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From $997 per night (USD)
VRBO
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Southampton Compound COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE TO SOUTHAMPTON VILLAGE ...
From $997 per night (USD)
VRBO
$Unique Southampton Getaway w\/ Rooftop Deck!$
From $437 per night (USD)
Expedia
Unique Southampton Getaway w\/ Rooftop Deck!
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Looking to get away from city stresses? Leave them all behind and head to this newly remodeled 3-bedroom, 2.5-bathroom S ...
From $437 per night (USD)
Expedia
From $1036 per night (USD)
VRBO
Access to all the Hamptons has to offer
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
You will recharge your batteries in the incredible light filled contemporary ranch with 20' cathedral ceilings and 3 co ...
From $1036 per night (USD)
VRBO
$Southampton close to beach & village 4 bed\/2bath heated saltwater pool private.$
From $2171 per night (USD)
Expedia
Southampton close to beach & village 4 bed\/2bath heated saltwater pool private.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Edge of Woods Escape is a 4-bedroom/2-bath home with plenty of privacy with easy access to anything you might want or ne ...
From $2171 per night (USD)
Expedia
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VRBO
Harmony in the Hamptons!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Lots of beautiful space in this wonderful private home surrounded by lush gardens in the heart of the Hamptons. Five bed ...
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VRBO
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Expedia
Southampton 5 Bedroom 4 Acre Newly Remodeled Estate
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Stunning private 4 acre estate in the North Sea section of Southampton. 5 minute drive to the town of Southampton, 10 ...
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Expedia
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VRBO
Sweet Southampton cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A very nice 2 bedroom 1 bath cottage with a fenced rear yard, CAC, eat in kitchen, queen size bed in master and full siz ...
Click For Pricing
VRBO
From $1820 per night (USD)
Expedia
Newly Renovated Southampton Getaway House
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...
From $1820 per night (USD)
Expedia
From $1649 per night (USD)
VRBO
Southampton Serenity Walk to beach. Kayaks on lake Park-like grounds Pool Tennis
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $1649 per night (USD)
VRBO
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Expedia
New list - Southampton Sanctuary!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
This newly renovated home offers spacious entertaining areas with high ceilings and easy indoor-outdoor flow, yet lots o ...
Click For Pricing
Expedia
From $886 per night (USD)
VRBO
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This stylishly decorated Classic Southampton Home is perfectly located in the historic and scenic town of Southampton. O ...
From $886 per night (USD)
VRBO
From $495 per night (USD)
Expedia
Secluded Hamptons Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...
From $495 per night (USD)
Expedia
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VRBO
BRAND NEW CONSTRUCTION ON 4+ SECLUDED ACRES
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Nestled on 4+ acres on very private street, this brand new 6,000 sq. ft. house is beautifully built with the finest mate ...
Click For Pricing
VRBO
From $342 per night (USD)
Expedia
Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Hampton Classic Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In Shelves 4BR/2BA, Heated Poo ...
From $342 per night (USD)
Expedia
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VRBO
Airy Luxury Hamptons Retreat with Heated Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This light-flooded immaculate contemporary is the perfect combination of location and charm! Located minutes to the Jitn ...
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VRBO
From $2185 per night (USD)
Expedia
Modern Traditional Waterfront & Waterviews in Southampton
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Ground floor master suite, chef's kitchen, indoor/outdoor fireplace, waterfront, waterviews throughout, sun/party roofde ...
From $2185 per night (USD)
Expedia
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VRBO
Private family getaway
Bedrooms:
6
Bathrooms:
5
Sleeps:
18
Gunite pool and spa. Huge deck. Large dining area, lots of musical instruments like piano,guitar,drums. Close to Beache ...
Click For Pricing
VRBO
$Sunny Pool\/Tennis Gather$
From $1860 per night (USD)
VRBO
Sunny Pool\/Tennis Gather
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in ...
From $1860 per night (USD)
VRBO
Click For Pricing
VRBO
Renovated four bedroom home close to Southampton Village and Ocean Beaches.
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
New four bedroom, two bath home-2,000 square feet. The home sleeps nine people comfortably. New kitchen with stainless a ...
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VRBO
$A Private & Relaxing Southampton Getaway w\/ pool and more$
From $1280 per night (USD)
VRBO
A Private & Relaxing Southampton Getaway w\/ pool and more
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Relax with the whole family at this peaceful place to stay 4 bed / 3 bath; pool with new decking and grill; basketball ...
From $1280 per night (USD)
VRBO
Click For Pricing
VRBO
Family Fun Compound with Full Gym and Huge Game-room!
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Renovated 8 bedroom family fun compound with gym, arcade room, games tables, heated pool, fire pit large jacuzzi, wet ba ...
Click For Pricing
VRBO
From $1505 per night (USD)
Expedia
Brand New Contemproraty House in Southampton
Bedrooms:
5
Bathrooms:
4
Sleeps:
6
Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bed ...
From $1505 per night (USD)
Expedia
From $1525 per night (USD)
VRBO
Southampton Family Summer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy this summer home all set to go for family fun and relaxation. Our 4 bedroom, 3 bathroom home with solar-panel-heat ...
From $1525 per night (USD)
VRBO
From $723 per night (USD)
Expedia
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Old Trail Tranquility Beautiful Contemporary Water Mill Home Centrally Located with Private Pool 5BR + office/4BA: cen ...
From $723 per night (USD)
Expedia
From $3548 per night (USD)
VRBO
Spectacular un Hamptons Hideaway w Grand piano and sunsets over freshwater lake
Bedrooms:
7
Bathrooms:
5
Sleeps:
8
High end luxury w fun. New construction. Award winning architect. Peaceful. Private. Nature abounds. On private road. A ...
From $3548 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront Luxury with Pickleball and Dock, Separate Barn and More!!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rare and absolutely private, this 2+ acre waterfront retreat boasts water access with dock, gunite pool and pickleball. ...
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Expedia
From $814 per night (USD)
VRBO
Walk to Beach, Stunning Sunsets
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Just 2 houses from the Beach this Barn Style Home has a tranquil setting with a Beachy Color Palate and Extensive Wrapar ...
From $814 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Upstate Vibes in the Hamptons
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summer in the Hamptons but with all the vibes of upstate. This house offers the best of both worlds. Wake up to the tran ...
From $645 per night (USD)
VRBO
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VRBO
Charming 3-bedroom house in chic Southampton with AC ten minutes from Sag Harbor
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in Southampton, this delightful house is the perfect retreat for guests seeking a beautiful and relaxing getaway ...
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VRBO
From $453 per night (USD)
Expedia
Charming Fully Renovated Southampton Home with Timeless Allure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Uncover the charm of this delightful, fully renovated Southampton home. Featuring two cozy bedrooms and pristine hardwoo ...
From $453 per night (USD)
Expedia
From $2045 per night (USD)
VRBO
Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make yourself at home in this enchanting 4-bedroom Water Mill retreat. Nestled in a serene neighborhood, this soothing h ...
From $2045 per night (USD)
VRBO
From $903 per night (USD)
Expedia
Recently Renovated Sag Harbor Home with Pool, Outdoor Dining, Perfect for...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sag Harbor Haven Recently Renovated Sag Harbor Home with Pool, Outdoor Dining, Perfect for Families 4BR/4BA: private h ...
From $903 per night (USD)
Expedia
From $2878 per night (USD)
VRBO
Villa Coastal Bliss
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
<p>Located in Southampton, this welcoming villa lets you experience it all. Jump into your car and make short work of th ...
From $2878 per night (USD)
VRBO
From $3677 per night (USD)
VRBO
Remarkable Southampton Estate with Resort Amenities, Perfect for Families...
Bedrooms:
13
Bathrooms:
8
Sleeps:
15
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Extraordinary ...
From $3677 per night (USD)
VRBO
From $566 per night (USD)
VRBO
Brand New Southampton Home with Modern Design, Private Heated Pool, Open...
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Peconic Hills Modern Brand New Southampton Home with Modern Design, Private Heated Pool, Open Floor Plan, Perfect for F ...
From $566 per night (USD)
VRBO
From $414 per night (USD)
Expedia
Recently Renovated Southampton Home, Modern Design, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Ranch Modern Recently Renovated Southampton Home, Modern Design, Perfect for Families 4BR/3BA: modern desi ...
From $414 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
Spectacular Mediterranean style Hamptons oasis minutes from towns and beaches.
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Southampton six bedroom resort-like oasis near everything the Hamptons has to offer. Large open kitchen, family room, li ...
From $1019 per night (USD)
VRBO
From $2488 per night (USD)
VRBO
Spacious 6-bedroom house with WiFi, AC and pool in peaceful Southampton.
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Bring the whole family or your friends to this peaceful Hampton's home. The home offers 6 bedrooms and 3 bathrooms, a fu ...
From $2488 per night (USD)
VRBO
From $839 per night (USD)
VRBO
Southampton Bright and Beautiful 4 Br - near village 5 min & ocean beaches
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $839 per night (USD)
VRBO
From $1249 per night (USD)
VRBO
Waterfront Beach Cottage with Dock
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
(Level 2 EV charger available) Tucked away in one of Southampton's most idyllic and peaceful beach communities is this c ...
From $1249 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Secluded, Private Southampton House with heated Saltwater Pool, fireplace.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Secluded, Private All Year house in the Town of Southampton. Heated saltwater pool, Fireplace, Minutes from the beaches ...
From $700 per night (USD)
VRBO
$5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach$
From $2040 per night (USD)
VRBO
5 BR House; 1 Acre Property; Newly Renovated ; Minutes to town\/beach
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
Crisp, large 3600+ Sq Ft Home. Brand new, meticulous renovation and furnishings. Walk to water, less than 10 minutes ...
From $2040 per night (USD)
VRBO
From $1297 per night (USD)
VRBO
Charming Cape Cod in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully refreshed Cape Cod in a peaceful neighborhood just off of North Main Street in Southampton. The kitchen was ...
From $1297 per night (USD)
VRBO
From $1565 per night (USD)
VRBO
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Little Peconic Bayview S ...
From $1565 per night (USD)
VRBO
From $1180 per night (USD)
VRBO
Southampton Home - Farm Views and Close Proximity to Village
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Traditional Hamptons cape-style house is located on a charming, quiet cul de sac in Southampton, just seconds from the V ...
From $1180 per night (USD)
VRBO
From $791 per night (USD)
VRBO
Luxurious Southampton Retreat with Pool & Putting Green
Bedrooms:
4
Bathrooms:
7
Sleeps:
8
Welcome to your beach house in Southampton. Your beach house features five bedrooms and four stunning bathrooms. Your ho ...
From $791 per night (USD)
VRBO
From $1184 per night (USD)
VRBO
Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Book Fall/Winter Getaways, Thanksgiving now. Fall in Sag and SH is the best! A stones throw down the sandy path to the ...
From $1184 per night (USD)
VRBO
$Walk to Peconic Bay 3BR\/2BA newly renovated family retreat$
From $623 per night (USD)
VRBO
Walk to Peconic Bay 3BR\/2BA newly renovated family retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated and furnished 1,700 sf open single-floor home with three bedrooms, two baths, modern eat-in kitchen with ...
From $623 per night (USD)
VRBO
From $1260 per night (USD)
VRBO
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Bedrooms:
10
Bathrooms:
7
Sleeps:
16
Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a t ...
From $1260 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Live on the Water: Dock, Beach, Boat, Kayak & Fish
Bedrooms:
2
Bathrooms:
7
Sleeps:
9
One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for wate ...
From $845 per night (USD)
Expedia
From $1525 per night (USD)
VRBO
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
A beautiful newly renovated house on a quiet street off Noyack road and close to all the Hamptons has to offer (just ber ...
From $1525 per night (USD)
VRBO
From $945 per night (USD)
VRBO
Southampton - Plush, perfect and private!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
12 Balcomie Lane Southampton North, New York Just minutes away from Southampton Village and Sag Harbor and ocean and ba ...
From $945 per night (USD)
VRBO
From $1491 per night (USD)
VRBO
Spacious Contemporary Home with Pool and Tennis
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
This Older home is an entertainers and family gathering refuge. There are 2 living room areas, 2 eating areas plus a bre ...
From $1491 per night (USD)
VRBO
From $1525 per night (USD)
VRBO
Southampton Private Retreat is on the market for sale.
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
THIS HOME CAN ONLY BE RESERVED BY CONTACTING THE OWNER DIRECTLY Private four bedroom (two en-suite) three bath home wit ...
From $1525 per night (USD)
VRBO
From $820 per night (USD)
VRBO
Luxury - 5 beds, New Pool, Outdoor Kitchen, walk to beach. Luxury throughout.
Bedrooms:
6
Bathrooms:
5
Sleeps:
8
Beautiful house, rented in Hamptons for years. Open living, all rooms renovated. New patio & pool, extensive gardens. ...
From $820 per night (USD)
VRBO
From $2260 per night (USD)
VRBO
Modern & New 4 Bedroom Home in Southampton with pool. Walk to Beach!
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Modern. Sleek. Immaculate. Newly built in 2019. Designer furnished with 4 bedrooms all with en suite baths plus a powder ...
From $2260 per night (USD)
VRBO
From $2877 per night (USD)
VRBO
Sag Harbor Serenity
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Only a few miles to the villages of Sag Harbor and Southampton, this home is located in the Northside Hills Community (i ...
From $2877 per night (USD)
VRBO
From $2790 per night (USD)
VRBO
Stunning Home Mint Decorated with Open Field and Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
four bedrooms, newly decorated, high end furniture, big expanse for entertaining one guest bedroom on main floor has two ...
From $2790 per night (USD)
VRBO
From $1232 per night (USD)
VRBO
Pristine, tranquil, newly renovated Southampton gem with heated pool.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Hello! Welcome to our beautiful Southampton home. **We have a six night minimum reservation policy from June 1st - Au ...
From $1232 per night (USD)
VRBO
From $1587 per night (USD)
Expedia
Stunning Waterfront Home on Peconic Bay, Gorgeous Sunsets, Private Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy amazing sunsets from our deck overlooking Peconic Bay, New construction, beautifully decorated. Open plan, bright ...
From $1587 per night (USD)
Expedia
From $1160 per night (USD)
VRBO
Sag Harbor bayfront home you will not want to leave
Bedrooms:
4
Bathrooms:
3
Sleeps:
9
Perched 70' above Little Peconic Bay, 180 degrees of unobstructed views to Robin's Island and the North Fork. Steps to ...
From $1160 per night (USD)
VRBO
From $1025 per night (USD)
VRBO
Hamptons Amazing Grand Beach House
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
This grand new shingle-style Hamptons home is surrounded by 40 acres of protected woods on a private driveway north of t ...
From $1025 per night (USD)
VRBO
From $265 per night (USD)
VRBO
Steps From the Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Experience North Sea Beach Colony in this charming cottage just steps from the beach. Enjoy the 5 seater spa after a da ...
From $265 per night (USD)
VRBO
From $588 per night (USD)
VRBO
Beautiful newly renovated house water views located on Big Fresh Pond
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beautiful newly renovated two story home with stunning water views is available for rent. The house was recently p ...
From $588 per night (USD)
VRBO
From $418 per night (USD)
VRBO
Southampton Retreat ☀️ Heated pool, Fenced-in Yard, Close to Beaches!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spend your summer entertaining and enjoying nature in this nearly one acre, beautifully landscaped three bed, two bath h ...
From $418 per night (USD)
VRBO
From $766 per night (USD)
VRBO
HAMPTONS PRIVATE BEACH GETAWAY. 400 ft walk to private beach swimming area.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unpretentious beach house located down the block from Little Peconic Bay seeks a tenant who wants to come and relax afte ...
From $766 per night (USD)
VRBO
From $1218 per night (USD)
VRBO
Shingled 1 Level Beauty Steps to Southampton Village Has it All!
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Surrounded by horse farms, this newly gut renovated ranch has a huge "wow" factor when you walk in to the rambling 2200 ...
From $1218 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Dream Home in SH with heated Pool open from May 19
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful three bedroom-three bathroom house situated on almost an acre. This newly renovated stylish home is located in ...
From $619 per night (USD)
Expedia
From $1186 per night (USD)
VRBO
3 Story Contemporary
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Spacious 5 bedroom, three bathroom, contemporary Southampton home offers an open kitchen/ living room floor plan which i ...
From $1186 per night (USD)
VRBO
$Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n$
From $685 per night (USD)
VRBO
Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful 4 bedroom 31/2 en-suite bath home , 3200 square feet with heated pool, on one acre property, in beautiful ups ...
From $685 per night (USD)
VRBO
$Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach$
From $3860 per night (USD)
VRBO
Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
-5 Bedroom Sag Harbor house + 5 Full Bathroom (4,000 sq ft) with a connected apartment perfect for nannies, family and g ...
From $3860 per night (USD)
VRBO
From $1370 per night (USD)
VRBO
Hamptons Summer Family Getaway, Modern Farmhouse retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beach Chic, newly renovated home, where a coastal interior meets a modern farm style retreat. This house checks all t ...
From $1370 per night (USD)
VRBO
From $2305 per night (USD)
VRBO
Family Waterfront Oasis
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Waterviews galore from this three bedroom, four bath Peconic bayfront oasis. King master suite, and two guest suites , ...
From $2305 per night (USD)
VRBO
From $2511 per night (USD)
VRBO
SOUTHAMPTON SUMMER RETREAT
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Newly renovated and furnished, this 6 bedroom, 5 bathroom contemporary property has it all for a summer retreat. Complet ...
From $2511 per night (USD)
VRBO
From $2189 per night (USD)
VRBO
Luxury and convenience in the Hamptons!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Enjoy proximity to everything Southampton has to offer in this brand new 4,500 sq ft home. Two Master suites featuring h ...
From $2189 per night (USD)
VRBO
From $607 per night (USD)
VRBO
Charming Southampton cottage by the sea
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A charming 2-bedroom cottage with an outdoor shower, central air, amazing light and a bike ride away to the bay beach. B ...
From $607 per night (USD)
VRBO
From $880 per night (USD)
VRBO
Southampton Summer Retreat w private bay beach and pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in beautiful Southampton Shores, this home offers the ultimate summer vacation spot. With private community tenn ...
From $880 per night (USD)
VRBO
From $1007 per night (USD)
VRBO
Family Getaway With Pool, Pet Friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This cozy getaway is located off of Deerfield Road in Water Mill, in the township of Southampton and provides easy acces ...
From $1007 per night (USD)
VRBO
From $1029 per night (USD)
VRBO
Beautiful Newly Furnished Southampton Home
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Beautiful Hamptons House with all the amenities you need for that perfect summer retreat, located 5 minutes from the Shi ...
From $1029 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Waterfront Sunset Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Experience picturesque water views from this clean and light 4-bedroom home. Centrally located in the Hamptons, this is ...
From $751 per night (USD)
VRBO
$Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.$
From $1514 per night (USD)
VRBO
Stunning Private 4 acre Estate on Preserve near Village\/Beach with Heated Pool.
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Amazing views of open fields with expansive lawn and 20 flowering grape cherry trees In spring. Ultimate privacy on 4 a ...
From $1514 per night (USD)
VRBO
From $979 per night (USD)
VRBO
Southampton Stunner: Modern & Bright, Pool, Beach & More!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful light and airy modern home, nestled in amongst the trees on a beautiful property. High ceilings and windowed w ...
From $979 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Southampton Waterfront, Bay Beach & Spectacular Sunsets
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Situated on over half an acre equidistance from Sag Harbor, Bridgehampton, and Southampton villages, this bluff-top resi ...
From $325 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Outdoor Entertaining Areas, Community Tennis, Bay Beach Sunsets
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Scrimshaw Seclusion Outd ...
From $379 per night (USD)
VRBO
From $512 per night (USD)
VRBO
Waterfront home in Southampton on the Peconic Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Waterfront home with water views from every room. Private beach with spectacular sunsets. New kitchen. This 4 BR ho ...
From $512 per night (USD)
VRBO
From $1036 per night (USD)
VRBO
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area direc ...
From $1036 per night (USD)
VRBO
From $713 per night (USD)
VRBO
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Our home is a complete, five bedrooms, three bath, 3,300 sq. ft. newly renovated family style retreat in gorgeous Southa ...
From $713 per night (USD)
VRBO
From $1427 per night (USD)
VRBO
Hampton Private Retreat - last minute offer June 23-
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Unique spot North of the highway, boutique-style house with a beautifully landscaped garden. Maximum privacy, ideal for ...
From $1427 per night (USD)
VRBO
From $2253 per night (USD)
VRBO
Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
This 7,000 sq ft masterpiece includes 6 bedrooms (all with full en-suite bathrooms with showers), 3 King Sized Beds amon ...
From $2253 per night (USD)
VRBO
From $1592 per night (USD)
VRBO
Conveniently Located Home 2 Miles from Village
Bedrooms:
8
Bathrooms:
6
Sleeps:
13
Location, luxury and privacy abound in this rental. Located on a private street and features 6 bedrooms all en suite, p ...
From $1592 per night (USD)
VRBO
From $807 per night (USD)
VRBO
Fantastic Southampton Oasis
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
Welcome home to your own peaceful oasis in a top-notch Southampton location. This spacious and smartly-laid out, newly r ...
From $807 per night (USD)
VRBO
From $1532 per night (USD)
VRBO
Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+
Bedrooms:
3
Bathrooms:
8
Sleeps:
15
Gracious living in this 3000 sq ft, 6 bedroom home with heated outdoor gunite pool (pool open from Friday of Memorial da ...
From $1532 per night (USD)
VRBO
From $2227 per night (USD)
VRBO
Southampton Heated Pool, Hot Tub & Tennis on 2 acres of Privacy
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Spacious Southampton Contemporary on 2 acres of Privacy with Heated Pool, Hot Tub Basket Ball & all weather Tennis Cour ...
From $2227 per night (USD)
VRBO
From $958 per night (USD)
VRBO
Stunning Private Sunny Modern Southampton home-5 beds NEW WINTER HOT TUB for 7
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
New to the market, this elegant property boasts nearly 2 acres of Relais Chateaux style gardens. The home sits amidst ma ...
From $958 per night (USD)
VRBO
From $1014 per night (USD)
VRBO
Southampton Private getaway. Private heated salt pool & beach-family fun.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautiful Southampton Shores home with 5 bedroom, 3 fully renovated bath ranch home! Home has central air, a living room ...
From $1014 per night (USD)
VRBO
From $1238 per night (USD)
VRBO
Stroll To Bay Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Wonderful, bright and very comfortable, this1.900 square foot is immaculately clean and tastefully furnished, built in ...
From $1238 per night (USD)
VRBO
From $1758 per night (USD)
VRBO
SOUTHAMPTON HOUSE PRIVATE POOL & DECK - 7MIN to VILLAGE & BEACHES
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
7 minutes drive from Southampton Village and its beaches. This lovely private home is tastefully updated and ready for y ...
From $1758 per night (USD)
VRBO
From $843 per night (USD)
VRBO
1898 Renovated Cottage 100' from Bullhead Bay
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This is the quintessential beach cottage with wide plank heart pine wood floors and exposed beams. Eat and drink in the ...
From $843 per night (USD)
VRBO
$Newly Renovated Oasis + HotTub! Southampton\/Sag steps to Beach\/Tennis\/Pickleball$
From $1098 per night (USD)
VRBO
Newly Renovated Oasis + HotTub! Southampton\/Sag steps to Beach\/Tennis\/Pickleball
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
PRISTINE HOME FOR YEAR-ROUND MEMORIES + HOT TUB! This recently renovated, chic, sun-filled Hamptons home is steps away f ...
From $1098 per night (USD)
VRBO
From $600 per night (USD)
VRBO
3BR 3BA one-level home with Pool. Walk to private bay beach. Tennis, BB, kayak
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
200 Warfield Way, is a 5-star reviewed, immaculately maintained property. Our home is fully furnished, with central A/C, ...
From $600 per night (USD)
VRBO

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