94,639 properties available
Can't agree on where to go?
Sag Harbor, New York
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Located in Sag Harbor, New York, United States. Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi Discover the beauty of Sag Harbor from this lovely 3-bedroom house. With AC, a washing machine, heating, and WiFi, this property has everything you need for a phenomenal stay. Each of the 3 bedrooms offers a comfortable and nice space for guests to relax and unwind. Whether you're exploring the charming city or simply enjoying the cozy atmosphere of the house, we hope you'll enjoy your stay at our house.
Southold, New York
Secluded charmer with new heated gunnite pool and steps to beach!
Located in Southold, New York, United States. Secluded charmer with new heated gunnite pool and steps to beach! Built in 1928, this gorgeous shingled home is fully equipped to host your getaway. You're within easy walking distance of Horton's Lighthouse, where lovely beach walks and stunning sunsets await you. The famous local wineries are all within short drives of this lovely retreat. Enjoy staying in a classic home with stone accents throughout, as well as lovely additional amenities like a new heated gunnite pool with plenty of poolside seating. A new central AC system will keep the indoors cool and comfortable while you're resting from swim. The high speed WiFi will help you complete your assignments at the desk workspace. Enjoy putting meals together in the newly renovated kitchen, or fire up the gas grill for a home grilled meal. The family friendly layout features plenty of seating inside and out. You're just 100 yards north of a public beach, come enjoy the sunsets!
Shelter Island, New York
Perfect Family Summer Vacation Home Close to beach 18x42 pool
Located in Shelter Island, New York, United States. Perfect Family Summer Vacation Home Close to beach 18x42 pool Great location. Situated on 3/4 acre. Walk to Sunset/Crescent beach, ferry, restaurants, shops less than 1 mile. Ice cream parlor and public golf course across the street. 3 Bedrooms, (1 King Bed, 1 Queen Bed, 2 Twin Beds) Air conditioned. 2 bathrooms on 2nd floor, 1/2 bath on first floor, W/D, Living Room, Dining Room, Kitchen, Basement with air hockey and foosball. Large 18 X 42 Pool and patio for outdoor fun. Large outdoor deck. Front and side porch. Owner occupied separate apartment on premises accessible by entry at driveway location. Town beaches accessible online with a permit.
Sag Harbor, New York
Whaling Captain Pierson's Cottage
Located in Sag Harbor, New York, United States. Whaling Captain Pierson's Cottage Whaling Captain Pierson's Cottage is at a waterfront property and is a unique environmental experience which is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as the most spectacular sunsets. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)If you do not see the booking availability desired, look at my other postings of Whaling Captain's Pierson's Apartment Apartment and Whaling Captain Pierson's Apartment TOO. Or, if your party is larger than the cottage can accommodate consider booking both apartments and the cottage. Whaling Captain Pierson's cottage is on Captain’s Row nestled behind the Captain's main house surrounded by nature overlooking the cove. The cottage’s antique furnishings reflect both a classical and whimsical ever
Southold, New York
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Located in Southold, New York, United States. Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun, beach, good food, lots of wines, and mostly friendships. It sleeps 8 with 4 bedrooms: 2 with queens and 2 with twins. There are 2 Full Baths and 2 Half Baths + a fabulous hot water outdoor shower. (No big parties please because the septic system will not handle those crowds.) There is a high-end new kitchen. Everything has been updated to modern mechanicals while trying to maintain the delightful historic architectural feel. (This is not the house for you if you need uber-modern, austere, sterile, white walls and glass.) This house oozes natural historic character both inside and outside. TOURISTY ATTRACTIONS: www.southoldhistoricalsociety.org has lots of local sites to visit including a great lighthouse commissioned by George Washington. www.oysterpondshistoricalsociety.org has colonial bu
Greenport, New York
Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK
Located in Greenport, New York, United States. Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK Greenport Village Vacationer's DelightOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of everyday life at this lovely, newly-remodeled, Greenport home. Featuring an open floor plan, a cozy gas fireplace, and an updated kitchen with stainless steel appliances, you will have all the comforts of home in a serene setting. Outside, you'll find a furnished patio with a gas grill and firepit, perfect for gathering around on those chilly evenings.WHAT’S NEARBYYou will be at the center of everything at this location! Within walking distance, you'll find Greenport Village, the ferry to Shelter Island, Mitchell Park (with its carousel and live music and festivities in summer), shops, and restaurants. Also, the North Fork offers everything needed for a memorable vacation from sandy bay beaches to exciting
Sag Harbor, New York
Cozy Hampton Cottage in Sag Harbor, sort walk to the bay and restaurant
Located in Sag Harbor, New York, United States. Cozy Hampton Cottage in Sag Harbor, sort walk to the bay and restaurant Summer Cottage rental This fully renovated 2 bed, 1 bath is locates in the peaceful Pine Neck area, the cottage is a close walk to Circle Beach and walking distance to great restaurants. Sag Harbor village is minutes away by car. Includes an outside shower.
Greenport, New York
Relax in this light-filled home, steps from the beach and a short walk to town!
Located in Greenport, New York, United States. Relax in this light-filled home, steps from the beach and a short walk to town! The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests have the entire house, 3 bedrooms, 2 full bathrooms, fenced in outdoor space with all the amenities: outdoor shower, Weber grill, yoga shed, fire pit, hammock, Nespresso machine, board games, karaoke mic, etc... There is also a fully-equipped gym in the basement with treadmill, stationary bike, and weights.
East Marion, New York
Exquisite dog-friendly home with large yard, furnished porch, & firepit
Located in East Marion, New York, United States. Exquisite dog-friendly home with large yard, furnished porch, & firepit Serene Bay Breezes - Private Bay Beach CommunityOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the sleepy hamlet of East Marion from this picture-perfect, family-friendly home. Tucked away in a private community with beach access and a nearby playground, this pristine, dog-friendly getaway features a beautiful, modern kitchen with everything you need to prepare anything from quick breakfasts to full-course dinners. Dine together at the breakfast bar, kitchen table, or in the formal dining room. Relax in one of two comfortably-furnished living areas or step outside onto the furnished deck with a gas grill overlooking the large, grassy back yard. For sleeping arrangements, all four bedrooms are located on the second floor and include a primary with a king-size bed and en suite bath, and three cozy guest rooms with queen-
Sag Harbor, New York
Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass!
Located in Sag Harbor, New York, United States. Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass! The house has four bedrooms -- two large bedrooms each with king beds, and two standard bedrooms, one with two twins, and another with a queen. We have spared no expense on the beds, which feature the best feather pillows and soft European luxury linens.The renovated kitchen includes DCS chef's oven, 48" True glass refrigerator, new Miele dishwasher, mahogany counters, and our favorite high quality accessories including Fellow gourmet coffee grinder and XO maker. We are tech friendly so the house is wired -- fast internet via a Google mesh system throughout, five flat screen Samsung 4k Smart TVs with Netflix, Apple TV, cable, the latest 4k X xbox in the family room, a second Xbox in kid's room. The house is equipped with a Smart gym with Peleton Bicycle and Tread, Hydrow rowing machine, Tonal Weight System, and a Sonos stereo system with arc + subwoofer in main media room + additional sonos in 5 rooms, whi
Sag Harbor, New York
Secluded Hamptons Cottage
Located in Sag Harbor, New York, United States. Secluded Hamptons Cottage Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the trees. High ceilings, open floor plan. Wrap around deck. Partly sunny, part covered. Totally private. On flag lot in the woods. Natural, unaltered landscape attracts wildlife for viewing. Lovingly described as “adult tree house.”
Southampton, Massachusetts
Hamptons Waterfront Beach Home With Dock
Located in Southampton, Massachusetts, United States. Hamptons Waterfront Beach Home With Dock This 4-bedroom waterfront home is the perfect family getaway. Located in a small beach community between Southampton and Sag Harbor, it is surrounded by water - from the dining room you look right out onto a serene lake, from the first floor you can see both lake and the beach. Who needs a pool when you are only a few steps away from a well-maintained bay beach with marked swim area and a swim platform and also an easy 10-15 minute drive away from all the major beaches from Southampton to Watermill and Sag Harbor. Chances are - once you are there, you won't want to leave this stylish, cozy, breezy, and sun-filled beach cottage. It has its own dock with hammock and outdoor patio, a fenced-in yard (that keeps dogs and children at bay). The house's main floor is renovated with new kitchen cabinets, floors and shower/bathroom. The house features an open layout with 3 bedrooms (king, queen and a convertible full sofa sleeper in the TV room/den) a
Sag Harbor, New York
Beautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a...
Located in Sag Harbor, New York, United States. Beautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a... Bayview WaterfrontBeautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a private dock!2BR/2.5BA: waterfront, private dock, kayaks, gas BBQ, work-from-home space, fire pitWelcome to the stunning Bay Side Cottage in Sag Harbor, the perfect retreat for families looking to escape the hustle and bustle of daily life. With 2 spacious bedrooms and 2.5 bathrooms, this waterfront home offers the perfect setting for your next vacation. As soon as you arrive, you'll be struck by the stunning views of the water and the private dock that awaits you.Step inside and you'll be greeted by an open layout and plenty of natural light. Floor to ceiling windows offer breathtaking views of the water, while the open living spaces flow seamlessly from the living room to the dining room and kitchen. You'll love the cozy fireplace in the living room, perfect for curling up with a good book on a cool evening. The top of
Sag Harbor, New York
The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons
Located in Sag Harbor, New York, United States. The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons Enjoy this 4 bedroom, 3 baths is the perfect getaway. Newly furnished, close to Sag Harbor village shops, restaurants and only 5 minutes from Long Beach. Doors leading out to the pool area for you to relax all day or after a day at the beach , Heated salt water Pool. Home theater, Beautifully renovated. Just minutes away from community tennis courts. Near East Hampton, Bridge Hampton, Southampton, and ocean beaches.House is fully furnish and equipped with all linens, kitchen accessories, laundry room and lower level kitchenette.Back patio has a tent and furniture and can be switch to a dining table to accommodate 14 people. We'll be glad to make the changes for you, just let us know ahead of time.Includes two BBQ areas, propane grill and a fire place grill by the pool.This house has all the things you need to have the perfect summer experience with your family and friends !Winter rentals terms: Pool and outd
East Marion, New York
POOL + Private Beach near Greenport Village!
Located in East Marion, New York, United States. POOL + Private Beach near Greenport Village! Make yourself at home in this 4 bedroom / 3 full bathroom modern ranch featuring:* chef's eat-in kitchen w/ 2 ovens, lux appliances, coffee & tea bar w/ Nespresso & Keurig* 2 living rooms, w/ up to16 ft ceilings * full dining room w/ seating for 10 adults* 1st floor primary suite w/ king size bed, gas fireplace & french doors to furnished deck overlooking pool, 4 piece bath w/ massive shower & jacuzzi tub* 3 guest rooms w/ queen size beds and 2 convenient full bathrooms * gym/yoga room w/ workout bench and weights* TV's in all bedrooms inc. Firesticks with each* large outdoor shower* fenced backyard oasis w/ secluded mineral spring heated pool + lounge chairs, shaded cabana, outdoor dining table, and Weber gas BBQ* bonus kitchenette/bar in 2nd living room* attached garage and large driveway* central AC/heat + fans * maximum speed wifi* essentials included (iron, toiletries, bedding, towels for bath + pool, cookware, spices, cleaning product
Southold, New York
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Located in Southold, New York, United States. Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! Enjoy the NOFO life - full of farm to table food, amazing oysters, and beaches! This newly renovated stylish house sleeps up to 12 and is the perfect quiet retreat - a pool, a hot tub and all on a quiet street just minutes from Goose Creek Beach, the adorable Croteaux Winery, Southold General, the Southold Fish Market, several farm stands and North Fork Table and Inn. This house was recently renovated and decorated and every sofa, lamp and bed are brand new. The property has every amenity for a relaxing getaway - lounge chairs, outdoor dining table, hot tub, pool, outdoor grill, toys for the kids - you name it - all in a secluded spot on a quiet cul-de-sac. Peace and relaxation are yours to be had in this little sanctuary - we hope you love it!Amenities include, but are not limited to:- 4 bedrooms (1 king, 2 doubles, 1 kids room with twin and bunk + trundle)- 3 full bathrooms- propane gas grill- firepit- out
Shelter Island, New York
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Located in Shelter Island, New York, United States. Lovely Shelter Island cottage with panoramic bay views, secluded, screened... East Brander EscapeLovely Shelter Island cottage with panoramic bay views, secluded, screened porch, cedar outdoor shower, steps to the beach, access to kayaks and bikes4BR/2BA - waterview, screened in porch perfect for dining inside and out, cedar outdoor showerGently tucked on a quiet street and steps to West Neck Harbor, a picture perfect Cape summer retreat full of Shelter Islands charm, sweeping bay views and beautiful outdoor space that is sure to be an unforgettable stay in Shelter Island. With direct access to the bay, prepare for outdoor activities galore including kayaking, canoeing, biking, picnics, nature walks or simply basking in the sun.Spanning over 2,200 square feet, this contemporary home features a light-filled, open floor plan curated with cool blue hues, warm neutrals, panoramic water views and contemporary finishes sure to make you feel at home. The spacious living and dining room featur
Orient, Washington
Private Getaway - corner Home with rights to private beach - Tip of North Fork
Located in Orient, Washington, United States. Private Getaway - corner Home with rights to private beach - Tip of North Fork New for summer/spring/fall: We also can do boat cruises Around the North Fork for up to 6 guests.1,100 Square Foot house with 400 square foot deck in the backyard. House is part of community with rights to a private beach with a private barbecue/recreation area only a few minutes walk away.14nt min10 minute walk to Orient Beach State Park which has the following activities: Biking, Canoeing/Kayaking, Fishing, Food , Public Grills, Hiking, Nature Trails, Pavilions, Picnic Tables, Playgrounds, Playing Fields, Recreational Programs, Showers, Paddle Boarding, Swimming Beach, Wind surfing, etc. 10 minute walk to the Cross Sound Ferry Terminal which offers ferry to New London, CT as well as a High Speed Jet to CT Casinos.10 minute walk to the Orient by the Sea Marina and Restaurant, which serves food on the waterfront as well as chartered fishing trips.Less than 15 minute drive from Greenport Village.Less than 45
Cutchogue, New York
North Fork Life: Pool, Beach, Wineries, Farmstands
Located in Cutchogue, New York, United States. North Fork Life: Pool, Beach, Wineries, Farmstands Welcome to Sandy Oaks. This beautiful, modern home in quiet, wooded Nassau Point will be the perfect spot for your North Fork vacation. With 4 bedrooms and a swimming pool, this house is perfect for families or couples. All the best the North Fork can offer is within easy reach.The property is located on a quiet, wooded road within the secluded neighborhood of Nassau Point. There are three bedrooms upstairs including a spacious master suite with ensuite bath, plus a double and a twin bedroom. Downstairs, there is a TV room/bedroom with comfortable double sofabed. There are three full bathrooms (two upstairs and one downstairs) plus a laundry room with washer and dryer. There is also a travel cot for an infant and wifi.Children are welcome; unfortunately we are unable to allow pets on this property. This property would comfortably suit up to eight people.All the best the North Fork can offer is within easy reach. There are quiet, local
Sag Harbor, New York
Newly renovated home in Sag Harbor Village.
Located in Sag Harbor, New York, United States. Newly renovated home in Sag Harbor Village. ENJOY YOUR TIME IN THE HAMPTONS!! Quiet and tranquil -newly renovated summer house....perfect Sag Harbor location! Walk to the quaint coastal village of Sag Harbor. Enjoy gourmet restaurants and shopping, less than a mile away! Close to the ocean, vineyards and chic Hamptons towns! Five minute walk to the park. The perfect family home for your summer vacation. This home has beautifully landscaped mature gardens, fully fenced private backyard, large Pergola with celling fan, lighting and BBQ for outdoor relaxing and dining. Beach Chairs, toys and towels included! *pets allowed (pet fee) *smoking outdoors only.
Sag Harbor, New York
Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village
Located in Sag Harbor, New York, United States. Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village This modern home is over 3000 square feet with a wrap around porch and heated pool, is an exceptional oasis fully equipped with a Chef's kitchen, Quartz countertops, professional appliances and Wine Cooler, about a 3-minute walk to private beach and 20-minute walk to Sag Harbor Village. This exceptional home boasts a first floor primary bedroom with en-suite bathroom, powder room and an open floor plan which incorporates the Kitchen, Dining, living room, and great room with 75-inch wall mounted Smart TV. The sliding doors in dining area open to the Pool area that offers a 20 X 40 heated salt water gunite pool 3 feet deep on the shallow end and 8 feet at the deep end, outdoor shower, and ample outdoor lighting. The private rear yard has dining patio with seating for 10, Weber Summit 670 gas grill and chaise lounges. The second floor provides another primary bedroom with en-suite bathroom and lounging area,
Sag Harbor, New York
Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
Located in Sag Harbor, New York, United States. Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum Discounted Rates! Stunning Sag Harbour Village House with HEATED Pool and Central Air!Expertly gut renovated by owner, Ray Romano, high-end NYC/Hamptons contractor. Beautifully appointed Sag Harbor Village house with heated pool and central air is for rent for May, June, July and August (weekly or monthly). Mint condition three-bedroom home (sleeps 6) features two full baths, new chef’s kitchen with Sub-Zero refrigerator, Wolf stove, deep porcelain farm sink and All Clad pots. Screened wall-to-wall patio doors sweep open for an outdoor / indoor experience. Polished and landscaped back yard features stunning heated gunite pool, fireplace, dining area and built-in grill. Access expansive second-level deck with sectional couch and golf putting and chipping area from the bedroom or pool via outdoor spiral staircase. Take in the amazing location right in the historic village of Sag Harbor from the charming fron
Southold, New York
2 Bedroom Apartment in Historic Home with private yard (WBH)
Located in Southold, New York, United States. 2 Bedroom Apartment in Historic Home with private yard (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 the North Fork 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. Apartment has small eat in kitchen, bath, living room and 2 bedrooms. One bedroom has a queen size bed the other a full size bed. Separate entrance with own lawn / patio area with lawn chairs. Comfortably furnished with Sat TV (Including HBO). Both bedrooms have center AC units. Beautiful property with century old lilacs and gorgeous perennial gardens.
Shelter Island, New York
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Located in Shelter Island, New York, United States. Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! Score Big at our fabulous Hamptons Cottage where work meets play in style! Settle into this charming 1700’s cottage nestled on 7 private acres of lush greenery adorned with majestic trees-your very own oasis! There are steep steps up to the second floor. * Excellent Wifi: Say goodbye to buffering and hello to productivity with top-notch Wifi, ensuring seamless work-from-home sessions! *Poolside Paradise: Dive into relaxation mode with a heated saltwater gunite pool-the ultimate spot to soak up the sun and splash around. Plus, keep an eye out for our resident turtles and frogs in the pond! Propane usage will be charged after stay.*Cozy pool house: Need extra space? Our pool house offers an additional bedroom, kitchenette and a bathroom-perfect for guests or a private retreat!* Outdoor Delights: Rinse out in style with an invigorating outdoor shower, then unwind on the screened-in-porch-an ideal spot for si
Sag Harbor, New York
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Located in Sag Harbor, New York, United States. Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi Discover the beauty of Sag Harbor from this lovely 3-bedroom house. With AC, a washing machine, heating, and WiFi, this property has everything you need for a phenomenal stay. Each of the 3 bedrooms offers a comfortable and nice space for guests to relax and unwind. Whether you're exploring the charming city or simply enjoying the cozy atmosphere of the house, we hope you'll enjoy your stay at our house.
$510
/ night
Southold, New York
Secluded charmer with new heated gunnite pool and steps to beach!
Located in Southold, New York, United States. Secluded charmer with new heated gunnite pool and steps to beach! Built in 1928, this gorgeous shingled home is fully equipped to host your getaway. You're within easy walking distance of Horton's Lighthouse, where lovely beach walks and stunning sunsets await you. The famous local wineries are all within short drives of this lovely retreat. Enjoy staying in a classic home with stone accents throughout, as well as lovely additional amenities like a new heated gunnite pool with plenty of poolside seating. A new central AC system will keep the indoors cool and comfortable while you're resting from swim. The high speed WiFi will help you complete your assignments at the desk workspace. Enjoy putting meals together in the newly renovated kitchen, or fire up the gas grill for a home grilled meal. The family friendly layout features plenty of seating inside and out. You're just 100 yards north of a public beach, come enjoy the sunsets!
$303
/ night
Shelter Island, New York
Perfect Family Summer Vacation Home Close to beach 18x42 pool
Located in Shelter Island, New York, United States. Perfect Family Summer Vacation Home Close to beach 18x42 pool Great location. Situated on 3/4 acre. Walk to Sunset/Crescent beach, ferry, restaurants, shops less than 1 mile. Ice cream parlor and public golf course across the street. 3 Bedrooms, (1 King Bed, 1 Queen Bed, 2 Twin Beds) Air conditioned. 2 bathrooms on 2nd floor, 1/2 bath on first floor, W/D, Living Room, Dining Room, Kitchen, Basement with air hockey and foosball. Large 18 X 42 Pool and patio for outdoor fun. Large outdoor deck. Front and side porch. Owner occupied separate apartment on premises accessible by entry at driveway location. Town beaches accessible online with a permit.
$424
/ night
Sag Harbor, New York
Whaling Captain Pierson's Cottage
Located in Sag Harbor, New York, United States. Whaling Captain Pierson's Cottage Whaling Captain Pierson's Cottage is at a waterfront property and is a unique environmental experience which is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as the most spectacular sunsets. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)If you do not see the booking availability desired, look at my other postings of Whaling Captain's Pierson's Apartment Apartment and Whaling Captain Pierson's Apartment TOO. Or, if your party is larger than the cottage can accommodate consider booking both apartments and the cottage. Whaling Captain Pierson's cottage is on Captain’s Row nestled behind the Captain's main house surrounded by nature overlooking the cove. The cottage’s antique furnishings reflect both a classical and whimsical ever
$259
/ night
Southold, New York
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Located in Southold, New York, United States. Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun, beach, good food, lots of wines, and mostly friendships. It sleeps 8 with 4 bedrooms: 2 with queens and 2 with twins. There are 2 Full Baths and 2 Half Baths + a fabulous hot water outdoor shower. (No big parties please because the septic system will not handle those crowds.) There is a high-end new kitchen. Everything has been updated to modern mechanicals while trying to maintain the delightful historic architectural feel. (This is not the house for you if you need uber-modern, austere, sterile, white walls and glass.) This house oozes natural historic character both inside and outside. TOURISTY ATTRACTIONS: www.southoldhistoricalsociety.org has lots of local sites to visit including a great lighthouse commissioned by George Washington. www.oysterpondshistoricalsociety.org has colonial bu
$540
/ night
Greenport, New York
Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK
Located in Greenport, New York, United States. Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK Greenport Village Vacationer's DelightOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape the hustle and bustle of everyday life at this lovely, newly-remodeled, Greenport home. Featuring an open floor plan, a cozy gas fireplace, and an updated kitchen with stainless steel appliances, you will have all the comforts of home in a serene setting. Outside, you'll find a furnished patio with a gas grill and firepit, perfect for gathering around on those chilly evenings.WHAT’S NEARBYYou will be at the center of everything at this location! Within walking distance, you'll find Greenport Village, the ferry to Shelter Island, Mitchell Park (with its carousel and live music and festivities in summer), shops, and restaurants. Also, the North Fork offers everything needed for a memorable vacation from sandy bay beaches to exciting
$305
/ night
Sag Harbor, New York
Cozy Hampton Cottage in Sag Harbor, sort walk to the bay and restaurant
Located in Sag Harbor, New York, United States. Cozy Hampton Cottage in Sag Harbor, sort walk to the bay and restaurant Summer Cottage rental This fully renovated 2 bed, 1 bath is locates in the peaceful Pine Neck area, the cottage is a close walk to Circle Beach and walking distance to great restaurants. Sag Harbor village is minutes away by car. Includes an outside shower.
$379
/ night
Greenport, New York
Relax in this light-filled home, steps from the beach and a short walk to town!
Located in Greenport, New York, United States. Relax in this light-filled home, steps from the beach and a short walk to town! The perfect getaway. Within walking distance to beach, town, Jitney, LIRR and ferries to the South Fork. This quiet and bright house is located in the heart of Greenport. Enjoy wineries, breweries, amazing restaurants, shops and beaches.Guests have the entire house, 3 bedrooms, 2 full bathrooms, fenced in outdoor space with all the amenities: outdoor shower, Weber grill, yoga shed, fire pit, hammock, Nespresso machine, board games, karaoke mic, etc... There is also a fully-equipped gym in the basement with treadmill, stationary bike, and weights.
$360
/ night
East Marion, New York
Exquisite dog-friendly home with large yard, furnished porch, & firepit
Located in East Marion, New York, United States. Exquisite dog-friendly home with large yard, furnished porch, & firepit Serene Bay Breezes - Private Bay Beach CommunityOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the sleepy hamlet of East Marion from this picture-perfect, family-friendly home. Tucked away in a private community with beach access and a nearby playground, this pristine, dog-friendly getaway features a beautiful, modern kitchen with everything you need to prepare anything from quick breakfasts to full-course dinners. Dine together at the breakfast bar, kitchen table, or in the formal dining room. Relax in one of two comfortably-furnished living areas or step outside onto the furnished deck with a gas grill overlooking the large, grassy back yard. For sleeping arrangements, all four bedrooms are located on the second floor and include a primary with a king-size bed and en suite bath, and three cozy guest rooms with queen-
$199
/ night
Sag Harbor, New York
Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass!
Located in Sag Harbor, New York, United States. Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass! The house has four bedrooms -- two large bedrooms each with king beds, and two standard bedrooms, one with two twins, and another with a queen. We have spared no expense on the beds, which feature the best feather pillows and soft European luxury linens.The renovated kitchen includes DCS chef's oven, 48" True glass refrigerator, new Miele dishwasher, mahogany counters, and our favorite high quality accessories including Fellow gourmet coffee grinder and XO maker. We are tech friendly so the house is wired -- fast internet via a Google mesh system throughout, five flat screen Samsung 4k Smart TVs with Netflix, Apple TV, cable, the latest 4k X xbox in the family room, a second Xbox in kid's room. The house is equipped with a Smart gym with Peleton Bicycle and Tread, Hydrow rowing machine, Tonal Weight System, and a Sonos stereo system with arc + subwoofer in main media room + additional sonos in 5 rooms, whi
$959
/ night
Sag Harbor, New York
Secluded Hamptons Cottage
Located in Sag Harbor, New York, United States. Secluded Hamptons Cottage Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the trees. High ceilings, open floor plan. Wrap around deck. Partly sunny, part covered. Totally private. On flag lot in the woods. Natural, unaltered landscape attracts wildlife for viewing. Lovingly described as “adult tree house.”
$389
/ night
Southampton, Massachusetts
Hamptons Waterfront Beach Home With Dock
Located in Southampton, Massachusetts, United States. Hamptons Waterfront Beach Home With Dock This 4-bedroom waterfront home is the perfect family getaway. Located in a small beach community between Southampton and Sag Harbor, it is surrounded by water - from the dining room you look right out onto a serene lake, from the first floor you can see both lake and the beach. Who needs a pool when you are only a few steps away from a well-maintained bay beach with marked swim area and a swim platform and also an easy 10-15 minute drive away from all the major beaches from Southampton to Watermill and Sag Harbor. Chances are - once you are there, you won't want to leave this stylish, cozy, breezy, and sun-filled beach cottage. It has its own dock with hammock and outdoor patio, a fenced-in yard (that keeps dogs and children at bay). The house's main floor is renovated with new kitchen cabinets, floors and shower/bathroom. The house features an open layout with 3 bedrooms (king, queen and a convertible full sofa sleeper in the TV room/den) a
$529
/ night
Sag Harbor, New York
Beautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a...
Located in Sag Harbor, New York, United States. Beautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a... Bayview WaterfrontBeautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a private dock!2BR/2.5BA: waterfront, private dock, kayaks, gas BBQ, work-from-home space, fire pitWelcome to the stunning Bay Side Cottage in Sag Harbor, the perfect retreat for families looking to escape the hustle and bustle of daily life. With 2 spacious bedrooms and 2.5 bathrooms, this waterfront home offers the perfect setting for your next vacation. As soon as you arrive, you'll be struck by the stunning views of the water and the private dock that awaits you.Step inside and you'll be greeted by an open layout and plenty of natural light. Floor to ceiling windows offer breathtaking views of the water, while the open living spaces flow seamlessly from the living room to the dining room and kitchen. You'll love the cozy fireplace in the living room, perfect for curling up with a good book on a cool evening. The top of
$347
/ night
Sag Harbor, New York
The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons
Located in Sag Harbor, New York, United States. The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons Enjoy this 4 bedroom, 3 baths is the perfect getaway. Newly furnished, close to Sag Harbor village shops, restaurants and only 5 minutes from Long Beach. Doors leading out to the pool area for you to relax all day or after a day at the beach , Heated salt water Pool. Home theater, Beautifully renovated. Just minutes away from community tennis courts. Near East Hampton, Bridge Hampton, Southampton, and ocean beaches.House is fully furnish and equipped with all linens, kitchen accessories, laundry room and lower level kitchenette.Back patio has a tent and furniture and can be switch to a dining table to accommodate 14 people. We'll be glad to make the changes for you, just let us know ahead of time.Includes two BBQ areas, propane grill and a fire place grill by the pool.This house has all the things you need to have the perfect summer experience with your family and friends !Winter rentals terms: Pool and outd
$472
/ night
East Marion, New York
POOL + Private Beach near Greenport Village!
Located in East Marion, New York, United States. POOL + Private Beach near Greenport Village! Make yourself at home in this 4 bedroom / 3 full bathroom modern ranch featuring:* chef's eat-in kitchen w/ 2 ovens, lux appliances, coffee & tea bar w/ Nespresso & Keurig* 2 living rooms, w/ up to16 ft ceilings * full dining room w/ seating for 10 adults* 1st floor primary suite w/ king size bed, gas fireplace & french doors to furnished deck overlooking pool, 4 piece bath w/ massive shower & jacuzzi tub* 3 guest rooms w/ queen size beds and 2 convenient full bathrooms * gym/yoga room w/ workout bench and weights* TV's in all bedrooms inc. Firesticks with each* large outdoor shower* fenced backyard oasis w/ secluded mineral spring heated pool + lounge chairs, shaded cabana, outdoor dining table, and Weber gas BBQ* bonus kitchenette/bar in 2nd living room* attached garage and large driveway* central AC/heat + fans * maximum speed wifi* essentials included (iron, toiletries, bedding, towels for bath + pool, cookware, spices, cleaning product
$338
/ night
Southold, New York
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Located in Southold, New York, United States. Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining! Enjoy the NOFO life - full of farm to table food, amazing oysters, and beaches! This newly renovated stylish house sleeps up to 12 and is the perfect quiet retreat - a pool, a hot tub and all on a quiet street just minutes from Goose Creek Beach, the adorable Croteaux Winery, Southold General, the Southold Fish Market, several farm stands and North Fork Table and Inn. This house was recently renovated and decorated and every sofa, lamp and bed are brand new. The property has every amenity for a relaxing getaway - lounge chairs, outdoor dining table, hot tub, pool, outdoor grill, toys for the kids - you name it - all in a secluded spot on a quiet cul-de-sac. Peace and relaxation are yours to be had in this little sanctuary - we hope you love it!Amenities include, but are not limited to:- 4 bedrooms (1 king, 2 doubles, 1 kids room with twin and bunk + trundle)- 3 full bathrooms- propane gas grill- firepit- out
$676
/ night
Shelter Island, New York
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Located in Shelter Island, New York, United States. Lovely Shelter Island cottage with panoramic bay views, secluded, screened... East Brander EscapeLovely Shelter Island cottage with panoramic bay views, secluded, screened porch, cedar outdoor shower, steps to the beach, access to kayaks and bikes4BR/2BA - waterview, screened in porch perfect for dining inside and out, cedar outdoor showerGently tucked on a quiet street and steps to West Neck Harbor, a picture perfect Cape summer retreat full of Shelter Islands charm, sweeping bay views and beautiful outdoor space that is sure to be an unforgettable stay in Shelter Island. With direct access to the bay, prepare for outdoor activities galore including kayaking, canoeing, biking, picnics, nature walks or simply basking in the sun.Spanning over 2,200 square feet, this contemporary home features a light-filled, open floor plan curated with cool blue hues, warm neutrals, panoramic water views and contemporary finishes sure to make you feel at home. The spacious living and dining room featur
$405
/ night
Orient, Washington
Private Getaway - corner Home with rights to private beach - Tip of North Fork
Located in Orient, Washington, United States. Private Getaway - corner Home with rights to private beach - Tip of North Fork New for summer/spring/fall: We also can do boat cruises Around the North Fork for up to 6 guests.1,100 Square Foot house with 400 square foot deck in the backyard. House is part of community with rights to a private beach with a private barbecue/recreation area only a few minutes walk away.14nt min10 minute walk to Orient Beach State Park which has the following activities: Biking, Canoeing/Kayaking, Fishing, Food , Public Grills, Hiking, Nature Trails, Pavilions, Picnic Tables, Playgrounds, Playing Fields, Recreational Programs, Showers, Paddle Boarding, Swimming Beach, Wind surfing, etc. 10 minute walk to the Cross Sound Ferry Terminal which offers ferry to New London, CT as well as a High Speed Jet to CT Casinos.10 minute walk to the Orient by the Sea Marina and Restaurant, which serves food on the waterfront as well as chartered fishing trips.Less than 15 minute drive from Greenport Village.Less than 45
$378
/ night
Cutchogue, New York
North Fork Life: Pool, Beach, Wineries, Farmstands
Located in Cutchogue, New York, United States. North Fork Life: Pool, Beach, Wineries, Farmstands Welcome to Sandy Oaks. This beautiful, modern home in quiet, wooded Nassau Point will be the perfect spot for your North Fork vacation. With 4 bedrooms and a swimming pool, this house is perfect for families or couples. All the best the North Fork can offer is within easy reach.The property is located on a quiet, wooded road within the secluded neighborhood of Nassau Point. There are three bedrooms upstairs including a spacious master suite with ensuite bath, plus a double and a twin bedroom. Downstairs, there is a TV room/bedroom with comfortable double sofabed. There are three full bathrooms (two upstairs and one downstairs) plus a laundry room with washer and dryer. There is also a travel cot for an infant and wifi.Children are welcome; unfortunately we are unable to allow pets on this property. This property would comfortably suit up to eight people.All the best the North Fork can offer is within easy reach. There are quiet, local
$622
/ night
Sag Harbor, New York
Newly renovated home in Sag Harbor Village.
Located in Sag Harbor, New York, United States. Newly renovated home in Sag Harbor Village. ENJOY YOUR TIME IN THE HAMPTONS!! Quiet and tranquil -newly renovated summer house....perfect Sag Harbor location! Walk to the quaint coastal village of Sag Harbor. Enjoy gourmet restaurants and shopping, less than a mile away! Close to the ocean, vineyards and chic Hamptons towns! Five minute walk to the park. The perfect family home for your summer vacation. This home has beautifully landscaped mature gardens, fully fenced private backyard, large Pergola with celling fan, lighting and BBQ for outdoor relaxing and dining. Beach Chairs, toys and towels included! *pets allowed (pet fee) *smoking outdoors only.
$347
/ night
Sag Harbor, New York
Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village
Located in Sag Harbor, New York, United States. Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village This modern home is over 3000 square feet with a wrap around porch and heated pool, is an exceptional oasis fully equipped with a Chef's kitchen, Quartz countertops, professional appliances and Wine Cooler, about a 3-minute walk to private beach and 20-minute walk to Sag Harbor Village. This exceptional home boasts a first floor primary bedroom with en-suite bathroom, powder room and an open floor plan which incorporates the Kitchen, Dining, living room, and great room with 75-inch wall mounted Smart TV. The sliding doors in dining area open to the Pool area that offers a 20 X 40 heated salt water gunite pool 3 feet deep on the shallow end and 8 feet at the deep end, outdoor shower, and ample outdoor lighting. The private rear yard has dining patio with seating for 10, Weber Summit 670 gas grill and chaise lounges. The second floor provides another primary bedroom with en-suite bathroom and lounging area,
$1,156
/ night
Sag Harbor, New York
Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
Located in Sag Harbor, New York, United States. Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum Discounted Rates! Stunning Sag Harbour Village House with HEATED Pool and Central Air!Expertly gut renovated by owner, Ray Romano, high-end NYC/Hamptons contractor. Beautifully appointed Sag Harbor Village house with heated pool and central air is for rent for May, June, July and August (weekly or monthly). Mint condition three-bedroom home (sleeps 6) features two full baths, new chef’s kitchen with Sub-Zero refrigerator, Wolf stove, deep porcelain farm sink and All Clad pots. Screened wall-to-wall patio doors sweep open for an outdoor / indoor experience. Polished and landscaped back yard features stunning heated gunite pool, fireplace, dining area and built-in grill. Access expansive second-level deck with sectional couch and golf putting and chipping area from the bedroom or pool via outdoor spiral staircase. Take in the amazing location right in the historic village of Sag Harbor from the charming fron
$1,905
/ night
Southold, New York
2 Bedroom Apartment in Historic Home with private yard (WBH)
Located in Southold, New York, United States. 2 Bedroom Apartment in Historic Home with private yard (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 the North Fork 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. Apartment has small eat in kitchen, bath, living room and 2 bedrooms. One bedroom has a queen size bed the other a full size bed. Separate entrance with own lawn / patio area with lawn chairs. Comfortably furnished with Sat TV (Including HBO). Both bedrooms have center AC units. Beautiful property with century old lilacs and gorgeous perennial gardens.
$227
/ night
Shelter Island, New York
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Located in Shelter Island, New York, United States. Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi! Score Big at our fabulous Hamptons Cottage where work meets play in style! Settle into this charming 1700’s cottage nestled on 7 private acres of lush greenery adorned with majestic trees-your very own oasis! There are steep steps up to the second floor. * Excellent Wifi: Say goodbye to buffering and hello to productivity with top-notch Wifi, ensuring seamless work-from-home sessions! *Poolside Paradise: Dive into relaxation mode with a heated saltwater gunite pool-the ultimate spot to soak up the sun and splash around. Plus, keep an eye out for our resident turtles and frogs in the pond! Propane usage will be charged after stay.*Cozy pool house: Need extra space? Our pool house offers an additional bedroom, kitchenette and a bathroom-perfect for guests or a private retreat!* Outdoor Delights: Rinse out in style with an invigorating outdoor shower, then unwind on the screened-in-porch-an ideal spot for si
$609
/ night
Charming 3-bedroom, 3 bath house in l Sag village, Harbor with pool, AC, WiFi
Sag Harbor, New York
$510/night
Secluded charmer with new heated gunnite pool and steps to beach!
Southold, New York
$303/night
Perfect Family Summer Vacation Home Close to beach 18x42 pool
Shelter Island, New York
$424/night
Whaling Captain Pierson's Cottage
Sag Harbor, New York
$259/night
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
Southold, New York
$540/night
Beautiful, newly-remodeled home w/ a gas fireplace, patio, & firepit - dogs OK
Greenport, New York
$305/night
Cozy Hampton Cottage in Sag Harbor, sort walk to the bay and restaurant
Sag Harbor, New York
$379/night
Relax in this light-filled home, steps from the beach and a short walk to town!
Greenport, New York
$360/night
Exquisite dog-friendly home with large yard, furnished porch, & firepit
East Marion, New York
$199/night
Renovated Sag Harbor Village 4 Bedroom With Pool + New Bronco with Beach Pass!
Sag Harbor, New York
$959/night
Secluded Hamptons Cottage
Sag Harbor, New York
$389/night
Hamptons Waterfront Beach Home With Dock
Southampton, Massachusetts
$529/night
Beautiful Sag Harbor Cottage with direct access to Sag Harbor Cove and a...
Sag Harbor, New York
$347/night
The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons
Sag Harbor, New York
$472/night
POOL + Private Beach near Greenport Village!
East Marion, New York
$338/night
Perfect Retreat for Families - Close to Amazing Wineries, Beaches, and Dining!
Southold, New York
$676/night
Lovely Shelter Island cottage with panoramic bay views, secluded, screened...
Shelter Island, New York
$405/night
Private Getaway - corner Home with rights to private beach - Tip of North Fork
Orient, Washington
$378/night
North Fork Life: Pool, Beach, Wineries, Farmstands
Cutchogue, New York
$622/night
Newly renovated home in Sag Harbor Village.
Sag Harbor, New York
$347/night
Sag Harbor Modern Home, Heated Salt Water Pool, Walk to Beach, Walk to Village
Sag Harbor, New York
$1,156/night
Beautiful SagHarbour Village W/Heated pool 5 min walk to Beach/Restaurant/Museum
Sag Harbor, New York
$1,905/night
2 Bedroom Apartment in Historic Home with private yard (WBH)
Southold, New York
$227/night
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Shelter Island, New York
$609/night