Enjoy grilled meals on the patio for some family fun!-- THE PROPERTY --Yard Games | Free WiFi | In-Unit Washer & Dryer | 3 AcresSet back on a peaceful, private lot near Long Island’s best beaches and wineries, this Cutchogue farmhouse is the perfect getaway for families and friend groups seeking R&R. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Sleeper SofaOUTDOOR SPACE: Patio w/ dining area, gas grill, basketball hoop, private yard, shed w/ storage for bikes, yard gamesINDOOR LIVING: 3 Smart TVs w/ cable, dining

🛏 3 beds · 👥 6 guests
$184 /night
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Light and airy home Sag Harbor, New York

Light and airy home

Located in Sag Harbor, New York, United States. Light and airy home This newly built sunny home is just a 5 minute drive to Sag Harbor village. About a 10 min drive to bay and ocean beaches. House has a light airy feel and features an open layout with kitchen, dining and living room. Sliders open up to a bluestone patio in the rear of the property featuring a Bull BBQ grill, teak dining table and seating area. The perfect space to enjoy a post beach BBQ. Once you are done with your BBQ, you can head over the firepit area and enjoy a glass of wine and s'mores by the fire as the sun sets behind you. Perfect home for families.Other spaces in the home include a cozy tv room with blackout shades, office for that last minute zoom meeting, and 4 bedrooms. The primary bedroom has a king size bed and overlooks the woods and features a gorgeous spa like bathroom including soaking tub. Guest bedroom 1 has a queen size bed and own bathroom.Guest bedroom 2 has two twin beds and jack and jill bathroom.Guest bedroom 3 has a queen bed and a great v

🛏 4 beds · 👥 8 guests
$1,102 /night
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Sag Harbor Getaway-Hot Tub open thru New Year's! Sag Harbor, New York

Sag Harbor Getaway-Hot Tub open thru New Year's!

Located in Sag Harbor, New York, United States. Sag Harbor Getaway-Hot Tub open thru New Year's! This fully renovated and impeccably decorated summer get-away featuring vaulted ceilings, sliding glass doors, and balconies situated on a half acre of land adjacent to a nature preserve. For the environmentally minded guests - our home’s electricity is supplemented by solar panels. Our home is a 2900 sq foot, two level open concept design and impeccably appointed space with 4 bedrooms, 3 baths. The spacious and elegant primary bedroom (on the first floor) features a queen size bed, sliding glass doors that open up to a balcony equipped with 4 Adirondack chairs perfect for enjoying your morning coffee or evening cocktail. The balcony overlooks the backyard and has easy access to a new 18’ x 40’ built in saltwater pool (not heated). It also has its own full bathroom. Bedroom number 2 (first floor) features a queen size bed and large closet. Bedroom number 3 (first floor) features 2 twin beds and spacious armoire and clothes rack. Bedroo

🛏 4 beds · 👥 8 guests
$616 /night
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Water View Beach House just steps to Private Sandy Beach! Southold, New York

Water View Beach House just steps to Private Sandy Beach!

Located in Southold, New York, United States. Water View Beach House just steps to Private Sandy Beach! Just steps from a private sandy beach with a beautiful view across the Peconic Bay to Sag Harbor and perfect sunsets. House is equipped with beach chairs, umbrellas, beach games, kayaks, paddleboard, and rafts. Everything you need for a perfect day at the beach!After the beach, take a soak and relax in a six-person hot tub and enjoy a hot shower outside under the stars, while the kids have fun in the basement game room with a 75'' screen TV, Xbox, Foosball, Ping Pong, Darts, and Golden Tee-Bowling Arcade Machine.Have a BBQ on our home's huge back deck with a 9’ fire pit table and outdoor seating while viewing the scenic pond with daily visits from a family of swans.This fully renovated 4-bedroom ranch offers everything you need to enjoy the perfect vacation. We are centrally located to all the best Vineyards, Breweries, Downtown Greenport and all the best restaurants North Folk has to offer! Permit # 630

🛏 4 beds · 👥 10 guests
$419 /night
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Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay Southold, New York

Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay

Located in Southold, New York, United States. Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay Beautiful and quiet corner home in a lovely neighborhood in Southold. 100 year old farmhouse but with modern conveniences. Walk to town and walk to Peconic Bay. House features a charming outdoor shower, patio, deck and screened-in porch. Two bedrooms and full bath are located downstairs with two bedrooms and half bath upstairs. Central air conditioning and washer/dryer. Decorated lovingly -- one might call it charming chic. The kitchen is new with hardwood floors and French country table for dining inside vs. on the deck outside. Mature landscaping with arborvitaes providing lots of privacy on the property. The Founder's Landing Beach is a half mile away is great for children as it has a lifeguard as well as swing set, slide and merry-go-round plus a grassy area with picnic benches. "Heaven on earth."

🛏 4 beds · 👥 6 guests
$272 /night
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Havens Beach House Sag Harbor, New York

Havens Beach House

Located in Sag Harbor, New York, United States. Havens Beach House Stay at our cozy 3 bedroom, 1 full bath cape house. Our house is situated right by Havens Beach, and is less than half of a mile from the Sag Harbor Village's Main Street, which features restaurants, shops, and nightlife. Downstairs has two bedrooms each with queen beds. Upstairs is a huge open room with a king-size bed and features its own sitting area.This house has been in our family for four generation's. It's a place of simple living, without any frills.The house is equipped with wireless access and flat screen TV's. We offer all the essential linens, towels, and soaps. However, you'll need to bring anything else you may require. Havens beach is within walking distance from the house, so remember to bring your beach towels and water gear to further enjoy your stay.Please note that if you book our house for the first week of August, there is an annual carnival located in the field directly behind our house.Our calendar is updated in real-time, available dates and

🛏 3 beds · 👥 6 guests
$382 /night
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Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres Sag Harbor, New York

Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres

Located in Sag Harbor, New York, United States. Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres Relaxing private getaway nestled deep in the woods. Beautifully updated private home tucked away in Sag Harbor with tennis, basketball and in ground heated pool, hot tub and outdoor barrel sauna. Close to all 5 Hamptons Towns, beaches, restaurants and wildlife refuge. All on 2 private acres surrounded by 80 foot tall trees.A great house with high ceilings and open living area! Quiet private neighborhood. Home is recently nevoated locates behind golf course. Great area!

🛏 4 beds · 👥 8 guests
$986 /night
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Lovely home by the sea with dock and heated Gunite pool! Shelter Island, New York

Lovely home by the sea with dock and heated Gunite pool!

Located in Shelter Island, New York, United States. Lovely home by the sea with dock and heated Gunite pool! Brand new 4 bedroom 3 full bath home with porches overlooking the creek and a heated, saltwater, gunite pool and patio. (3 bedrooms up, with two full baths and 1 master suite down with a full bath as well). Kayaks, a peddle boat, BBQ, fire pit, all needed outdoor furniture as well as linens etc. are all included. The home has two master suites. There is also a deep water mooring!* ** Please note: we have a 30 day minimum. Shelter Island ID#: 19-L-0002.

🛏 4 beds · 👥 10 guests
$405 /night
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Coastal Getaway, water views, walk to beach Greenport, New York

Coastal Getaway, water views, walk to beach

Located in Greenport, New York, United States. Coastal Getaway, water views, walk to beach Coastal Vibes: Home with waterviews, short distance from a secluded beach on Pipes Cove overlooking Shelter Island. Beach/ water access is a 0.4mile walk. The bay is across the street for views. Home features 4 bedrooms and 2 full bathrooms (plus outdoor shower in the summer). Two dining spaces that seat 10 people plus outdoor seating in the summer. Home features to spacious TV rooms for hanging out with family and friends, plus large deck in the summer with optimal seating for gatherings. House is newly furnished and updated with space to enjoy the salt water air. This home is minutes away from the quaint village of Greenport (3 miles), some of the best restaurants, wineries and breweries on the North Fork.

🛏 4 beds · 👥 10 guests
$570 /night
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Serene East Hampton Retreat with Heated Pool.  Walk to Sammy’s beach! East Hampton, New York

Serene East Hampton Retreat with Heated Pool. Walk to Sammy’s beach!

Located in East Hampton, New York, United States. Serene East Hampton Retreat with Heated Pool. Walk to Sammy’s beach! Mint, Modern and Beautiful in The East Hampton Woods!Looking for a luxury retreat to feel relaxed and calm in nature?Located in an amazing location in the East Hampton’s Northwest Woods is the perfect home where you can walk among leafy green treetops and nature daily, just one mile from the beach. Close to East Hampton Village, Sag Harbour, both bay (child friendly) and beautiful beaches (including Sammy’s and Main Beach, one of the best in the world!). 4 bedrooms, 2 full bathrooms, 1 powder room, 1 outdoor/private shower:Master bedroom with king bed and en-suite bathroom featuring a bathtub and shower. Three additional bedrooms (two queen and one full). Additional guest bathroom with shower, powder room and outdoor/private shower. Soaring high 20 foot ceilings in the living room and dining area with outdoor decks off each room to enjoy nature. Large in-ground pool (MD-LD), out door living and dining spaces with b

🛏 4 beds · 👥 6 guests
$959 /night
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Beautiful, quiet, private, short walk to the beach. Shelter Island, New York

Beautiful, quiet, private, short walk to the beach.

Located in Shelter Island, New York, United States. Beautiful, quiet, private, short walk to the beach. This charming and newly renovated 3 bedroom, 2 bath ranch style home is located on a quiet street close to both Sunset and Shell beaches and within walking distance to Silver Beach off of Bootleggers Alley. We have bikes on hand to help you reach these and other beautiful destinations around Shelter Island. In the spacious backyard, which backs up to a nature preserve, you’ll find a brick patio with outdoor furniture, plenty of sun to sunbathe, lawn games, and an enclosed outdoor shower. The master bedroom has a king-sized bed, en suite bathroom, and french doors that open to the serene privacy of the back yard. The second bedroom has a queen-sized bed, and the third bedroom has two twins – perfect for children or to share. Each bedroom has large closets and plenty of storage space. The hallway linen closet has towels for both bath and beach, sheets, and other comforts. The living room, which features a large bay window, has a plush a

🛏 3 beds · 👥 6 guests
$411 /night
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Mansion Near the Bay. 7 bedrooms! Chef’s kitchen. Southampton, Massachusetts

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Located in Southampton, Massachusetts, United States. Mansion Near the Bay. 7 bedrooms! Chef’s kitchen. Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a ten minute drive to each. 7 bedrooms. 8.5 baths. 20' x 40' heated pool with an automatic pool cover. Playground set with swings, monkey bars and a slide. Huge chef’s kitchen with a wolf range. Two huge sub zero refrigerators. Wine refrigerator. Two dishwashers. Two sinks. Two living rooms. A kids room. Dining room. Finished basement. All bedrooms have their own private bathroom. Two primary bedrooms. One on the first floor. One on the second floor. A crib if you need. Additional Jennifer convertible sofa bed and mattresses. We have had 21 people sleep here comfortably. Outdoor deck off of the second floor. Kayak and paddle board. Fishing poles to fish in the bay. Seasonal views of the bay. The beach is a one block walk. 2 minutes and you are there. Private beach for the local residents. Calm with

🛏 7 beds · 👥 16 guests
$1,021 /night
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Beautifully appointed  waterfront property with heated pool and cabana Southold, New York

Beautifully appointed waterfront property with heated pool and cabana

Located in Southold, New York, United States. Beautifully appointed waterfront property with heated pool and cabana Guests are sure to enjoy a memorable vacation in this fully furnished,4 bedroom 3 bath property. ( The 3rd bathroom is located in the cabana and not available in the winter months )A fantastic summer place ..at the Peninsula of Hogs Neck, and the Apex of Cedar Beach and Paradise point. The master bedroom has a king-sized bed , 2nd bedroom has a queen size bed , 3rd bedroom has a queen size bed and has a full bathroom with the second full bathroom being in that room, 4th bedroom has 2 twin beds. All bedrooms have flat screen tvs and There is also a separate queen size sleeper sofa in the living room area. This home comfortably sleeps 10 people, 8 adults maxThe spacious living room is furnished with a large sectional couch and also the queen size sleeper sofa .There is also a large flat screen tv in here as well. Off the living room is a bright and sunny sun room furnished with another sectional and flat screen

🛏 4 beds · 👥 10 guests
$531 /night
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Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens Sag Harbor, New York

Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens

Located in Sag Harbor, New York, United States. Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens Quiet village street bordering over 1,000 acres of greenbelt hiking trails and ponds. This traditional cape is the perfect family getaway, complete with a fabulous yard with fire pit overlooking the park. The backyard is private with plenty of room for outdoor enjoyment. Gorgeous stone terrace with grill and fridge, poolside, is perfect for entertaining. The park is a short walk from our backyard. Month of September special upon request!Master bedroom on main floor with a new master bath with double rainhead steam shower. Off the bedroom is a small deck and new gunite hot tub.Great kitchen with stainless steel appliances and sky lights. Screened porch is great for dining while overlooking the beautiful gardens and Gunite pool.

🛏 4 beds · 👥 8 guests
$848 /night
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House by the Bay with Large In-ground Pool, Steps from Beach East Marion, New York

House by the Bay with Large In-ground Pool, Steps from Beach

Located in East Marion, New York, United States. House by the Bay with Large In-ground Pool, Steps from Beach Have a perfect vacation in our pristine two-story farmhouse style house. There are three bedrooms and two full baths. On the main floor, there is an extra large living room, a large, fully stocked eat-in kitchen, a dining room with sliding doors onto a full deck, a TV/family room, a bathroom with shower and a laundry area with a large washer and dryer. The bedrooms and a large full bath are upstairs.The house is clean, bright and airy with large rooms, lots of windows and attractive and comfortable furnishings. The property consists of a flat half acre of beautifully landscaped lawn containing an oversized L-shaped in-ground pool. The pool has a large shallow area with wide steps and a built-in shelf seat. The deep end has a water slide which is fun for everyone. The house is located across the street from Peconic Bay in East Marion, at the bottom of a quiet horseshoe shaped road with very little traffic. The location is per

🛏 3 beds · 👥 6 guests
$452 /night
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Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home East Marion, New York

Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home

Located in East Marion, New York, United States. Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home Our home has been a family retreat for over 20 years, and has been completely refreshed in 2022. Interior painted, new furnishings, renovated bathrooms, air conditioning added and a cozy sunroom to relax in. We are located in East Marion, a walk down the lane to a private bay beach, minutes into Greenport, a lovely village on the water with great shops, restaurants and a carousel overlooking the water! Minutes to the Sound beaches, Wineries, Breweries and Golf. If you want to venture further, you can take a ferry over to the south fork via Sheltar Island or drive to Riverhead which has lots to offer: Splish Splash Water park, Aquarium, Outlet shopping, more wineries and breweries and more.East Marion is a wonderful location for all seasons. Our home has 4 generous sized bedrooms that provide comfort and space for all. And the living area is designed for flexibility with a large screen tv on a swivel mount

🛏 4 beds · 👥 8 guests
$373 /night
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Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access Sag Harbor, New York

Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access

Located in Sag Harbor, New York, United States. Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access Beautiful, recently renovated home with tons of natural light, heated pool and water access to Peconic Bay at the end of the road! Set in tranquility, this is a perfect home for families looking to get away and relax while having lots of great activities only minutes away. The backyard is filled with trees and provides some natural shade in the open backyard during those hot summer days. Enjoy the newly lined, heated pool (with optional fence) or take a little walk down the road to the Peconic Bay water access. Take your kayak or paddle board or simply pick shells and watch the amazing sunset views! Located in Noyac, less than 10 minutes away from Sag Harbor. Centrally located between Sag, Bridgehampton, and Southampton. Less than 5 minutes from Long Beach, and additional beaches just 10-20 minutes away! Just a few minutes away from a supermarket, local farms and restaurants even closer than town. This location is ev

🛏 4 beds · 👥 7 guests
$617 /night
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Contemporary Colonial home with pristine Peconic bay views, steps to... Southold, New York

Contemporary Colonial home with pristine Peconic bay views, steps to...

Located in Southold, New York, United States. Contemporary Colonial home with pristine Peconic bay views, steps to... Vineyard Beach HouseContemporary Colonial home with pristine Peconic bay views, steps to private beach and dock, Weber grill, fire pit, and minutes to local shops and restaurants in town4BR/3.5BA - open floor plan, soaring ceilings, two-story living with cozy den and fireplace, floor-to-ceiling windows, two Primary suites and one with a private deck, large social kitchen, Sonos systemTimeless country charm along the North Fork! Welcome to this four-season seaside retreat sure to enchant. Revel in breathtaking water views and enjoy the soothing sounds of Peconic Bay as your vacation soundtrack for the weekend. Conveniently located, you are just steps to beautiful beaches and minutes to town with a stellar selection of boutiques and restaurants to choose from. Create everlasting memories with family and friends that will make you never want to leave this haven.Offering over 3,200 square feet of chic living with prist

🛏 5 beds · 👥 10 guests
$675 /night
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Historic North Fork retreat, large pool, deck, overlooks preserved land,... Peconic, Colorado

Historic North Fork retreat, large pool, deck, overlooks preserved land,...

Located in Peconic, Colorado, United States. Historic North Fork retreat, large pool, deck, overlooks preserved land,... North Fork GemHistoric North Fork retreat, large pool, deck, overlooks preserved land, lovely sunsets, and minutes to beach7BR/4BA - spacious and open floor pan, fireplace, bay window, chefs kitchen, formal dining, generous bedrooms, pool houseWhere historic elegance and nature's serenity collide, welcome to North Fork Gem for your next getaway. Surrounded by rich landscapes of farmland, world-class wineries, plus local boutiques and beaches, this relaxing retreat filled with picturesque sunsets and wonderful amenities checks off every wish list. Perfect for a family or friends gathering, everyone is sure to experience true comfort, privacy and upscale relaxation as this home which accommodates up to 10 guests.Filled with original details and charm, this beautifully renovated barn-style home set on a large lot invites you into a spacious and open floor plan flanked by gorgeous French windows with rich hardwood

🛏 7 beds · 👥 10 guests
$300 /night
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Greenport Villa with a Pool Greenport, New York

Greenport Villa with a Pool

Located in Greenport, New York, United States. Greenport Villa with a Pool Bring the whole family to this great place with lots of room for indoor and outdoor activities! Enjoy an entire Greenport home to yourselves. You have access to all rooms on the first and second floors, an enclosed back yard with a partially covered deck, large patio, in-ground pool, and back yard.

🛏 5 beds · 👥 10 guests
$1,219 /night
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Resort Style Home- Family Friendly Shelter Island, New York

Resort Style Home- Family Friendly

Located in Shelter Island, New York, United States. Resort Style Home- Family Friendly Located in beautiful Hay Beach, this home has four bedrooms and three full bathrooms. The main bedroom has a king bed and a full bathroom with a private entry to the outdoor deck, pool and shower. Bedroom two has two twins, bedroom three has one twin, and they share a full bathroom. Bedroom 4 has a queen bed and a full private bathroom: large chef's kitchen, living area, dining room, and seating area. A laundry room and small kitchen area accompany bedroom 4.The large deck includes an outdoor kitchen, seating area, heated pool, and outdoor shower. Outdoor space is beautifully landscaped and perfect for quiet relaxation.

🛏 4 beds · 👥 6 guests
$762 /night
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Enjoy the North Fork of Long Island at Our Lovely Home

Southold, New York

Enjoy the North Fork of Long Island at Our Lovely Home

🛏 4 bed · 👥 8 guests

Located in Southold, New York, United States. Enjoy the North Fork of Long Island at Our Lovely Home Hi everyone: I think the photos do a better job of showing the property than I could do by describing it. But we do have a large pool (no life guard, of course), outdoor deck and grill. If it’s rainy, we have two large screen, smart TV’s. We are located on the North Fork of Long Island. As you likely know, there are many wineries, small towns and beaches nearby. Sincere thanks to all of you who have booked with us and filled up June through September. We do have most of October still available: it’s a great time to be out here, and our rates are very competitive. Thank you for reading.

$303

/ night

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Cove View Manor of Sag Harbor

Sag Harbor, New York

Cove View Manor of Sag Harbor

🛏 3 bed · 👥 6 guests

Located in Sag Harbor, New York, United States. Cove View Manor of Sag Harbor Like new, beautiful, bright and open, tastefully decorated home with all the amenities, comforts and conveniences one needs. Main floor with 60" flat screen tv a fully stocked kitchen and french doors opening up to a wrap around porch with water views. Upstairs boasts three bedrooms. Enjoy water views from both the master suite and second bedroom which open up the a wrap around upper deck. The master suite is furnished with a king size tempur-pedic bed with flat screen tv, walk in closet and master bath with rainfall shower. The third bedroom shares a full bath and view of the inground pool and outdoor fireplace. The comforts of central air, radiant heated floors, outdoor shower along with many more amenities makes your stay a pleasurable one.One mile to Long Beach and one mile to the town of Sag Harbor makes this a great central location to enjoy your private vacation getaway. Ocean beaches, golfing, and shopping are just a short drive from this vacatio

$991

/ night

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Walk to Beach and Greenport Village, Two King Beds

Greenport, New York

Walk to Beach and Greenport Village, Two King Beds

🛏 4 bed · 👥 8 guests

Located in Greenport, New York, United States. Walk to Beach and Greenport Village, Two King Beds A quiet Cape home within walking distance to all Greenport Village has to offer - dining, shopping, the beach and transportation hub. A perfect getaway for families, couples or friends who want to explore the North Fork, including wineries, breweries and boating. You’ll be glad you stayed at Doc Out East! Newly finished full bathroom and kitchen, and two king size beds. Large fenced back yard, private furnished deck with gas fire pit, grill and yard games. Walking distance to town beach, village of Greenport and the transportation hub. Ring Doorbell Cameras on Exterior Doors. In order to abide by local policies, we will block 14 days on our calendar for each stay.

$411

/ night

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Historic North Fork Farmhouse Near Wineries!

Cutchogue, New York

Historic North Fork Farmhouse Near Wineries!

🛏 3 bed · 👥 6 guests

Located in Cutchogue, New York, United States. Historic North Fork Farmhouse Near Wineries! Escape to the heart of Long Island’s Wine Country when you stay at this charming Cutchogue farmhouse. Featuring 3 bedrooms, 1.5 baths, and a quiet setting on 3 acres, this historic vacation rental serves as the perfect relaxing getaway. When you’re not sipping your way through the island’s vineyards, embark on a stroll along the shores of New Suffolk Beach or spend a day exploring East Hampton, just 40 miles away. Enjoy grilled meals on the patio for some family fun!-- THE PROPERTY --Yard Games | Free WiFi | In-Unit Washer & Dryer | 3 AcresSet back on a peaceful, private lot near Long Island’s best beaches and wineries, this Cutchogue farmhouse is the perfect getaway for families and friend groups seeking R&R. Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Sleeper SofaOUTDOOR SPACE: Patio w/ dining area, gas grill, basketball hoop, private yard, shed w/ storage for bikes, yard gamesINDOOR LIVING: 3 Smart TVs w/ cable, dining

$184

/ night

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Light and airy home

Sag Harbor, New York

Light and airy home

🛏 4 bed · 👥 8 guests

Located in Sag Harbor, New York, United States. Light and airy home This newly built sunny home is just a 5 minute drive to Sag Harbor village. About a 10 min drive to bay and ocean beaches. House has a light airy feel and features an open layout with kitchen, dining and living room. Sliders open up to a bluestone patio in the rear of the property featuring a Bull BBQ grill, teak dining table and seating area. The perfect space to enjoy a post beach BBQ. Once you are done with your BBQ, you can head over the firepit area and enjoy a glass of wine and s'mores by the fire as the sun sets behind you. Perfect home for families.Other spaces in the home include a cozy tv room with blackout shades, office for that last minute zoom meeting, and 4 bedrooms. The primary bedroom has a king size bed and overlooks the woods and features a gorgeous spa like bathroom including soaking tub. Guest bedroom 1 has a queen size bed and own bathroom.Guest bedroom 2 has two twin beds and jack and jill bathroom.Guest bedroom 3 has a queen bed and a great v

$1,102

/ night

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Sag Harbor Getaway-Hot Tub open thru New Year's!

Sag Harbor, New York

Sag Harbor Getaway-Hot Tub open thru New Year's!

🛏 4 bed · 👥 8 guests

Located in Sag Harbor, New York, United States. Sag Harbor Getaway-Hot Tub open thru New Year's! This fully renovated and impeccably decorated summer get-away featuring vaulted ceilings, sliding glass doors, and balconies situated on a half acre of land adjacent to a nature preserve. For the environmentally minded guests - our home’s electricity is supplemented by solar panels. Our home is a 2900 sq foot, two level open concept design and impeccably appointed space with 4 bedrooms, 3 baths. The spacious and elegant primary bedroom (on the first floor) features a queen size bed, sliding glass doors that open up to a balcony equipped with 4 Adirondack chairs perfect for enjoying your morning coffee or evening cocktail. The balcony overlooks the backyard and has easy access to a new 18’ x 40’ built in saltwater pool (not heated). It also has its own full bathroom. Bedroom number 2 (first floor) features a queen size bed and large closet. Bedroom number 3 (first floor) features 2 twin beds and spacious armoire and clothes rack. Bedroo

$616

/ night

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Water View Beach House just steps to Private Sandy Beach!

Southold, New York

Water View Beach House just steps to Private Sandy Beach!

🛏 4 bed · 👥 10 guests

Located in Southold, New York, United States. Water View Beach House just steps to Private Sandy Beach! Just steps from a private sandy beach with a beautiful view across the Peconic Bay to Sag Harbor and perfect sunsets. House is equipped with beach chairs, umbrellas, beach games, kayaks, paddleboard, and rafts. Everything you need for a perfect day at the beach!After the beach, take a soak and relax in a six-person hot tub and enjoy a hot shower outside under the stars, while the kids have fun in the basement game room with a 75'' screen TV, Xbox, Foosball, Ping Pong, Darts, and Golden Tee-Bowling Arcade Machine.Have a BBQ on our home's huge back deck with a 9’ fire pit table and outdoor seating while viewing the scenic pond with daily visits from a family of swans.This fully renovated 4-bedroom ranch offers everything you need to enjoy the perfect vacation. We are centrally located to all the best Vineyards, Breweries, Downtown Greenport and all the best restaurants North Folk has to offer! Permit # 630

$419

/ night

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Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay

Southold, New York

Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay

🛏 4 bed · 👥 6 guests

Located in Southold, New York, United States. Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay Beautiful and quiet corner home in a lovely neighborhood in Southold. 100 year old farmhouse but with modern conveniences. Walk to town and walk to Peconic Bay. House features a charming outdoor shower, patio, deck and screened-in porch. Two bedrooms and full bath are located downstairs with two bedrooms and half bath upstairs. Central air conditioning and washer/dryer. Decorated lovingly -- one might call it charming chic. The kitchen is new with hardwood floors and French country table for dining inside vs. on the deck outside. Mature landscaping with arborvitaes providing lots of privacy on the property. The Founder's Landing Beach is a half mile away is great for children as it has a lifeguard as well as swing set, slide and merry-go-round plus a grassy area with picnic benches. "Heaven on earth."

$272

/ night

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Havens Beach House

Sag Harbor, New York

Havens Beach House

🛏 3 bed · 👥 6 guests

Located in Sag Harbor, New York, United States. Havens Beach House Stay at our cozy 3 bedroom, 1 full bath cape house. Our house is situated right by Havens Beach, and is less than half of a mile from the Sag Harbor Village's Main Street, which features restaurants, shops, and nightlife. Downstairs has two bedrooms each with queen beds. Upstairs is a huge open room with a king-size bed and features its own sitting area.This house has been in our family for four generation's. It's a place of simple living, without any frills.The house is equipped with wireless access and flat screen TV's. We offer all the essential linens, towels, and soaps. However, you'll need to bring anything else you may require. Havens beach is within walking distance from the house, so remember to bring your beach towels and water gear to further enjoy your stay.Please note that if you book our house for the first week of August, there is an annual carnival located in the field directly behind our house.Our calendar is updated in real-time, available dates and

$382

/ night

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Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres

Sag Harbor, New York

Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres

🛏 4 bed · 👥 8 guests

Located in Sag Harbor, New York, United States. Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres Relaxing private getaway nestled deep in the woods. Beautifully updated private home tucked away in Sag Harbor with tennis, basketball and in ground heated pool, hot tub and outdoor barrel sauna. Close to all 5 Hamptons Towns, beaches, restaurants and wildlife refuge. All on 2 private acres surrounded by 80 foot tall trees.A great house with high ceilings and open living area! Quiet private neighborhood. Home is recently nevoated locates behind golf course. Great area!

$986

/ night

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Lovely home by the sea with dock and heated Gunite pool!

Shelter Island, New York

Lovely home by the sea with dock and heated Gunite pool!

🛏 4 bed · 👥 10 guests

Located in Shelter Island, New York, United States. Lovely home by the sea with dock and heated Gunite pool! Brand new 4 bedroom 3 full bath home with porches overlooking the creek and a heated, saltwater, gunite pool and patio. (3 bedrooms up, with two full baths and 1 master suite down with a full bath as well). Kayaks, a peddle boat, BBQ, fire pit, all needed outdoor furniture as well as linens etc. are all included. The home has two master suites. There is also a deep water mooring!* ** Please note: we have a 30 day minimum. Shelter Island ID#: 19-L-0002.

$405

/ night

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Coastal Getaway, water views, walk to beach

Greenport, New York

Coastal Getaway, water views, walk to beach

🛏 4 bed · 👥 10 guests

Located in Greenport, New York, United States. Coastal Getaway, water views, walk to beach Coastal Vibes: Home with waterviews, short distance from a secluded beach on Pipes Cove overlooking Shelter Island. Beach/ water access is a 0.4mile walk. The bay is across the street for views. Home features 4 bedrooms and 2 full bathrooms (plus outdoor shower in the summer). Two dining spaces that seat 10 people plus outdoor seating in the summer. Home features to spacious TV rooms for hanging out with family and friends, plus large deck in the summer with optimal seating for gatherings. House is newly furnished and updated with space to enjoy the salt water air. This home is minutes away from the quaint village of Greenport (3 miles), some of the best restaurants, wineries and breweries on the North Fork.

$570

/ night

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Serene East Hampton Retreat with Heated Pool.  Walk to Sammy’s beach!

East Hampton, New York

Serene East Hampton Retreat with Heated Pool. Walk to Sammy’s beach!

🛏 4 bed · 👥 6 guests

Located in East Hampton, New York, United States. Serene East Hampton Retreat with Heated Pool. Walk to Sammy’s beach! Mint, Modern and Beautiful in The East Hampton Woods!Looking for a luxury retreat to feel relaxed and calm in nature?Located in an amazing location in the East Hampton’s Northwest Woods is the perfect home where you can walk among leafy green treetops and nature daily, just one mile from the beach. Close to East Hampton Village, Sag Harbour, both bay (child friendly) and beautiful beaches (including Sammy’s and Main Beach, one of the best in the world!). 4 bedrooms, 2 full bathrooms, 1 powder room, 1 outdoor/private shower:Master bedroom with king bed and en-suite bathroom featuring a bathtub and shower. Three additional bedrooms (two queen and one full). Additional guest bathroom with shower, powder room and outdoor/private shower. Soaring high 20 foot ceilings in the living room and dining area with outdoor decks off each room to enjoy nature. Large in-ground pool (MD-LD), out door living and dining spaces with b

$959

/ night

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Beautiful, quiet, private, short walk to the beach.

Shelter Island, New York

Beautiful, quiet, private, short walk to the beach.

🛏 3 bed · 👥 6 guests

Located in Shelter Island, New York, United States. Beautiful, quiet, private, short walk to the beach. This charming and newly renovated 3 bedroom, 2 bath ranch style home is located on a quiet street close to both Sunset and Shell beaches and within walking distance to Silver Beach off of Bootleggers Alley. We have bikes on hand to help you reach these and other beautiful destinations around Shelter Island. In the spacious backyard, which backs up to a nature preserve, you’ll find a brick patio with outdoor furniture, plenty of sun to sunbathe, lawn games, and an enclosed outdoor shower. The master bedroom has a king-sized bed, en suite bathroom, and french doors that open to the serene privacy of the back yard. The second bedroom has a queen-sized bed, and the third bedroom has two twins – perfect for children or to share. Each bedroom has large closets and plenty of storage space. The hallway linen closet has towels for both bath and beach, sheets, and other comforts. The living room, which features a large bay window, has a plush a

$411

/ night

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Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton, Massachusetts

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

🛏 7 bed · 👥 16 guests

Located in Southampton, Massachusetts, United States. Mansion Near the Bay. 7 bedrooms! Chef’s kitchen. Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a ten minute drive to each. 7 bedrooms. 8.5 baths. 20' x 40' heated pool with an automatic pool cover. Playground set with swings, monkey bars and a slide. Huge chef’s kitchen with a wolf range. Two huge sub zero refrigerators. Wine refrigerator. Two dishwashers. Two sinks. Two living rooms. A kids room. Dining room. Finished basement. All bedrooms have their own private bathroom. Two primary bedrooms. One on the first floor. One on the second floor. A crib if you need. Additional Jennifer convertible sofa bed and mattresses. We have had 21 people sleep here comfortably. Outdoor deck off of the second floor. Kayak and paddle board. Fishing poles to fish in the bay. Seasonal views of the bay. The beach is a one block walk. 2 minutes and you are there. Private beach for the local residents. Calm with

$1,021

/ night

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Beautifully appointed  waterfront property with heated pool and cabana

Southold, New York

Beautifully appointed waterfront property with heated pool and cabana

🛏 4 bed · 👥 10 guests

Located in Southold, New York, United States. Beautifully appointed waterfront property with heated pool and cabana Guests are sure to enjoy a memorable vacation in this fully furnished,4 bedroom 3 bath property. ( The 3rd bathroom is located in the cabana and not available in the winter months )A fantastic summer place ..at the Peninsula of Hogs Neck, and the Apex of Cedar Beach and Paradise point. The master bedroom has a king-sized bed , 2nd bedroom has a queen size bed , 3rd bedroom has a queen size bed and has a full bathroom with the second full bathroom being in that room, 4th bedroom has 2 twin beds. All bedrooms have flat screen tvs and There is also a separate queen size sleeper sofa in the living room area. This home comfortably sleeps 10 people, 8 adults maxThe spacious living room is furnished with a large sectional couch and also the queen size sleeper sofa .There is also a large flat screen tv in here as well. Off the living room is a bright and sunny sun room furnished with another sectional and flat screen

$531

/ night

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Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens

Sag Harbor, New York

Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens

🛏 4 bed · 👥 8 guests

Located in Sag Harbor, New York, United States. Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens Quiet village street bordering over 1,000 acres of greenbelt hiking trails and ponds. This traditional cape is the perfect family getaway, complete with a fabulous yard with fire pit overlooking the park. The backyard is private with plenty of room for outdoor enjoyment. Gorgeous stone terrace with grill and fridge, poolside, is perfect for entertaining. The park is a short walk from our backyard. Month of September special upon request!Master bedroom on main floor with a new master bath with double rainhead steam shower. Off the bedroom is a small deck and new gunite hot tub.Great kitchen with stainless steel appliances and sky lights. Screened porch is great for dining while overlooking the beautiful gardens and Gunite pool.

$848

/ night

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House by the Bay with Large In-ground Pool, Steps from Beach

East Marion, New York

House by the Bay with Large In-ground Pool, Steps from Beach

🛏 3 bed · 👥 6 guests

Located in East Marion, New York, United States. House by the Bay with Large In-ground Pool, Steps from Beach Have a perfect vacation in our pristine two-story farmhouse style house. There are three bedrooms and two full baths. On the main floor, there is an extra large living room, a large, fully stocked eat-in kitchen, a dining room with sliding doors onto a full deck, a TV/family room, a bathroom with shower and a laundry area with a large washer and dryer. The bedrooms and a large full bath are upstairs.The house is clean, bright and airy with large rooms, lots of windows and attractive and comfortable furnishings. The property consists of a flat half acre of beautifully landscaped lawn containing an oversized L-shaped in-ground pool. The pool has a large shallow area with wide steps and a built-in shelf seat. The deep end has a water slide which is fun for everyone. The house is located across the street from Peconic Bay in East Marion, at the bottom of a quiet horseshoe shaped road with very little traffic. The location is per

$452

/ night

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Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home

East Marion, New York

Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home

🛏 4 bed · 👥 8 guests

Located in East Marion, New York, United States. Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home Our home has been a family retreat for over 20 years, and has been completely refreshed in 2022. Interior painted, new furnishings, renovated bathrooms, air conditioning added and a cozy sunroom to relax in. We are located in East Marion, a walk down the lane to a private bay beach, minutes into Greenport, a lovely village on the water with great shops, restaurants and a carousel overlooking the water! Minutes to the Sound beaches, Wineries, Breweries and Golf. If you want to venture further, you can take a ferry over to the south fork via Sheltar Island or drive to Riverhead which has lots to offer: Splish Splash Water park, Aquarium, Outlet shopping, more wineries and breweries and more.East Marion is a wonderful location for all seasons. Our home has 4 generous sized bedrooms that provide comfort and space for all. And the living area is designed for flexibility with a large screen tv on a swivel mount

$373

/ night

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Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access

Sag Harbor, New York

Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access

🛏 4 bed · 👥 7 guests

Located in Sag Harbor, New York, United States. Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access Beautiful, recently renovated home with tons of natural light, heated pool and water access to Peconic Bay at the end of the road! Set in tranquility, this is a perfect home for families looking to get away and relax while having lots of great activities only minutes away. The backyard is filled with trees and provides some natural shade in the open backyard during those hot summer days. Enjoy the newly lined, heated pool (with optional fence) or take a little walk down the road to the Peconic Bay water access. Take your kayak or paddle board or simply pick shells and watch the amazing sunset views! Located in Noyac, less than 10 minutes away from Sag Harbor. Centrally located between Sag, Bridgehampton, and Southampton. Less than 5 minutes from Long Beach, and additional beaches just 10-20 minutes away! Just a few minutes away from a supermarket, local farms and restaurants even closer than town. This location is ev

$617

/ night

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Contemporary Colonial home with pristine Peconic bay views, steps to...

Southold, New York

Contemporary Colonial home with pristine Peconic bay views, steps to...

🛏 5 bed · 👥 10 guests

Located in Southold, New York, United States. Contemporary Colonial home with pristine Peconic bay views, steps to... Vineyard Beach HouseContemporary Colonial home with pristine Peconic bay views, steps to private beach and dock, Weber grill, fire pit, and minutes to local shops and restaurants in town4BR/3.5BA - open floor plan, soaring ceilings, two-story living with cozy den and fireplace, floor-to-ceiling windows, two Primary suites and one with a private deck, large social kitchen, Sonos systemTimeless country charm along the North Fork! Welcome to this four-season seaside retreat sure to enchant. Revel in breathtaking water views and enjoy the soothing sounds of Peconic Bay as your vacation soundtrack for the weekend. Conveniently located, you are just steps to beautiful beaches and minutes to town with a stellar selection of boutiques and restaurants to choose from. Create everlasting memories with family and friends that will make you never want to leave this haven.Offering over 3,200 square feet of chic living with prist

$675

/ night

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Historic North Fork retreat, large pool, deck, overlooks preserved land,...

Peconic, Colorado

Historic North Fork retreat, large pool, deck, overlooks preserved land,...

🛏 7 bed · 👥 10 guests

Located in Peconic, Colorado, United States. Historic North Fork retreat, large pool, deck, overlooks preserved land,... North Fork GemHistoric North Fork retreat, large pool, deck, overlooks preserved land, lovely sunsets, and minutes to beach7BR/4BA - spacious and open floor pan, fireplace, bay window, chefs kitchen, formal dining, generous bedrooms, pool houseWhere historic elegance and nature's serenity collide, welcome to North Fork Gem for your next getaway. Surrounded by rich landscapes of farmland, world-class wineries, plus local boutiques and beaches, this relaxing retreat filled with picturesque sunsets and wonderful amenities checks off every wish list. Perfect for a family or friends gathering, everyone is sure to experience true comfort, privacy and upscale relaxation as this home which accommodates up to 10 guests.Filled with original details and charm, this beautifully renovated barn-style home set on a large lot invites you into a spacious and open floor plan flanked by gorgeous French windows with rich hardwood

$300

/ night

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Greenport Villa with a Pool

Greenport, New York

Greenport Villa with a Pool

🛏 5 bed · 👥 10 guests

Located in Greenport, New York, United States. Greenport Villa with a Pool Bring the whole family to this great place with lots of room for indoor and outdoor activities! Enjoy an entire Greenport home to yourselves. You have access to all rooms on the first and second floors, an enclosed back yard with a partially covered deck, large patio, in-ground pool, and back yard.

$1,219

/ night

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Resort Style Home- Family Friendly

Shelter Island, New York

Resort Style Home- Family Friendly

🛏 4 bed · 👥 6 guests

Located in Shelter Island, New York, United States. Resort Style Home- Family Friendly Located in beautiful Hay Beach, this home has four bedrooms and three full bathrooms. The main bedroom has a king bed and a full bathroom with a private entry to the outdoor deck, pool and shower. Bedroom two has two twins, bedroom three has one twin, and they share a full bathroom. Bedroom 4 has a queen bed and a full private bathroom: large chef's kitchen, living area, dining room, and seating area. A laundry room and small kitchen area accompany bedroom 4.The large deck includes an outdoor kitchen, seating area, heated pool, and outdoor shower. Outdoor space is beautifully landscaped and perfect for quiet relaxation.

$762

/ night

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Enjoy the North Fork of Long Island at Our Lovely Home

Southold, New York

$303/night

Cove View Manor of Sag Harbor

Sag Harbor, New York

$991/night

Walk to Beach and Greenport Village, Two King Beds

Greenport, New York

$411/night

Historic North Fork Farmhouse Near Wineries!

Cutchogue, New York

$184/night

Light and airy home

Sag Harbor, New York

$1,102/night

Sag Harbor Getaway-Hot Tub open thru New Year's!

Sag Harbor, New York

$616/night

Water View Beach House just steps to Private Sandy Beach!

Southold, New York

$419/night

Lovely 4 Bedroom Southold Home Walking Distance to Peconic Bay

Southold, New York

$272/night

Havens Beach House

Sag Harbor, New York

$382/night

Beautiful Hampton Retreat- Sag Harbor Tennis and Pool on 2 private acres

Sag Harbor, New York

$986/night

Lovely home by the sea with dock and heated Gunite pool!

Shelter Island, New York

$405/night

Coastal Getaway, water views, walk to beach

Greenport, New York

$570/night

Serene East Hampton Retreat with Heated Pool. Walk to Sammy’s beach!

East Hampton, New York

$959/night

Beautiful, quiet, private, short walk to the beach.

Shelter Island, New York

$411/night

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton, Massachusetts

$1,021/night

Beautifully appointed waterfront property with heated pool and cabana

Southold, New York

$531/night

Village Tranquil Traditional With Gunite Pool, Hot Tub And Lush Gardens

Sag Harbor, New York

$848/night

House by the Bay with Large In-ground Pool, Steps from Beach

East Marion, New York

$452/night

Walk to private bay beach, close to Greenport, wineries, golf! Premier Host home

East Marion, New York

$373/night

Gorgeous Four Bedroom Home in Sag Harbor with Pool/water access

Sag Harbor, New York

$617/night

Contemporary Colonial home with pristine Peconic bay views, steps to...

Southold, New York

$675/night

Historic North Fork retreat, large pool, deck, overlooks preserved land,...

Peconic, Colorado

$300/night

Greenport Villa with a Pool

Greenport, New York

$1,219/night

Resort Style Home- Family Friendly

Shelter Island, New York

$762/night