94,639 properties available

Located in Southold, New York, United States. Waterfront, private beach, ready for adventure, light & bright! Set on a magical one-acre promontory, jutting into beautiful Long Creek with spectacular water views from every room, this light and airy 4 bedroom, 2.5 bath property is the perfect North Fork retreat! Coastal furnishings, with a large deck and grounds, enjoy paddle boarding, kayaking, and swimming right from your own beach. Or take a bike ride or short drive to hamlet shopping, restaurants, transportation, award winning wineries, and Peconic Bay and Long Island Sound beaches. The ultimate North Fork vacation awaits!4 Bedrooms, 2.5 baths, 3200 square feet• Great room with cathedral ceiling and direct views of Long Creek• Family room/den with 65” smart TV with Netflix/Amazon/Disney access and 300 Mbps wireless Internet (includes Eero mesh network for full house/deck WiFi coverage and 3 desk work spaces)• Newly renovated well-equipped kitchen with eat-in counter space including new gas Wolf 6-burner range and built-in Bosch

Located in Southold, New York, United States. North Beach Fork Beach House Enjoy our tranquil home in a private beach community.Located on a half acre of private land, this home has all the amenities you will need for a relaxing vacation or getaway. Views of Peconic Bay from the home, a private beach .Take advantage of Historic Greenport, located just 1 mile away, as well as the Ferry to Shelter Island and Sag Harbor, along with three restaurants just walking distance away.Home has an open concept feel with catherdal ceilings, great room, kitchen and dining room with sliding glass doors that leads to a large deck. The deck wraps around to the front porch.NOT A SHARE HOUSE OR USE FOR AFTER PROM.

Located in Southold, New York, United States. Renovated American Farmhouse in the heart of Southold with heated saltwater pool Our newly renovated Farmhouse is centrally located in Southold with easy access by bus, train or car. Enjoy your morning coffee as the sun rises over the farmfield. Spend an afternoon exploring the beauty of the North Fork, soak in the sun at one of the beautiful Peconic Bay or Long Island Sound beaches, enjoy live music at numerous wineries and/or breweries, browse unique local finds at one of many antique and/or quaint shops, and don't forget to stop by the bountiful farm stands. Cool off with a dip in the heated saltwater pool, enjoy dinner under the stars and reminisce around the fire pit.

Located in Shelter Island, New York, United States. Cozy Shelter Island Cottage, walk to beaches and Mashomack Preserve 3 bedroom, 2 bath house in Shelter Island offers many amenities including pool, dock, private beach access and great coastal hiking in the 2,000 acre Mashomack Preserve. Close to the south ferry with easy access to Sag Harbor and the Hamptons. It is the perfect house to get away from the hustle of the city to relax, soak in the sun and enjoy the gourmet chef’s kitchen and herb garden and 2 grills.The open plan house has a granite eating counter, dining room and a large deck overlooking the pool with an outdoor dining and lounging. The large property comes with a paddle board and 4 bikes to explore the beautiful island.There are 3 bedrooms, including a master en suite.

Located in Sag Harbor, New York, United States. Modern Luxury w/ Private Pool. 5 min from Beach & Town of Sag Harbor This multi-level home is located on a quiet cul-de-sac in Sag Harbor. Features 5 bedrooms, 3 1/2 baths. Custom kitchen and baths. Indoor/outdoor living with lush landscaping and pool. SONOS sound system throughout which can be controlled from any smartphone or tablet. Air conditioner, heat, alarm system, and lighting can also be controlled remotely. Some new upgrades include an outdoor TV, outdoor ping pong table and B-ball hoop. Five minutes from ONE OF The Top Ten Main Streets in the U.S. and Waterfront Marinas & Beaches, where you can rent boats, kayaks and enjoy other water activities. The Ocean side beach (in East Hampton, South Hampton, Montauk and more are between 15-45 minutes away).

Located in Cutchogue, New York, United States. North Fork Beach House - short walk to Peconic Bay and beach This wonderful beach House is located in the beautiful Fleet's Neck neighborhood facing the Peconic Bay. It is less than a 5 minute walk to the beach along with easy beach parking. The nearby beach has beautiful views filled with sailboats in the summer. The house is a mile to King Kullen supermarket, Braun Seafood, a variety of vineyards, Greenpoint Brewery and many farm stands. The house has 3 bedrooms and sleeps 6 comfortably. It is situated on 1/2 an acre lot, with water views, a lawn to play and an outdoor shower. There is a spacious outdoor deck for grilling, cocktails or a morning coffee. It is 90 miles from NYC, 15 minutes to Greenport and 25 minutes to Orient Point Ferry.

Located in Sag Harbor, New York, United States. Sag Harbor Village, 3 BR, Gunite pool, Pool house Charming Sag Harbor Village oasis! This newly renovated home is a 10 min walk into Sag Harbor Village and an even shorter walk to Mashashimuet Park. Haven's Beach is just under 1 mile away. There isn't a more central location in Sag Harbor!

Located in Southampton, Massachusetts, United States. Bay View Retreat This stylish cape style home, is just 1,000 feet from a private bay beach, and offers a perfect blend of comfort and convenience. This property boasts 3 bedrooms and 2.5 bathrooms, a workout area, and a separate office space. Conveniently located 10-15 minutes from Southampton Village, Bridgehampton, and Sag Harbor Village, makes it the ideal Hamptons retreat.

Located in Southold, New York, United States. Steve's Place: Heated Pool, 3BR Southold Home, Beach Steve's Place is a beautifully and professionally decorated 3-bedroom with 1.5 bathrooms, North fork vacation home is just a ten-minute drive into town and about a ten-minute drive to the beach. Everything you would possibly need and want for a wonderful stay is here!This home sleeps six perfectly with three queen-sized beds and has a beautiful, remodeled kitchen, perfect for the chef in the family. Plenty of seating in the living room area to enjoy some family time together or just relax with a great movie or a fabulous book. We are pet-friendly so bring the whole family. The home is located in a quiet beautiful neighborhood and the yard is a wonderful fenced-in retreat with a Beautiful heated pool, cozy lounges, gas barbecue, and outdoor seating up on the deck with views of the pool and garden, just wonderful.This is a wonderful vacation home!You will absolutely love the town of Southold with all the small shops and great restauran

Located in Southold, New York, United States. North fork Private exclusive Residence for Rent Spacious 3 bedroom ...3 1/2 bathroom modern house with large swimming pool .close to the beach and vine yards. Large eat in kitchen. Wolf appliances.....granite island. dining room ....tv room with bar for entertainment...Reading / Sunroom, With access to a large back grassed yard leading out to a large salt water swimming pool....with bbq....living room and indoor gas fire .... Master bedroom. King bed. Large couch ...large walk in closet and a full bathroom. Second bedroom king bed ...large closet n third bedroom queen bed. All bedrooms have TVs...

Located in Sag Harbor, New York, United States. Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool This contemporary, two-story house is situated on a quiet lane, with access to small private beach on Little Peconic Bay only steps away. The bright interior features a two-story living room with skylights, wood-burning stove, and a large chef's kitchen with sunny dining area that opens to the expansive poolside terrace. The lovely 40 feet heated lap-pool is surrounded by extensive decking, pool fence and mature landscaping for total summer privacy. Please note that the pool season ends around mid-September and usually starts around Memorial Day weekend. The house has been recently renovated with new hardwood floors, new furnishings include king-size and queen-sized beds. It is an ideal family vacation home close to bay and ocean beaches, Sag Harbor and Southampton Village. Second floor master bedroom with walk-in closet, bathroom with skylight, and balcony overlooking pool deck. Brand-new 46-inch LED Smart TV

Located in Sag Harbor, New York, United States. Sag Harbor Village Gem Prime Sag Harbor Village Location - Historic District. 3 Bedroom, 2 1/2 bath, Enclosed Porch, Great Room with fireplace and TV, beautiful Kitchen with center island counter seating. Kitchen is well equipped and a Sub Zero refrigerator. Very rustic and elegant dining room., Charming patio and backyard complete with grill, teak furniture w/ umbrella. Landscaped property. Master bedroom is very spacious and extraordinary. Central Air conditioning. All bedrooms have TVs with gorgeous dressers. Blue Ray DVD in Master bedroom and Great Room. Wireless internet. Garage and long driveway for off-street parking. Washer/ Dryer. 10 minute drive to Ocean Beaches and a 1 to 2 minute drive to Harbor Beach. A lovely 8 to 10 minute stroll to Main Street Sag Harbor.

Located in Sag Harbor, New York, United States. Whaling Captain Pierson's Apartment TOO Whaling Captain Pierson's Apartment is at a waterfront property and is an apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets.(See my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Cottage".)If you do not see the booking availability desired, look at my other postings of Whaling Captain's Pierson's Apartment and Whaling Captain Pierson's Cottage. Or, if your party is larger than one apartment can accommodate consider booking both apartments and the cottage. Whaling Captain Pierson's Apartment Too is on Captain’s Row within the main house. The property is surrounded by nature and the apartment overlooks the cove and has views of Ott

Located in New Suffolk, New York, United States. Cozy Seaside Cottage The Cottage at Whitecap is part of an Historic Compound built in 1883 and is located in the heart of New Suffolk. The Cottage offers 4 Bedrooms and 2 Bathrooms and sleeps 8 comfortably. The cottage shares the same property as the Main House but landscaping provides privacy for both homes. The house is steps from the beach and conveniently located by restaurants, wineries and a public boat ramp. It's the perfect location for your next vacation, small get together or winery weekend getaway.

Located in East Marion, New York, United States. Bohemian Old Life Saving Station with Beach & Pool ONLY 1 WEEK RENTALS FROM MID JUNE TO MID SEPTEMBERRENTALS ARE FROM FRIDAY TO FRIDAYAVAILABILITY FOR JULY & AUGUST IS ONLY DECIDED IN LATE SPRING- WILL NOT BE ABLE TO BOOK ANY JULY- AUGUST DATES UNTIL AT LEAST END OF APRIL.Please do not inquire about staying less than a week during these months.This super romantic six-bedroom house was originally built as a coast guard life saving station in 1893. It has been beautifully renovated, and furnished with vintage furniture, to maintain its classic farmhouse charm, but with many modern conveniences.This is a family house, used by it's owners throughout the year and lovingly lived in.As seen on HBO's "Girls" & "The Undoing"There is a huge kitchen and dining room with two sinks, two ovens, a six-burner WOLF stove and a huge amount of work space. With abundant farm stands and fresh fish at your fingertips, this kitchen is the ideal place to cook and entertain. The large table seats 14, allowi

Located in Cutchogue, New York, United States. Spacious New 4 Bedroom Home With Pool on 2 Acre Property New 4 bedroom 3 1/2 bathrooms with built in pool on a 2 acre private setting. A perfect place to unwind away from it all. Close to a beautiful bay beach. Plenty of vineyards close by for wine tastings. Home has four bedrooms, two have private bathrooms and two share a bathroom. The pool area has 8 lounge chairs with cushions, making it a perfect place to relax. The deck off the kitchen has a table and umbrella, perfect for outside dining. The house is perfect for 4 couples or two families with children. Owner has apartment that will be used during your stay.

Located in Greenport, New York, United States. New Four Bedroom Greenport House Sleeps 10 Spacious Greenport 2600 square foot Four Bedroom Cottage Beach Bungalow. Five minute waking distance to Greenport Village (restaurants, bars, coffee shops, shopping and much more) Near 5th & 6th Street Beach & Park , Shelter Island Ferry, Train and Carousel. Located in the area of amazing food, entertainment, relaxation, vineyards, breweries, parks, beaches and much more. You can walk to all!Four bedrooms (3 with queen beds, one with 2 queen beds, sofa sleeps 2 and fully stocked Eat in Kitchen (dishwasher, microwave, Keurig machine) Dining Room, Laundry Room, Living Room with TV. Plus Indoor Porch/Sitting room with sleeper. Cozy yard with outdoor furniture and Weber barbecue. Large Umbrella for shade. Plenty of closet space. Amazing linens. Cable and Fast Speed Wifi.2024 Rates : July 1st -End of August Four Night Minimum StaySeptember 3 night stayOther Months Two Night Minimum Stay*Holiday Weekends are Four Night Minimum Stay (Memorial Da

Located in Sag Harbor, New York, United States. Four Bedroom Sag Harbor Rental with Tennis Court and Pool At the end of a quiet cul-de-sac in Sag Harbor, this three bedroom (with an extra bonus room), three bath traditional is situated on an oversized double lot. Enter to a living room with fireplace and large windows flooding the space with light. The adjacent dining area has sliding glass doors to a wraparound deck with plenty of space for al fresco dining and relaxation. The bright, immaculate kitchen also opens to the deck. Two of the three bedrooms are upstairs and one is downstairs. The home's three bathrooms are full baths with marble-topped vanities. The finished lower level has a walkout to the grounds, where you find a pool and tennis court. Located minutes to Long Beach and Sag Harbor Village, and also convenient to Bridgehampton.

Located in New Suffolk, New York, United States. Historic Luxury Seaside Getaway This 1883 Historic Home is completely renovated & brilliantly decorated. Located in the heart of New Suffolk on the North Fork of Long Island. The main house offers great spaces for entertaining and relaxing. There are 6 bedrooms, 4 bathrooms, It sleeps 10 ADULTS and 6 CHILDREN comfortably. Steps from the beach and conveniently located by restaurants, wineries and a public boat ramp. There is also a heated swimming pool(SEASONAL MAY -OCTOBER) ~The cottage (a seperate rental) on the property offers 4 bedrooms, 2 bathrooms, It sleeps 8 comfortably. Rent either the whole compound for a large group, family reunion, or wedding party or the cottage for a small get together or a winery weekend getaway.

Located in Sag Harbor, New York, United States. East Hampton/ Sag Harbor Private Modern 3 Acre Retreat Sleek Private 3 AcresThis newly built modern 4,000 square foot home is the ultimate family 5BR/5BA vacation home. Unwind from the grind in this modern zen dream house. Set on 3.0 private acres and equidistant to Sag Harbor & East Hampton Village, this home rests on a secluded location adjacent to 26 preserve acres. This bright and open floor plan is ideal for family time. The gorgeous kitchen features a freestanding island, custom cabinetry, Creuset cookware and all new Thermador appliances. Just off the kitchen is the large dining and family room with a gas fireplace for those cool nights. The entire first level boasts floor to ceiling sliding glass doors that lead out onto the massive bluestone patio. The expansive bi-level yard features a 40 foot heated gunite pool enveloped by a sprawling lush green lawn.Outdoor lounge furniture by RH is in abundance throughout the yard. Al fresco dining for 12 sits under a newly built lighte

Located in Southold, New York, United States. 4BR+ Newly renovated home mins to top beaches and vineyards, new heated pool! This is a newly renovated 4BR+ home in the heart of Southold with a brand new 18 x 36 heated pool and fully fenced yard. Just minutes from beautiful beaches and vineyards. The house situated on a 1/3rd of an acre and is within a short walk of a private beach and an incredible award winning vineyard. It has 4 bedrooms plus a separate den/office/bonus room. The property has many amenities including use of a kayak, bicycles, full kids swing set / jungle gym, fire pit, patio and barbecue.It is just a short drive to dozens of other beaches, vineyards, farms, Southold/Greenport villages, Shelter Island, restaurants, historical sites and many more charming places on the North Fork.A beautiful spot for an escape from it all - perfect for families!

Located in Sag Harbor, New York, United States. PVT Sag Harbor Beachfront community - Saline Solar Hted Pool, Community Tennis. Escape to your private oasis where tranquility meets convenience in a private Sag Harbor/North Haven beachfront community with a beautiful bay beach right down the block and community tennis. This perfect location with privacy all around offers wide span of east-facing beach for swimming, kayaking, paddleboarding, and fishing—plus gorgeous sunrises. Easy access to myriad of activities minutes away in Sag Harbor Village.The well-appointed, light-filled traditional home with two gas fireplaces has three spacious en suite bedrooms (including first and second level primary rooms); plus a bonus den with convertible queen sofa bed, sleeps six plus additional - occasional overnight guest in den- new queen sofa bed. Open floor plan with bright open kitchen and Dining room. Large bright living room with fireplace and piano. Open views to the pool, and an additional exterior entrance. The first level features

Located in Shelter Island, New York, United States. Serene vibes with natural sunlight and tranquil salt water pool. This 1960's A-Frame is flooded with natural light - open zen vibe and a tranquil backyard with a salt water pool and cabana. This house features large IPE deck in front and back - outdoor fire pit, ping pong table, 2 outdoor showers and clean simple lines. The house has two bedrooms , two full bathrooms and a sleeping loft.Central Air , Fireplace , washer / dryer , Henry Built Kitchen and full basement. Sheets and towels provided. Pool maintenance provided.Cleaning crew between each rental provided.

Located in Sag Harbor, New York, United States. New listing! Modern Sag Harbor Home Newly renovated home with a clean minimalist decor. The main floor has 3 bedrooms and 2 full baths. The upstairs living/dining room is open, bright, and full of natural light. There is a working fireplace for cool nights, a Sonos system and a Weber grill. The kitchen is fully stocked with all your cooking needs. The upper deck is a perfect place to view the stars. Only a 5 minute drive to Sag Harbor and a short bike ride to Long Beach.Six night minimum stay during summer months.