27,207 properties available

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.

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.

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

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

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

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

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

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

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

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.

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.

Located in Shelter Island, New York, United States. Hilltop Cottage Privacy Abounds Private Hilltop Cottage on 1.5 acre lot bordering horse farm. Feel the stress melt away. Centrally located within walking distance to restaurants, golf, and beach. Clean, cozy, 3 bedroom with 2 full baths, wood stove, grill, washer & dryer, full kitchen, and dining room. Bikes and games, too.

Located in Cutchogue, New York, United States. Perfect Cutchogue/Southold -North Fork Vacation Home. Very Private, close to all Enjoy this entire newly furnished house. Beautiful North Fork Country Home with beds for 6. Private fully fenced back yard . Dogs are welcome w/ owner approval. Sorry no cats. Backyard features patio with grill, table and covered patio seating. Outdoor shower on side of house. Two cornhole boards with bags and a firepit with chairs.This home is powered by a groundwater heat pump which provides environmentally efficient central heating and cooling. On a sunny day the solar array on the roof provides a completely carbon neutral stay.Bring your kayaks. Steps to the creek with quick access to the Peconic bay. Explore the beautiful North Fork wetlands. Bring your bike and bike to the wineries or the Greenport brewery. 2 miles to beach, wineries, breweries, restaurants, pumpkin picking, farm stands and all the North Fork has to offer. Short ferry ride from Greenport to beautiful Shelter Island. Contin

Located in Cutchogue, New York, United States. Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country This charming country home is centrally located right in the heart of wine country and minutes to sandy white beaches. Short walk to Peconic Bay Winery, King Kullen Shopping Center, Braun's Seafood, Michaelangelo's Restaurant and Cutchogue Village. Short drive to the outlets and Aquarium located in Riverhead. Stroll through the historic village of Greenport, enjoying the waterfront, stop at Claudio's to enjoy your favorite beverage and bands on the weekend. Don't forget to stop at your favorite winery on the weekends, bring your picnic baskets and enjoy the music. Bask in the beautiful view of the sound from the deck of Sound View Restaurant while savoring your delicious dinner. The Hamptons and the ocean is just a 30 minute drive away. Spend a delightful day going to the Montauk Lighthouse and grabbing lunch at the docks in Montauk. Internet Access & WiFi Provided. Will consider monthly rates fro

Located in Southold, New York, United States. Southold home at Kenney's Beach 4 bedrooms Lovely, spacious home with open, airy floor plan, featuring four bedrooms at Kenney's beach in Southold. First floor has a two story living room with huge fireplace and skylights. The dining room features a banquet size dining table and sliding doors that lead to an enormous deck with arched built in seating. Deck also wrought iron furniture and a stainless Weber grill. There is also an outdoor shower steps away from a door that opens into a mudroom. The kitchen has granite counters and brand new top of the line stainless steel appliances. Off the kitchen is a mud room with a washer and dryer and a full bathroom. The mudroom accesses the rear deck and garage to the side. First floor also has a large bedroom with a queen bed. Second story has bedroom with balcony facing rear and queen bed. There are two additional bedrooms with two twin beds in each of them and a full bath. There is wifi, cable, internet. Enjoy the most amazing sunsets at one

Located in East Hampton, New York, United States. Beautiful designer modern luxury home - steps from beach Stylishly appointed house, a quiet tree-lined street and mature landscaping equals relaxation in the Hamptons. This contemporary getaway is minutes from the water and is equipped with 3 bedrooms, 3.5 bathrooms and central air. Step outside to your large entertaining deck with good-sized heated pool and ample outdoor furniture for dining or lounging pool side. A beautiful walk to Sammy's beach or a short drive to the Ocean Beaches. The details make the difference in this luxury home:- Designer furniture throughout- Top of the line TV and surround system- Top of the line barbecue - Privacy- Automatic gating system- Sonos sound system throughout - easy to use- Outdoor shower- Modern Lighting system- Ample sun exposure on the deck - Lighting on the deck and illuminating the forrest- Alarm- Super-fast wifi- Light gym equipment in the basement or in mudroom (bench and free-weights)- Mudroom can also be fitted with massage table

Located in Southold, New York, United States. Charming, Historic Farmhouse close to restaurants, vineyards and beach. New to the Market this season! Charming historic 1909 farmhouse with 3 bedrooms and 1 1/2 baths and modern amenities. Beautiful enclosed porch, French country kitchen and new patio with grill, sectional, dining table, chairs, umbrella and fire pit. Drive to Orient Beach, Vineyard's and restaurants. 10 minutes to Greenport. 4 car garage and circular driveway. Permit #0654Check out a Video Walkthrough of our home https://www.youtube.com/watch?v=FnYGoIJrltY**Southold Township has minimum stay requirements and we aim to keep compliant with local laws. Please feel free to contact us to discuss your specific needs and we will try to accommodate a stay at our wonderful historic home.

Located in East Hampton, New York, United States. East Hampton Retreat Spacious, sunny house on a secluded acre beautifully decorated and described as 'pristine'. Heated pool/very large outdoor Hot Tub/Jacuzzi, Central A/C, wood burning fireplace, blocks away from beautiful, private Bay Beach on Gardiner's Bay as well as Cedar Point Park, a 600 acre preserve. Amazing celebrity filled yet extremely quiet neighborhood in Northwest Woods of East Hampton located about 5 miles to the town of East Hampton and a short drive to Sag Harbor.Brand new kitchen with large kitchen island, wine fridge, stools for breakfasting or chatting with the cook, Kitchen opens onto dining room and living room. Kitchen is well stocked with top-of-the-line appliances/cookware/knives) for cooking, serving, and entertaining.Living room is large and open with high ceiling and view through glass sliding doors is to pool, garden and Cedar Point Park beyond. All bedrooms have high quality linens. Towels are plentiful and in good condition.Porch in front of house with

Located in Shelter Island, New York, United States. Farmhouse Nestled by Meadow, Pool, Near Beaches and Centrally Located! Shelter Island is a unique place with incredible natural landscapes and gorgeous sunsets!Once you get off the ferry, drive to the end of a private road to find your oasis on a full acre of land where you will relax and enjoy the sun drenched backyard and pool with friends and family. Our home is designed to encourage you to spend as much time outside and includes a screened in sun porch perfect for reading and entertaining during sunny or rainy summer days. We have an outdoor fire pit for cool summer evenings, patio area with outdoor seating and a solar powered heater for the gunite saline pool! Please note our pool is open between Memorial Day to Labor Day each season.Inside our home, we offer 3 bedrooms upstairs and 1 bedroom downstairs. All linens and towels are provided with the rental. The upstairs has a completely private master bedroom suite which is open, airy and features a king sized bed with spacious walk

Located in East Hampton, New York, United States. Contemporary retreat on 1.4 wooded acres with an open floorplan and private... Ely Brook EnchantmentContemporary retreat on 1.4 wooded acres with an open floorplan and private pool in coveted East Hampton.4BR/3BALight and bright interior with vaulted ceilings and skylights, contemporary furnishings, and ample entertaining space with private pool and hot tub.Entering through the private gated drive, youll arrive at this extraordinary contemporary home that includes four bedrooms, three bathrooms, and 2,200 square feet of living space set on 1.4 acres of exceptionally private, wooded land. Vaulted ceilings in the great room offers a wonderful sense of space, while the fresh white walls and abundance of windows and skylights call attention to the verdant foliage of the property. In the living room, windows and sliding doors provide wraparound views of the property and an abundance of natural light. Here you will find a flat-screen TV, a wood burning fireplace, and a large sectional that a

Located in Southold, New York, United States. Cute Cottage Apartment Near town, beaches and vineyards (WBH) Calendar NOT always up to date check for availability Beach Parking good at all Southold Town Beaches Pass INCLUDED free with rentalCome listen to the bands while tasting the local wines (See local vineyards and events) , Walk to Southold Village or Beautiful Bay Beaches or just relax on your own patio while overlooking green lawns and mature trees. On the sought after 'Bayside' of town In the heart of the North Fork Wine Country and beautiful beaches. We have a 1840's home with a furnished attached cottage available for weekend's, week or month rental. Cottage has small eat in kitchen, bath, living room and 2 bedrooms. One bedroom has a queen size bed and the other a full size bed. Separate entrance with own patio area and comfortable patio furniture. Comfortably furnished with Sat TV (Including HBO). Both bedrooms have center AC units. Beautiful property with century old lilacs and gorgeous perennial gardens. Ocean Beach

Located in Orient, Washington, United States. Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach Charming, updated historic farmhouse set on 1.6 acres in Orient Point - perfect for a large family vacation. Fenced in yard and deep woods at the back of the property create a quiet and private space. Heated saltwater gunite outdoor pool with hot tub and poolside outdoor kitchen with grill and stainless-steel sink. Spacious eat-in kitchen with dining room table and separate outdoor pergola perfect for entertaining. Spacious living room with wood burning fireplace and separate den for kids to play. Mudroom with full washer and dryer. Cross the street for drinks or dinner at Duryea's and the entrance to Orient Beach State Park (bike (10 min), run or drive into the park itself), 10 min walk to the beaches of Orient Point County Park, 20 min bike / 5 min drive to historic Orient town center and Truman's Beach (beach guest pass available). Town of Southold Rental Permit #724

Located in Shelter Island, New York, United States. Stunning Waterfront Estate House with 270 degree sea views on 7 private acres This stunning waterfront Estate House is a quiet paradise nestled in 7 private acres of nature on the pristine Menantic Peninsula. Enjoy strolls along the water’s edge or bask in the sun on the large plank stairs, which lead to a private, sandy beach area for frolicking, kayaking, and clamming. Marvel at magnificent sunsets nightly from the comfort of the seaside jacuzzi, or commune with hawks, herons and osprey in this peaceful nature sanctuary.Newly renovated as of Spring 2020, this is the first year the Estate is open to stay. Scandinavian beauty meets modern luxury in this elegant, uplifting home. Every room offers panoramic sea views. Cathedral ceiling and copious skylights make heaven and earth meet. Sun-filled, spacious living and dining area are steps from the water. Open, ethereal kitchen offers marble counters, sub zero fridge, Viking gas stove, electric stove, and two dishwashers. White oak floors

Located in Greenport, New York, United States. NOFO ESCAPE relax-swim-enjoy. Bachelorettes-Weddings-Family vacation Bachelorette, weddings and big party escape.Go fishing, boating, hiking, golfing, antique shopping etcwalk to town, walk to beach,walk to vineyard, walk to restaurantsEnjoy Greenport, named by Forbes magazine one of the 11 prettiest towns and villages in America.Take Hampton Jitney from Manhattan or LIRR.Take New London to Orient ferry from Connecticut.Use Long Island Expressway (495) or Northern State Parkway to drive from Manhattan, New Jersey, Brooklyn, Queens, Nassau