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Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe Cutchogue, New York

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Located in Cutchogue, New York, United States. Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe Welcome to our modern and stylish modern farmhouse cottage in the heart of beautiful wine country and beach. Comfortable and cozy. Beautiful town beaches access to Northfork activities throughout the summer. Three minute drive or short work to Fleets Neck Beach. Moments from local wineries also supermarket and local restaurants

🛏 3 beds · 👥 6 guests
$464 /night
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Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street Sag Harbor, New York

Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street

Located in Sag Harbor, New York, United States. Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street You will be delighted by the peaceful space this home offers. Being set, up on a hill with beautiful gardens, 10x40 ft heated salt water lap pool, plenty of space to enjoy dining "al fresco". This home offers 3 generously sized bedrooms, all with en suite bathrooms. Large finished basement space for movies with a bathroom as well. Open kitchen and living room space for entertaining. Located just under 1 mile to Sag Harbor Village, with top rated restaurants, shopping, art galleries, cafes, theaters. Just a 5 minute drive to the bay, Fosters Memorial Beach, 7 minute drive to the ocean, Sagg Main beach.

🛏 3 beds · 👥 6 guests
$1,257 /night
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Upscale Hamptons Home: 1 Mi to Sammys Beach! East Hampton, New York

Upscale Hamptons Home: 1 Mi to Sammys Beach!

Located in East Hampton, New York, United States. Upscale Hamptons Home: 1 Mi to Sammys Beach! Magic awaits in the Hamptons, and you'll find no better home base than this beautiful 3-bedroom, 2-bathroom vacation rental! Spend your days relaxing by the private saltwater gunite pool, perfecting your tan at Main Beach, strolling through Cedar Point County Park, or exploring the boutiques and local restaurants located in East Hampton Village - there's something for everyone to enjoy! At sunset, return home to unwind in the modern interior followed by a BBQ with friends and family out on the furnished deck.

🛏 3 beds · 👥 6 guests
$648 /night
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1.5 Acre Luxury Escape - Saltwater Pool with Water Views Orient, Washington

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Located in Orient, Washington, United States. 1.5 Acre Luxury Escape - Saltwater Pool with Water Views Welcome to your dream coastal retreat! Nestled on a generous 1.5-acre property, just a stone's throw away from the beach, our fully renovated sanctuary awaits to envelop you in sheer luxury and serenity. Boasting 4 bedrooms and 2.5 bathrooms, this elegantly designed home offers the perfect blend of tranquility and sophistication.Step into our enchanting backyard, where lush greenery embraces you, creating a secluded haven for relaxation. At the heart of this oasis lies a breathtaking 20x50 saltwater heated pool, complete with an enticing in-water tanning ledge, all ensconced by an expansive pool deck. Whether you desire a refreshing morning swim or a tranquil evening soak, the pool area promises moments of sheer bliss.The pleasures of the outdoors extend to two generously-sized decks, each providing an idyllic setting to unwind and embrace the mesmerizing surroundings. As you bask in the warm sun, soak in the panoramic views of t

🛏 4 beds · 👥 12 guests
$615 /night
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House of Classic Arts and Crafts North Fork Southold, New York

House of Classic Arts and Crafts North Fork

Located in Southold, New York, United States. House of Classic Arts and Crafts North Fork This charming Southold village house sits on a half acre with a back deck overlooking a sweeping backyard. Newly furnished and freshly painted, it is centrally located to wineries, bay and sound beaches and is a short walk to shops. Enjoy the sunset on the deck or in the hammock and maybe get a glimpse of a deer family that often walk by. Come enjoy all that the wonderful North Fork has to offer! Taxes: as of 2023, Suffolk County is requiring us to charge 5.5% tax per booking, please note this is in addition to State of New York sales tax of 8.625%, hence the total taxes due are bundled together for a total of 14.125%....

🛏 3 beds · 👥 6 guests
$251 /night
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Sag Harbor Sleeps 10 ……5 min drive to town. Sag Harbor, New York

Sag Harbor Sleeps 10 ……5 min drive to town.

Located in Sag Harbor, New York, United States. Sag Harbor Sleeps 10 ……5 min drive to town. 4 minute drive to town.Large deck for entertaining just off the main kitchen. Large open floor plan. Multiple family rooms. Well equipped kitchen. Large private 2nd level master bedroom with generous bathroom.Secondary master bedroom on main level with private full bath.Two more bedrooms on main level with shared full bathLower level bedroom with private full bath.Separate apartment with kitchen & bathroom.Heated pool.Landscape lighting.Frette sheets on all beds.All normal household items included.Premium bedding and linens.All household items included.4 smart tvs

🛏 5 beds · 👥 12 guests
$1,099 /night
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Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf. Shelter Island, New York

Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.

Located in Shelter Island, New York, United States. Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf. Country Ranch five minutes to Mashomack Preserve hiking trails, beaches and miniature golf. Features include a living room, kitchen, dining nook, master bedroom(Queen bed), bathroom and guest bedroom with 2 twin beds, and washer/dryer. Pretty corner lot with a nice deck with a grill and seating for 5.

🛏 2 beds · 👥 4 guests
$141 /night
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Charming Northfork Getaway Greenport, New York

Charming Northfork Getaway

Located in Greenport, New York, United States. Charming Northfork Getaway Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor oasis complete with a year-round hot tub. The home features two bedrooms with queen beds. There is also an air mattress / rollaway twin bed if needed.This is a perfect stay for a small family, two couples or a small group of friends.Backyard party deck complete with year-round hot tub, enclosed outdoor shower (seasonal), built-in grill, outdoor bar, giant table plus lounge area. The interior features a beautiful dining/sun room plus state-of-the-art kitchen with stainless steel appliances, washer & dryer, A/C, music sound-system, TV and more.This home has all the North Fork has to offer for a summer, autumnal or winter getaway. Inquire within for monthly rental rates.

🛏 2 beds · 👥 5 guests
$215 /night
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East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard East Hampton, New York

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

Located in East Hampton, New York, United States. East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard At the end of a quiet cul-de-sac this very private and stunning post modern home is located in the Northwest Woods of East Hampton and is equal distance, about a 10 minute drive, to both the villages of East Hampton and Sag Harbor. It's the perfect location to make the most out of the fantastic restaurants, markets, shops, wineries and museums that both towns offer. The lovely bay beaches at Cedar Point Park (no parking permit required), as well as Sammy's Beach are a short 2-3 minute drive away, as are numerous hiking, biking and jogging trails. The spectacular ocean beaches, such as Main Beach in East Hampton, are only a 12-15 minute car ride away.The house itself is situated on one and a half private and wooded acres backed by a 40 acre preserve. The backyard of the house with it's 20 x 40 HEATED pool, red brick patio and large wrap around cedar deck is completely private and receives great sun throughout t

🛏 4 beds · 👥 9 guests
$625 /night
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Antique house, Private & Peaceful Oasis Greenport, New York

Antique house, Private & Peaceful Oasis

Located in Greenport, New York, United States. Antique house, Private & Peaceful Oasis Newly restored antique home, 3 bedrooms, 1.5 baths with outdoor shower surrounded by manicured lawn & bucolic grounds. Sunlit and immaculate, decorated in a simple seaside style. Three cozy, fresh bedrooms with full closets. 1.5 Baths with all new luxe fittings and finishes. Outdoor spa shower (after May 1). Property backs onto protected wetland/ wildlife sanctuary. Property not suitable for children. Central air conditioning. Central heat. Off-street private parking for 3 cars max. Hi-speed internet/ WiFi. Smart 43” TV in living room. Bose bluetooth speaker.Nightstand charging stations in all bedrooms. Large outdoor side deck with Adirondack chairs/ tables. Gas 3 burner grill. Screened-in all season front porch. Custom kitchen with all new appliances. Stocked with glass/ table/ cookware, coffee pods, teas & spices. Deluxe toiletries and hair dryer provided. Completely new laundry room. On The North Fork’s renowned W

🛏 3 beds · 👥 6 guests
$533 /night
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RENOVATED SOUTHOLD BEACH COTTAGE -  Walk to beach, restaurants, Jitney Southold, New York

RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney

Located in Southold, New York, United States. RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney BEAUTIFUL North Fork Just renovated cottage in Founders Landing Beach Community in Historic Southold Village. ideal for a mature couple - - short walk from wonderful Bay beach with lifeguard, short walk from jitney and LIRR Southold stop. Delightful setting with exquisite mature gardens, walk to nearby restaurants; North Fork Table, Grateful Deli, Michaelangelos, North Fork Roasters, Juice Bar and Yoga studio, farm stands, Marina, oyster farm, IGA grocery store, Wednesday's Table, Historic Southold Village Museum. Very short drive or bike ride to many vineyards and Long Island Sound beaches, Shelter Island Ferry and a quick 3 mile drive or bike ride to the Maritime Village of Greenport with seaport, many restaurants, and shops. Official Southold rental permit in hand.This lovely 2 bedroom cottage is furnished with antiques and new comfortable Pottery Barn beds. Air-conditioners, ceiling fans and centra

🛏 2 beds · 👥 5 guests
$218 /night
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Spacious Modern on wooded lot - 5 min from beach! Shelter Island, New York

Spacious Modern on wooded lot - 5 min from beach!

Located in Shelter Island, New York, United States. Spacious Modern on wooded lot - 5 min from beach! Newly renovated, spacious, 4 bedroom, 3.5 bath house on 1.25 acres in the Hay Beach neighborhood of Shelter Island overlooking the private golf course. You’ll want for nothing in this stylish modern on Shelter Island. Now taking inquiries for Summer of 2024. Monthly or seasonal rentals, only.

🛏 4 beds · 👥 8 guests
$552 /night
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Sunny Pool/Tennis Gather Sag Harbor, New York

Sunny Pool/Tennis Gather

Located in Sag Harbor, New York, United States. Sunny Pool/Tennis Gather Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in sun all day, with lounge chairs and umbrellas stationed comfortably around it.. Har tru tennis is easy on the knees.Just minutes to restaurants, bay beach, wildlife refuge.We have a property manager suite which may have our property manager there at times. Separate from main house and not visible.

🛏 5 beds · 👥 14 guests
$1,408 /night
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Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway Cutchogue, New York

Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway

Located in Cutchogue, New York, United States. Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway Relax with family & friends at this peaceful waterfront cottage nestled on Haywater Creek with access from private dock. Fish, Kayak and Swim out back in Haywater Creek. Our cottage is a short drive or kayak to the North Fork’s best beaches. Visit the many Farm Stands, Wineries, Grocery Stores and Restaurants, all within minutes of Beebe Drive. The Cottage is newly furnished throughout, including sofas, beds, linens & house wears. New outdoor shower, grill and washer/dryer.The Lower-Level entertainment area has a view of the beautiful creek and separate access to an additional patio and the backyard. Kayaks, Fishing Rods, Fire Pit, Beach Chairs and Bikes - all provided!

🛏 2 beds · 👥 4 guests
$188 /night
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Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now Orient Point, New York

Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now

Located in Orient Point, New York, United States. Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now Kitchen | Great Room w/ 50" Flat Screen TV| Outdoor Deck Space | BBQ | Patio Table | 5 Private Guest Rooms | Private Beach w/ Beach Chairs | Wi-Fi | On-Site Parking | 8 Guests Max | No Pets | No Smoking | Garage and Unfinished Basement Not Included | No Limos or Buses | No Events or Parties | Town Noise Code Ordinance Strictly EnforcedMake lasting memories in this upscale private home while enjoying our new refreshing large saltwater pool designed for family vacations, your private honeymoon or staying with close friends to enjoy all the North Fork has to offer.Salty Air, Sea Breezes, Sunsets and Starry Skies await you. The Orient Point Vacation House sits on an open acre with lush scenic views where farmland meets the sound and the romance of wine country is all around. This coastal retreat is nestled on a quaint road in the coveted hamlet of Orient Point, on the Long Island Sound of New York. Guest House Fea

🛏 5 beds · 👥 10 guests
$1,060 /night
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French Country House with Pool- Beach nearby East Marion, New York

French Country House with Pool- Beach nearby

Located in East Marion, New York, United States. French Country House with Pool- Beach nearby Rental Permit # 1054 Take a unique trip to the French Country House By the Bay and you will have a taste of the south of France! Fresh new clean both the property and the air around you. Bay and sound breezes highlight this beautiful house and property.Take it easy at this unique and tranquil getaway.This property is available for long term stays..holiday rates applyWe comply with town rental codes 14 night minimumPlease email your questions and advise what you are looking for ...we would love to help you. Thank you

🛏 3 beds · 👥 6 guests
$904 /night
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Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to... Shelter Island, New York

Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...

Located in Shelter Island, New York, United States. Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to... Please note that a reservation for this property needs to be approved before it is confirmed.Great Circle SerenityTennis Court, Open and Spacious Living and Dining Areas, Close Proximity to Beach5BR/4BA w/ Living Room & Fireplace, Dining room, chef's kitchen, heated in-ground gunite pool and tennis court.Did someone say private pool and tennis court? We did! This home is the perfect getaway for those looking to continue their active lifestyle all throughout their vacation. Circle drive features a private tennis court with a basketball hoop and a fenced-in private pool. Spend the afternoon grilling on the massive deck where guests can enjoy the summer sun. If that isn't enough, take a stroll down to the beach and enjoy the salty Peconic River.This property has a max occupancy of 10BedroomsBedroom 1: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, ClosetBedroom 2: One King Bed, First Floor/Main

🛏 5 beds · 👥 10 guests
$638 /night
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3 Br North Fork Getaway In Private Beach Community Southold, New York

3 Br North Fork Getaway In Private Beach Community

Located in Southold, New York, United States. 3 Br North Fork Getaway In Private Beach Community Newly decorated beach house near vineyards on the north fork. Just steps from a private beach on tranquil goose creek.Please note: Southold town has instituted a new law requiring a minimum rental of 14 nights. If you have any questions, please don't hesitate to call me. Three bedrooms, 2 baths and all the amenities you need to enjoy your summer vacation. Sleeps 7 comfortably.All the linens, beds and most of the furniture is brand new!The location:• Southold, in the heart of long island wine country• walk to private beach • 5-minute bike ride to one of the most gorgeous beaches on the north fork, south harbor park• antiquing, fishing, kayaking, bike riding, or just lolling on the beach• nestled in farm country with farm stands everywhere• short drive to tanger outlets and splish splash water parkDetails:• bedroom 1 – queen size bed with en-suite bathroom • bedroom 2 – queen size bed• bedroom 3 – 2 twin beds (sleeps 2)• bathroom 1 – ful

🛏 3 beds · 👥 8 guests
$305 /night
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Gorgeous 4 bed 3 bath home with Pool - walking distance to beach Southampton, Massachusetts

Gorgeous 4 bed 3 bath home with Pool - walking distance to beach

Located in Southampton, Massachusetts, United States. Gorgeous 4 bed 3 bath home with Pool - walking distance to beach Enjoy a serene Hamptons holiday in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, kayak the calm blue waters of Peconic Bay to Clam Island or hike back trails to Elizabeth Morton Park. Within 15 mins: Sag Harbor, Southampton & Bridgehampton present many options to join the summer festivities. Shop local farms and vineyards for a true farm to table cookout or enjoy the myriad local restaurants and bars. Walk through the front lawn and step up to a wrap around porch and enter this spacious home. You are greeted with two living rooms, surrounded by windows bringing the outdoors inside. The kitchen and dining space is open concept with views into the back yard. Step out to a large mahogany deck from either of the spaces and delight in the lush foliage of oaks and evergreens. Cardinals, blue jays, hawks and hummingbirds are frequent visitors of the bird feeders on the property. Se

🛏 4 beds · 👥 8 guests
$868 /night
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Brand New Contemproraty House in Southampton Southampton, Massachusetts

Brand New Contemproraty House in Southampton

Located in Southampton, Massachusetts, United States. Brand New Contemproraty House in Southampton Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bedrooms, five baths, open great room two-story ceiling beautiful new kitchen all available, for the upcoming season. Incredible natural lighting, floor to ceiling windows, gourmet stainless steel appliances with high end fixtures throughout. Also included is a private pool area and stone walkway and patios, exterior shower and bbq area. A finished lower level completes this opportunity to enjoy a long season ASAP.

🛏 4 beds · 👥 6 guests
$1,143 /night
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Peaceful Shelter Island sanctuary with heated gunite saltwater pool Shelter Island, New York

Peaceful Shelter Island sanctuary with heated gunite saltwater pool

Located in Shelter Island, New York, United States. Peaceful Shelter Island sanctuary with heated gunite saltwater pool This property is extremely quiet and peaceful sitting on almost an acre of beautifully landscaped gardens and backing onto a serene nature preserve. It was completely renovated in 2019, in a minimal mid century style. The home is extremely comfortable and easy to use with new state of the art appliances, heated gunite, saltwater pool and upgraded air conditioning. The open plan kitchen opens onto a beautiful mahogany deck with outdoor dining and views of the pool, garden and the nature preserve. The property is a short walk to a community beach where kayaks and paddle board are provided for your use. The house is extremely child friendly and safe, with a fenced in pool and quiet cul de sac.

🛏 4 beds · 👥 8 guests
$343 /night
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MID-ISLAND RETREAT.  Newly renovated, 5 bedrooms, sleeps 8. Shelter Island, New York

MID-ISLAND RETREAT. Newly renovated, 5 bedrooms, sleeps 8.

Located in Shelter Island, New York, United States. MID-ISLAND RETREAT. Newly renovated, 5 bedrooms, sleeps 8. Large, centrally located, fully and recently renovated two-story home with super-fast wifi, extra-large 82” flat-screen TV and sound system in the living room, with flat-screen TVs and desks in multiple bedrooms, outdoor fire pit, hammock in the trees, spacious deck with new grill, patio seating, and umbrella, central air, and heat, fully equipped chef's kitchen with high-end luxury appliances, quartz countertops, washer and dryer in the basement, 2 brand new full bathrooms, garage with a wide gravel driveway for multiple cars, beach gear, and 2 bikes.The house, situated on a one-acre property adjacent to preserved woods, is in the center of Shelter Island. The home is in a great location and within easy walking distance to the local brewery, a used bookstore, the town’s grocery store, numerous restaurants, a liquor store, and many hiking trails, farm stands, fish markets, cheese shop, bank, and ATM, as well as the local libra

🛏 5 beds · 👥 8 guests
$495 /night
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*SAIL* YOUR OWN PRIVATE YACHT !  DAYSAILS ON HAMPTONS  #1 CATAMARAN Sag Harbor, New York

*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN

Located in Sag Harbor, New York, United States. *SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN SAILACAT is pleased to offer a DAY SAILS aboard a luxury Sailing Catamaran mid June to Labor Day. Rates are $900/ hr plus 20 service fee . There is a 4 hour minimum on sails Thursdays through Sundays. We sail10am -2pm3pm-7pm Daily Our most popular offering is the 4 hour sail with Beach swim break & water toys. 2- 12 guest Max. SUP’s , swim noodles, included along with a huge cooler & fresh ice. Daysails & Sunset cruises are extremely popular and we are the best rated charter in the Hamptons many years running. Our charters are a unique way to experience the charm of the Hamptons. Join us aboard and see why most of our guests are repeat customers or referrals from guests / families who sail with us year after year. We look forward to giving you our best! Keywords: Waterfront,Yacht, Boat, Hamptons, Bahamas, Charter, Bareboat, Sailing, Catamaran, New York, Sag Harbor, East Hampton, Shelter Island, Exuma, Carolina, Bed

🛏 3 beds · 👥 12 guests
$2,278 /night
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Private & Tranquil 1.03 Acre Estate in the Heart of Southampton Southampton, Massachusetts

Private & Tranquil 1.03 Acre Estate in the Heart of Southampton

Located in Southampton, Massachusetts, United States. Private & Tranquil 1.03 Acre Estate in the Heart of Southampton This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area directly off the gourmet kitchen. Situated on a sprawling manicured acre with a 20x40 swimming pool and directly across the street from the beautiful Peconic Bay with access to beach area. Close to village, restaurants, Country Deli and North Sea Farms. Conveniently located between Southampton and Sag Harbor. Bordered by a 10 acre reserve, this property is the ultimate for privacy and tranquility. No proms. No Group party houses. Renters must be over 25. The neighborhood is quiet and neighbors lovely. This is a family home, please don't even inquire if you are looking for a prom or for a party house.** Returning customers will get 10% discount** NOTE: A OCCUPANCY TAX AT A RATE OF 5.5% of the per diem house rate WILL BE CHARGED according Suffolk County Code.

🛏 4 beds · 👥 8 guests
$762 /night
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Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Cutchogue, New York

Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

🛏 3 bed · 👥 6 guests

Located in Cutchogue, New York, United States. Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe Welcome to our modern and stylish modern farmhouse cottage in the heart of beautiful wine country and beach. Comfortable and cozy. Beautiful town beaches access to Northfork activities throughout the summer. Three minute drive or short work to Fleets Neck Beach. Moments from local wineries also supermarket and local restaurants

$464

/ night

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Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street

Sag Harbor, New York

Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street

🛏 3 bed · 👥 6 guests

Located in Sag Harbor, New York, United States. Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street You will be delighted by the peaceful space this home offers. Being set, up on a hill with beautiful gardens, 10x40 ft heated salt water lap pool, plenty of space to enjoy dining "al fresco". This home offers 3 generously sized bedrooms, all with en suite bathrooms. Large finished basement space for movies with a bathroom as well. Open kitchen and living room space for entertaining. Located just under 1 mile to Sag Harbor Village, with top rated restaurants, shopping, art galleries, cafes, theaters. Just a 5 minute drive to the bay, Fosters Memorial Beach, 7 minute drive to the ocean, Sagg Main beach.

$1,257

/ night

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Upscale Hamptons Home: 1 Mi to Sammys Beach!

East Hampton, New York

Upscale Hamptons Home: 1 Mi to Sammys Beach!

🛏 3 bed · 👥 6 guests

Located in East Hampton, New York, United States. Upscale Hamptons Home: 1 Mi to Sammys Beach! Magic awaits in the Hamptons, and you'll find no better home base than this beautiful 3-bedroom, 2-bathroom vacation rental! Spend your days relaxing by the private saltwater gunite pool, perfecting your tan at Main Beach, strolling through Cedar Point County Park, or exploring the boutiques and local restaurants located in East Hampton Village - there's something for everyone to enjoy! At sunset, return home to unwind in the modern interior followed by a BBQ with friends and family out on the furnished deck.

$648

/ night

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1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Orient, Washington

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

🛏 4 bed · 👥 12 guests

Located in Orient, Washington, United States. 1.5 Acre Luxury Escape - Saltwater Pool with Water Views Welcome to your dream coastal retreat! Nestled on a generous 1.5-acre property, just a stone's throw away from the beach, our fully renovated sanctuary awaits to envelop you in sheer luxury and serenity. Boasting 4 bedrooms and 2.5 bathrooms, this elegantly designed home offers the perfect blend of tranquility and sophistication.Step into our enchanting backyard, where lush greenery embraces you, creating a secluded haven for relaxation. At the heart of this oasis lies a breathtaking 20x50 saltwater heated pool, complete with an enticing in-water tanning ledge, all ensconced by an expansive pool deck. Whether you desire a refreshing morning swim or a tranquil evening soak, the pool area promises moments of sheer bliss.The pleasures of the outdoors extend to two generously-sized decks, each providing an idyllic setting to unwind and embrace the mesmerizing surroundings. As you bask in the warm sun, soak in the panoramic views of t

$615

/ night

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House of Classic Arts and Crafts North Fork

Southold, New York

House of Classic Arts and Crafts North Fork

🛏 3 bed · 👥 6 guests

Located in Southold, New York, United States. House of Classic Arts and Crafts North Fork This charming Southold village house sits on a half acre with a back deck overlooking a sweeping backyard. Newly furnished and freshly painted, it is centrally located to wineries, bay and sound beaches and is a short walk to shops. Enjoy the sunset on the deck or in the hammock and maybe get a glimpse of a deer family that often walk by. Come enjoy all that the wonderful North Fork has to offer! Taxes: as of 2023, Suffolk County is requiring us to charge 5.5% tax per booking, please note this is in addition to State of New York sales tax of 8.625%, hence the total taxes due are bundled together for a total of 14.125%....

$251

/ night

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Sag Harbor Sleeps 10 ……5 min drive to town.

Sag Harbor, New York

Sag Harbor Sleeps 10 ……5 min drive to town.

🛏 5 bed · 👥 12 guests

Located in Sag Harbor, New York, United States. Sag Harbor Sleeps 10 ……5 min drive to town. 4 minute drive to town.Large deck for entertaining just off the main kitchen. Large open floor plan. Multiple family rooms. Well equipped kitchen. Large private 2nd level master bedroom with generous bathroom.Secondary master bedroom on main level with private full bath.Two more bedrooms on main level with shared full bathLower level bedroom with private full bath.Separate apartment with kitchen & bathroom.Heated pool.Landscape lighting.Frette sheets on all beds.All normal household items included.Premium bedding and linens.All household items included.4 smart tvs

$1,099

/ night

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Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.

Shelter Island, New York

Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.

🛏 2 bed · 👥 4 guests

Located in Shelter Island, New York, United States. Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf. Country Ranch five minutes to Mashomack Preserve hiking trails, beaches and miniature golf. Features include a living room, kitchen, dining nook, master bedroom(Queen bed), bathroom and guest bedroom with 2 twin beds, and washer/dryer. Pretty corner lot with a nice deck with a grill and seating for 5.

$141

/ night

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Charming Northfork Getaway

Greenport, New York

Charming Northfork Getaway

🛏 2 bed · 👥 5 guests

Located in Greenport, New York, United States. Charming Northfork Getaway Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor oasis complete with a year-round hot tub. The home features two bedrooms with queen beds. There is also an air mattress / rollaway twin bed if needed.This is a perfect stay for a small family, two couples or a small group of friends.Backyard party deck complete with year-round hot tub, enclosed outdoor shower (seasonal), built-in grill, outdoor bar, giant table plus lounge area. The interior features a beautiful dining/sun room plus state-of-the-art kitchen with stainless steel appliances, washer & dryer, A/C, music sound-system, TV and more.This home has all the North Fork has to offer for a summer, autumnal or winter getaway. Inquire within for monthly rental rates.

$215

/ night

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East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

East Hampton, New York

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

🛏 4 bed · 👥 9 guests

Located in East Hampton, New York, United States. East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard At the end of a quiet cul-de-sac this very private and stunning post modern home is located in the Northwest Woods of East Hampton and is equal distance, about a 10 minute drive, to both the villages of East Hampton and Sag Harbor. It's the perfect location to make the most out of the fantastic restaurants, markets, shops, wineries and museums that both towns offer. The lovely bay beaches at Cedar Point Park (no parking permit required), as well as Sammy's Beach are a short 2-3 minute drive away, as are numerous hiking, biking and jogging trails. The spectacular ocean beaches, such as Main Beach in East Hampton, are only a 12-15 minute car ride away.The house itself is situated on one and a half private and wooded acres backed by a 40 acre preserve. The backyard of the house with it's 20 x 40 HEATED pool, red brick patio and large wrap around cedar deck is completely private and receives great sun throughout t

$625

/ night

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Antique house, Private & Peaceful Oasis

Greenport, New York

Antique house, Private & Peaceful Oasis

🛏 3 bed · 👥 6 guests

Located in Greenport, New York, United States. Antique house, Private & Peaceful Oasis Newly restored antique home, 3 bedrooms, 1.5 baths with outdoor shower surrounded by manicured lawn & bucolic grounds. Sunlit and immaculate, decorated in a simple seaside style. Three cozy, fresh bedrooms with full closets. 1.5 Baths with all new luxe fittings and finishes. Outdoor spa shower (after May 1). Property backs onto protected wetland/ wildlife sanctuary. Property not suitable for children. Central air conditioning. Central heat. Off-street private parking for 3 cars max. Hi-speed internet/ WiFi. Smart 43” TV in living room. Bose bluetooth speaker.Nightstand charging stations in all bedrooms. Large outdoor side deck with Adirondack chairs/ tables. Gas 3 burner grill. Screened-in all season front porch. Custom kitchen with all new appliances. Stocked with glass/ table/ cookware, coffee pods, teas & spices. Deluxe toiletries and hair dryer provided. Completely new laundry room. On The North Fork’s renowned W

$533

/ night

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RENOVATED SOUTHOLD BEACH COTTAGE -  Walk to beach, restaurants, Jitney

Southold, New York

RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney

🛏 2 bed · 👥 5 guests

Located in Southold, New York, United States. RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney BEAUTIFUL North Fork Just renovated cottage in Founders Landing Beach Community in Historic Southold Village. ideal for a mature couple - - short walk from wonderful Bay beach with lifeguard, short walk from jitney and LIRR Southold stop. Delightful setting with exquisite mature gardens, walk to nearby restaurants; North Fork Table, Grateful Deli, Michaelangelos, North Fork Roasters, Juice Bar and Yoga studio, farm stands, Marina, oyster farm, IGA grocery store, Wednesday's Table, Historic Southold Village Museum. Very short drive or bike ride to many vineyards and Long Island Sound beaches, Shelter Island Ferry and a quick 3 mile drive or bike ride to the Maritime Village of Greenport with seaport, many restaurants, and shops. Official Southold rental permit in hand.This lovely 2 bedroom cottage is furnished with antiques and new comfortable Pottery Barn beds. Air-conditioners, ceiling fans and centra

$218

/ night

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Spacious Modern on wooded lot - 5 min from beach!

Shelter Island, New York

Spacious Modern on wooded lot - 5 min from beach!

🛏 4 bed · 👥 8 guests

Located in Shelter Island, New York, United States. Spacious Modern on wooded lot - 5 min from beach! Newly renovated, spacious, 4 bedroom, 3.5 bath house on 1.25 acres in the Hay Beach neighborhood of Shelter Island overlooking the private golf course. You’ll want for nothing in this stylish modern on Shelter Island. Now taking inquiries for Summer of 2024. Monthly or seasonal rentals, only.

$552

/ night

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Sunny Pool/Tennis Gather

Sag Harbor, New York

Sunny Pool/Tennis Gather

🛏 5 bed · 👥 14 guests

Located in Sag Harbor, New York, United States. Sunny Pool/Tennis Gather Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in sun all day, with lounge chairs and umbrellas stationed comfortably around it.. Har tru tennis is easy on the knees.Just minutes to restaurants, bay beach, wildlife refuge.We have a property manager suite which may have our property manager there at times. Separate from main house and not visible.

$1,408

/ night

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Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway

Cutchogue, New York

Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway

🛏 2 bed · 👥 4 guests

Located in Cutchogue, New York, United States. Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway Relax with family & friends at this peaceful waterfront cottage nestled on Haywater Creek with access from private dock. Fish, Kayak and Swim out back in Haywater Creek. Our cottage is a short drive or kayak to the North Fork’s best beaches. Visit the many Farm Stands, Wineries, Grocery Stores and Restaurants, all within minutes of Beebe Drive. The Cottage is newly furnished throughout, including sofas, beds, linens & house wears. New outdoor shower, grill and washer/dryer.The Lower-Level entertainment area has a view of the beautiful creek and separate access to an additional patio and the backyard. Kayaks, Fishing Rods, Fire Pit, Beach Chairs and Bikes - all provided!

$188

/ night

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Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now

Orient Point, New York

Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now

🛏 5 bed · 👥 10 guests

Located in Orient Point, New York, United States. Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now Kitchen | Great Room w/ 50" Flat Screen TV| Outdoor Deck Space | BBQ | Patio Table | 5 Private Guest Rooms | Private Beach w/ Beach Chairs | Wi-Fi | On-Site Parking | 8 Guests Max | No Pets | No Smoking | Garage and Unfinished Basement Not Included | No Limos or Buses | No Events or Parties | Town Noise Code Ordinance Strictly EnforcedMake lasting memories in this upscale private home while enjoying our new refreshing large saltwater pool designed for family vacations, your private honeymoon or staying with close friends to enjoy all the North Fork has to offer.Salty Air, Sea Breezes, Sunsets and Starry Skies await you. The Orient Point Vacation House sits on an open acre with lush scenic views where farmland meets the sound and the romance of wine country is all around. This coastal retreat is nestled on a quaint road in the coveted hamlet of Orient Point, on the Long Island Sound of New York. Guest House Fea

$1,060

/ night

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French Country House with Pool- Beach nearby

East Marion, New York

French Country House with Pool- Beach nearby

🛏 3 bed · 👥 6 guests

Located in East Marion, New York, United States. French Country House with Pool- Beach nearby Rental Permit # 1054 Take a unique trip to the French Country House By the Bay and you will have a taste of the south of France! Fresh new clean both the property and the air around you. Bay and sound breezes highlight this beautiful house and property.Take it easy at this unique and tranquil getaway.This property is available for long term stays..holiday rates applyWe comply with town rental codes 14 night minimumPlease email your questions and advise what you are looking for ...we would love to help you. Thank you

$904

/ night

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Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...

Shelter Island, New York

Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...

🛏 5 bed · 👥 10 guests

Located in Shelter Island, New York, United States. Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to... Please note that a reservation for this property needs to be approved before it is confirmed.Great Circle SerenityTennis Court, Open and Spacious Living and Dining Areas, Close Proximity to Beach5BR/4BA w/ Living Room & Fireplace, Dining room, chef's kitchen, heated in-ground gunite pool and tennis court.Did someone say private pool and tennis court? We did! This home is the perfect getaway for those looking to continue their active lifestyle all throughout their vacation. Circle drive features a private tennis court with a basketball hoop and a fenced-in private pool. Spend the afternoon grilling on the massive deck where guests can enjoy the summer sun. If that isn't enough, take a stroll down to the beach and enjoy the salty Peconic River.This property has a max occupancy of 10BedroomsBedroom 1: Two Twin Single Beds, First Floor/Main Floor, Air Conditioning, ClosetBedroom 2: One King Bed, First Floor/Main

$638

/ night

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3 Br North Fork Getaway In Private Beach Community

Southold, New York

3 Br North Fork Getaway In Private Beach Community

🛏 3 bed · 👥 8 guests

Located in Southold, New York, United States. 3 Br North Fork Getaway In Private Beach Community Newly decorated beach house near vineyards on the north fork. Just steps from a private beach on tranquil goose creek.Please note: Southold town has instituted a new law requiring a minimum rental of 14 nights. If you have any questions, please don't hesitate to call me. Three bedrooms, 2 baths and all the amenities you need to enjoy your summer vacation. Sleeps 7 comfortably.All the linens, beds and most of the furniture is brand new!The location:• Southold, in the heart of long island wine country• walk to private beach • 5-minute bike ride to one of the most gorgeous beaches on the north fork, south harbor park• antiquing, fishing, kayaking, bike riding, or just lolling on the beach• nestled in farm country with farm stands everywhere• short drive to tanger outlets and splish splash water parkDetails:• bedroom 1 – queen size bed with en-suite bathroom • bedroom 2 – queen size bed• bedroom 3 – 2 twin beds (sleeps 2)• bathroom 1 – ful

$305

/ night

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Gorgeous 4 bed 3 bath home with Pool - walking distance to beach

Southampton, Massachusetts

Gorgeous 4 bed 3 bath home with Pool - walking distance to beach

🛏 4 bed · 👥 8 guests

Located in Southampton, Massachusetts, United States. Gorgeous 4 bed 3 bath home with Pool - walking distance to beach Enjoy a serene Hamptons holiday in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, kayak the calm blue waters of Peconic Bay to Clam Island or hike back trails to Elizabeth Morton Park. Within 15 mins: Sag Harbor, Southampton & Bridgehampton present many options to join the summer festivities. Shop local farms and vineyards for a true farm to table cookout or enjoy the myriad local restaurants and bars. Walk through the front lawn and step up to a wrap around porch and enter this spacious home. You are greeted with two living rooms, surrounded by windows bringing the outdoors inside. The kitchen and dining space is open concept with views into the back yard. Step out to a large mahogany deck from either of the spaces and delight in the lush foliage of oaks and evergreens. Cardinals, blue jays, hawks and hummingbirds are frequent visitors of the bird feeders on the property. Se

$868

/ night

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Brand New Contemproraty House in Southampton

Southampton, Massachusetts

Brand New Contemproraty House in Southampton

🛏 4 bed · 👥 6 guests

Located in Southampton, Massachusetts, United States. Brand New Contemproraty House in Southampton Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bedrooms, five baths, open great room two-story ceiling beautiful new kitchen all available, for the upcoming season. Incredible natural lighting, floor to ceiling windows, gourmet stainless steel appliances with high end fixtures throughout. Also included is a private pool area and stone walkway and patios, exterior shower and bbq area. A finished lower level completes this opportunity to enjoy a long season ASAP.

$1,143

/ night

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Peaceful Shelter Island sanctuary with heated gunite saltwater pool

Shelter Island, New York

Peaceful Shelter Island sanctuary with heated gunite saltwater pool

🛏 4 bed · 👥 8 guests

Located in Shelter Island, New York, United States. Peaceful Shelter Island sanctuary with heated gunite saltwater pool This property is extremely quiet and peaceful sitting on almost an acre of beautifully landscaped gardens and backing onto a serene nature preserve. It was completely renovated in 2019, in a minimal mid century style. The home is extremely comfortable and easy to use with new state of the art appliances, heated gunite, saltwater pool and upgraded air conditioning. The open plan kitchen opens onto a beautiful mahogany deck with outdoor dining and views of the pool, garden and the nature preserve. The property is a short walk to a community beach where kayaks and paddle board are provided for your use. The house is extremely child friendly and safe, with a fenced in pool and quiet cul de sac.

$343

/ night

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MID-ISLAND RETREAT.  Newly renovated, 5 bedrooms, sleeps 8.

Shelter Island, New York

MID-ISLAND RETREAT. Newly renovated, 5 bedrooms, sleeps 8.

🛏 5 bed · 👥 8 guests

Located in Shelter Island, New York, United States. MID-ISLAND RETREAT. Newly renovated, 5 bedrooms, sleeps 8. Large, centrally located, fully and recently renovated two-story home with super-fast wifi, extra-large 82” flat-screen TV and sound system in the living room, with flat-screen TVs and desks in multiple bedrooms, outdoor fire pit, hammock in the trees, spacious deck with new grill, patio seating, and umbrella, central air, and heat, fully equipped chef's kitchen with high-end luxury appliances, quartz countertops, washer and dryer in the basement, 2 brand new full bathrooms, garage with a wide gravel driveway for multiple cars, beach gear, and 2 bikes.The house, situated on a one-acre property adjacent to preserved woods, is in the center of Shelter Island. The home is in a great location and within easy walking distance to the local brewery, a used bookstore, the town’s grocery store, numerous restaurants, a liquor store, and many hiking trails, farm stands, fish markets, cheese shop, bank, and ATM, as well as the local libra

$495

/ night

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*SAIL* YOUR OWN PRIVATE YACHT !  DAYSAILS ON HAMPTONS  #1 CATAMARAN

Sag Harbor, New York

*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN

🛏 3 bed · 👥 12 guests

Located in Sag Harbor, New York, United States. *SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN SAILACAT is pleased to offer a DAY SAILS aboard a luxury Sailing Catamaran mid June to Labor Day. Rates are $900/ hr plus 20 service fee . There is a 4 hour minimum on sails Thursdays through Sundays. We sail10am -2pm3pm-7pm Daily Our most popular offering is the 4 hour sail with Beach swim break & water toys. 2- 12 guest Max. SUP’s , swim noodles, included along with a huge cooler & fresh ice. Daysails & Sunset cruises are extremely popular and we are the best rated charter in the Hamptons many years running. Our charters are a unique way to experience the charm of the Hamptons. Join us aboard and see why most of our guests are repeat customers or referrals from guests / families who sail with us year after year. We look forward to giving you our best! Keywords: Waterfront,Yacht, Boat, Hamptons, Bahamas, Charter, Bareboat, Sailing, Catamaran, New York, Sag Harbor, East Hampton, Shelter Island, Exuma, Carolina, Bed

$2,278

/ night

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Private & Tranquil 1.03 Acre Estate in the Heart of Southampton

Southampton, Massachusetts

Private & Tranquil 1.03 Acre Estate in the Heart of Southampton

🛏 4 bed · 👥 8 guests

Located in Southampton, Massachusetts, United States. Private & Tranquil 1.03 Acre Estate in the Heart of Southampton This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area directly off the gourmet kitchen. Situated on a sprawling manicured acre with a 20x40 swimming pool and directly across the street from the beautiful Peconic Bay with access to beach area. Close to village, restaurants, Country Deli and North Sea Farms. Conveniently located between Southampton and Sag Harbor. Bordered by a 10 acre reserve, this property is the ultimate for privacy and tranquility. No proms. No Group party houses. Renters must be over 25. The neighborhood is quiet and neighbors lovely. This is a family home, please don't even inquire if you are looking for a prom or for a party house.** Returning customers will get 10% discount** NOTE: A OCCUPANCY TAX AT A RATE OF 5.5% of the per diem house rate WILL BE CHARGED according Suffolk County Code.

$762

/ night

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Great Getaway! Exceptional Home. Walking distance to The Christmas Tree Shoppe

Cutchogue, New York

$464/night

Enjoy a lovely summer retreat in Sag Harbor Village, 1 mile to Main Street

Sag Harbor, New York

$1,257/night

Upscale Hamptons Home: 1 Mi to Sammys Beach!

East Hampton, New York

$648/night

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Orient, Washington

$615/night

House of Classic Arts and Crafts North Fork

Southold, New York

$251/night

Sag Harbor Sleeps 10 ……5 min drive to town.

Sag Harbor, New York

$1,099/night

Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.

Shelter Island, New York

$141/night

Charming Northfork Getaway

Greenport, New York

$215/night

East Hampton- Beautiful 4 Bedroom Home, Large Heated Pool, Private Backyard

East Hampton, New York

$625/night

Antique house, Private & Peaceful Oasis

Greenport, New York

$533/night

RENOVATED SOUTHOLD BEACH COTTAGE - Walk to beach, restaurants, Jitney

Southold, New York

$218/night

Spacious Modern on wooded lot - 5 min from beach!

Shelter Island, New York

$552/night

Sunny Pool/Tennis Gather

Sag Harbor, New York

$1,408/night

Tranquil Creekfront Cottage on North Fork - Your Perfect Summer Getaway

Cutchogue, New York

$188/night

Orient Point Vacation Home Saltwater Pool and Five Bedrooms Book Summer Now

Orient Point, New York

$1,060/night

French Country House with Pool- Beach nearby

East Marion, New York

$904/night

Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...

Shelter Island, New York

$638/night

3 Br North Fork Getaway In Private Beach Community

Southold, New York

$305/night

Gorgeous 4 bed 3 bath home with Pool - walking distance to beach

Southampton, Massachusetts

$868/night

Brand New Contemproraty House in Southampton

Southampton, Massachusetts

$1,143/night

Peaceful Shelter Island sanctuary with heated gunite saltwater pool

Shelter Island, New York

$343/night

MID-ISLAND RETREAT. Newly renovated, 5 bedrooms, sleeps 8.

Shelter Island, New York

$495/night

*SAIL* YOUR OWN PRIVATE YACHT ! DAYSAILS ON HAMPTONS #1 CATAMARAN

Sag Harbor, New York

$2,278/night

Private & Tranquil 1.03 Acre Estate in the Heart of Southampton

Southampton, Massachusetts

$762/night