Southampton Rentals
From $1768 per night (USD)VRBO
Beautiful Southampton Village home, new reno, Heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Recently renovated, Four Bedrooms, Two Full Baths, and a finished basement with ample room for all are located in the he ...
From $1768 per night (USD)VRBO
From $2101 per night (USD)Expedia
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Southampton Village Oasis Contemporary Southampton Village Home Walking Distance to Town, Pool, Perfect for Families or ...
From $2101 per night (USD)Expedia
From $1537 per night (USD)VRBO
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The home has four bedrooms, three full bathrooms with an open living room and sitting room (with flat screen tv on the w ...
From $1537 per night (USD)VRBO
From $903 per night (USD)Expedia
Walk to the Village! Charming modern farmhouse.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kick back and relax in this calm, stylish space. House in the village but feels like you’re on your own retreat. House i ...
From $903 per night (USD)Expedia
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Southampton Village Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Southampton Village, enjoy carefree, beautifully landscaped pool and tennis courts. Light-filled condo with ...
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From $969 per night (USD)Expedia
Home page of Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming home in Southampton Village. Walking distance to Jobs Lane and Main Street Village shops. About a mile to the ...
From $969 per night (USD)Expedia
From $2746 per night (USD)VRBO
Southampton Village New Rental
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 16
Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...
From $2746 per night (USD)VRBO
Click For PricingExpedia
\" The Bungalow\" Southampton Village - walk to town, train, Jitney
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A former hangout of many East End artists, "The Bungalow" is a charming Southampton Village house located minutes from t ...
Click For PricingExpedia
From $1736 per night (USD)VRBO
Spacious 5-Bedroom, 4.5 Bath Beach House in Enchanting Village of Southampton
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Your Southampton adventure begins at this phenomenal 4+1-bedroom estate. With 2 king beds, 3 queen beds, this enchanting ...
From $1736 per night (USD)VRBO
From $3853 per night (USD)Expedia
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Village Classic Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families 4BR/3BA: pri ...
From $3853 per night (USD)Expedia
From $608 per night (USD)VRBO
Charming 3-bedroom house in enchanting Southampton Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unwind in Southampton at this adorable house. With 3 cozy bedrooms including a king, queen, and twin bed, guests can rel ...
From $608 per night (USD)VRBO
From $912 per night (USD)VRBO
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space Immaculate, charming ranch home surroun ...
From $912 per night (USD)VRBO
From $5023 per night (USD)VRBO
Southampton Haven by Cuvee | Ideally Located in the Village
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Nestled in the heart of Southampton, the setting of The Haven is exceptional being just 3 blocks from downtown and 8 blo ...
From $5023 per night (USD)VRBO
From $551 per night (USD)VRBO
Beautiful Home In SH Village!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this charming home perfectly located within a 3 minute drive or 10 minute walk to Main Street Southampton, grocery ...
From $551 per night (USD)VRBO
From $611 per night (USD)VRBO
Elegant Home South of Highway Near Town & Beach, Heated Pool, Sauna, Fireplaces
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Beach Walk E ...
From $611 per night (USD)VRBO
Click For PricingExpedia
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream vacation rental in Southampton. This cozy condo offers everything you need for your August Hampton ...
Click For PricingExpedia
From $4439 per night (USD)VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $4439 per night (USD)VRBO
From $574 per night (USD)VRBO
Cozy 3 Bedroom Southampton Village Oasis
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Escape to your beach chic haven in Southampton Village, where contemporary luxury meets timeless elegance. Unwind in the ...
From $574 per night (USD)VRBO
From $763 per night (USD)VRBO
Perfect Southampton Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
All utilities included in rental price - we do not accept instant bookings - please send a message first. Situated in ...
From $763 per night (USD)VRBO
From $2696 per night (USD)VRBO
Southampton Village 5 Bedroom Estate, Near Beaches & Village @Lee & Ox Pasture
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Magnificent, spacious, and elegant home located in the highly desirable Estate Area of Southampton (South-of-the-Highway ...
From $2696 per night (USD)VRBO
From $1622 per night (USD)VRBO
Southampton Village Cottage SOH Backyard Paradise 20 x 40 OLYMPIC SIZED POOL!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Backyard enclosed with two BBQ's. This one level ranch house has a convenient in the Village of Southampton location. So ...
From $1622 per night (USD)VRBO
From $2054 per night (USD)Expedia
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The pool is open! Reliable WiFi and cell phone service. Renovated Village classic with a secluded garden, walking distan ...
From $2054 per night (USD)Expedia
From $2900 per night (USD)VRBO
Meadow Lane Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
1471 Meadow Lane Southampton Village, New York This wonderful, newly renovated beach house, is sleek, light and bright, ...
From $2900 per night (USD)VRBO
From $2122 per night (USD)VRBO
Perfection in the Heart of Southampton Village; Walk to Town, Bike to Beaches
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this stunning 3 bedroom, 4 bathroom village home with gourmet kitchen, den, media room and two-zone central air-co ...
From $2122 per night (USD)VRBO
From $3020 per night (USD)VRBO
Modern Home in Southampton Village w/Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Excellent rental property located in Southampton Village. Well designed and completely rebuilt in 2015, this four bedroo ...
From $3020 per night (USD)VRBO
From $915 per night (USD)VRBO
Southampton Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
On a quiet street in Southampton Village, this newly renovated home is the perfect summer getaway. Bright, stylish inter ...
From $915 per night (USD)VRBO
From $3599 per night (USD)VRBO
Southampton Village 5 minute walk to Main Steet 10 minute walk to Coopers Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
This home offers state-of-the-art systems including Sonos, Honeywell Alarm, Radio-Ra, High-speed wifi, Cat-6 in every ro ...
From $3599 per night (USD)VRBO
From $1575 per night (USD)VRBO
Gorgeous Southampton Village Charmer, French Country Style
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful picturesque French-country style house is minutes away from the beach, village shops and village tennis court, ...
From $1575 per night (USD)VRBO
From $1722 per night (USD)VRBO
Summer Rental with Private Heated Pool &Tennis Near Beach & Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
A great home in a great location in the Village of Southampton. Home offers an open floor plan for entertaining. Home b ...
From $1722 per night (USD)VRBO
From $1485 per night (USD)VRBO
Avail 7/10-9/05! Gorgeous, classy 3 bdrm near beach, private pool, in Village!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Village of Southampton chic! Navy cedar-shingled 3 bedroom, 2.5 bath 2-story beach house w/ new, heated salt-water pool ...
From $1485 per night (USD)VRBO
From $1472 per night (USD)VRBO
Southampton Village Charmer - South of Highway
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
A beautifully renovated designer home in one of Southampton's most desirable locations. The house was recently completel ...
From $1472 per night (USD)VRBO
From $755 per night (USD)Expedia
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your stay in this “beachy chic” renovated historic home. White oak flooring and antique wood beams add to the coo ...
From $755 per night (USD)Expedia
From $1678 per night (USD)VRBO
A SERENE HAMPTONS ESCAPE- SOUTH OF THE HIGHWAY
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Located close to Southampton Village shops, restaurants, and ocean beaches, this wonderful family home is situated on 1. ...
From $1678 per night (USD)VRBO
From $2236 per night (USD)VRBO
Southampton Village Charmer with gunite pool and spacious renovated pool house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully renovated home located on a private and quiet street in Southampton Village. Walking or biking distance to s ...
From $2236 per night (USD)VRBO
From $2344 per night (USD)VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $2344 per night (USD)VRBO
From $1024 per night (USD)VRBO
Private Village Home-South Of Hill Street, Walk To Coopers Beach or Village
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 7
Located in the village of Southampton, this renovated historic home puts you at Coopers Beach, village shopping and rest ...
From $1024 per night (USD)VRBO
From $4851 per night (USD)VRBO
Stunning House: Tennis & Pool in Southampton Estate section
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
This luxurious, private and comfortable vacation compound south of Hill Street near Southampton Village has every amenit ...
From $4851 per night (USD)VRBO
From $1085 per night (USD)Expedia
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Sea Rose - Located in Southampton Village, you'll find this completely renovated fully equipped home featuring a gorgeou ...
From $1085 per night (USD)Expedia
From $355 per night (USD)VRBO
Charming Southampton Village Home 4 Bedroom, 2 Bath \n5 minutes from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Halsey House…. A charming, 2 story home in the heart of Southampton Village. Located on a quiet lane within w ...
From $355 per night (USD)VRBO
From $3426 per night (USD)VRBO
Southampton Village, Complete Privacy, Gunite Pool & and 3 minute walk to town!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the epitome of sophisticated living in Southampton with this extraordinary house for rent. Set amidst a picture ...
From $3426 per night (USD)VRBO
From $4022 per night (USD)VRBO
Stunning secluded Southampton Village property near restaurants, shops and beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This spectacular classic Hamptons home built in 2017 with a significant renovation in 2024. Furnished by a high-end int ...
From $4022 per night (USD)VRBO
From $495 per night (USD)Expedia
Southampton Village Gem: Shinnecock Open Special
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the heart of Southampton Village, our townhome is exactly that, a home within walking distance to the village ...
From $495 per night (USD)Expedia
From $4621 per night (USD)VRBO
Steps away from Southampton Village Main Street
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You will love this location! Situated on a lovely tree lined street only 300 steps to quaint, historic Main Street, you ...
From $4621 per night (USD)VRBO
From $2473 per night (USD)VRBO
Southampton Village Luxury Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Newly renovated Southampton Village home within walking distance to all Southampton Village has to offer. This 3100 squa ...
From $2473 per night (USD)VRBO
From $1026 per night (USD)VRBO
Cottage in Southampton Village; Relax in your own private park!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
The Perfect Getaway Strolling distance to the village and the Long Island Railroad, come and rest, relax and decompress ...
From $1026 per night (USD)VRBO
From $911 per night (USD)VRBO
Sag Harbor Hamptons hideaway
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This stylish place to stay is perfect!! Enjoy the peaceful tranquility away from the crowds and the noise. Bucolic setti ...
From $911 per night (USD)VRBO
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Spacious Home with Heated Pool located in Southampton Village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious home on North Main Street in the Village of Southampton. Comfortably sleeps 10+. 6 bedrooms, office, 4.5 bat ...
Click For PricingVRBO
From $1742 per night (USD)Expedia
Gorgeously Renovated SH Village 5 bd w/ Large Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
This is a charming five bedroom four bathroom home with a separate guest house on the property. The house is less than a ...
From $1742 per night (USD)Expedia
From $694 per night (USD)VRBO
Village gem walk to Main Street fenced in property
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you ...
From $694 per night (USD)VRBO
From $1485 per night (USD)VRBO
Serene, Luxurious Southampton Village Escape That's Close to Everything
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Your private Hamptons oasis awaits in this stylish, newly renovated 5 bedroom, 4.5 bath with a home gym Village home tha ...
From $1485 per night (USD)VRBO
Click For PricingVRBO
Classic Southampton Retreat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Traditional Southampton Home with Four Bedrooms, Two Full Baths and one Half Bath located in the most sought-after secti ...
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From $1932 per night (USD)VRBO
Coastal Cabana minutes to village ocean beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
The most charming street in the village just a short 1 mile walk to the village and only 1.5 to village beaches! Our hom ...
From $1932 per night (USD)VRBO
Click For PricingVRBO
Just a 15 minute walk to the Village of Southampton!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the company of your friends and family in this beautiful, spacious back yard. Majestically surrounded by Mature ...
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From $1678 per night (USD)Expedia
Beautiful Southampton Village Home, Perfect for Families with Private Pool...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
The Village Gem Beautiful Southampton Village Home, Perfect for Families with Private Pool in Town 6BR/5.5BA: private ...
From $1678 per night (USD)Expedia
From $2362 per night (USD)VRBO
Southampton Village FALL FESTIVITIES! POOL, TENNIS&PICKLEBALL + 5 BEACH BIKES!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Come for the Fall Festivities ! Hank’s Pumpkin- town, corn mazes and apple picking. The best of everything the Hamptons ...
From $2362 per night (USD)VRBO
From $555 per night (USD)VRBO
Close to Southampton Village and Beaches, Train Station and Hampton Jitney
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Thank you for viewing our listing for our charming three bedroom, two bath home located in Southampton. The house is a r ...
From $555 per night (USD)VRBO
From $1034 per night (USD)VRBO
Classic Southampton Village Home with Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Southampton Village cedar shake home set on just shy of a half acre lot featuring four bedrooms, two bathrooms ...
From $1034 per night (USD)VRBO
From $4346 per night (USD)VRBO
New Southampton Village Gem. 6 bedroom, 6 + bath and 5 minutes drive to beach.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 8
Elegant details in this 5,300 sq ft Southampton Village shingle style traditional 6 bedroom in suite 6 1/2 bath, chef k ...
From $4346 per night (USD)VRBO
From $2521 per night (USD)VRBO
Southampton 1 Block From Village, Lovely 4-Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 5
Beautifully decorated and very comfortable, sun-filled Village home. Fully equipped gourmet kitchen, with 4 bedrooms, 2 ...
From $2521 per night (USD)VRBO
From $722 per night (USD)VRBO
Charming Southampton Village Guest Home -Walk to Beach, Restaurants, Shops
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Located in the heart of Southampton Village. Walk or Bike to your favorite places in Southampton Village. ...
From $722 per night (USD)VRBO
From $7067 per night (USD)VRBO
New Luxury Southampton Village Estate- Walk to town! Avail Dates in August!
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 12
Pristine, 8,000 square foot, brand new home complete with all new furnishings located on a gorgeous sprawling acre lot i ...
From $7067 per night (USD)VRBO
From $3591 per night (USD)Expedia
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
This one of a kind property runs against the backside of Duckwalk Vineyards and is just a short 5-minute walk to wine ta ...
From $3591 per night (USD)Expedia
From $1100 per night (USD)VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $1100 per night (USD)VRBO
From $1869 per night (USD)VRBO
South of Hwy Dream! Walk to Duck Walk Vineyard, Parrish Art Museum, and Lunch!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Rental Permit RP241274 FULL SUMMER PRICING *June 32k *July 45k *Aug - $50K - RENTED *WEEKLY -$13,000 per week with 2 we ...
From $1869 per night (USD)VRBO
From $884 per night (USD)VRBO
Beautiful Southampton Cottage with Saltwater Pool steps from Bay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect Cottage with Saltwater Pool. 2 Bedroom completely renovated home with air conditioning ,located on 1/4 acre ful ...
From $884 per night (USD)VRBO
From $1012 per night (USD)Expedia
Minutes from the beach, brand new 4 bedroom
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Miller Manor! - Newly renovated - Family friendly - Fully fenced in yard - Central air - 4 bed, 3 bath retrea ...
From $1012 per night (USD)Expedia
From $712 per night (USD)VRBO
Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Water Mill Waterfront Wonder Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect for Families 3B ...
From $712 per night (USD)VRBO
From $23121 per night (USD)VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
- Bedrooms:
- 9
- Bathrooms:
- 8
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Cobb Road Daydream 12,00 ...
From $23121 per night (USD)VRBO
From $514 per night (USD)VRBO
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton w/ Tennis & P ...
From $514 per night (USD)VRBO
From $1487 per night (USD)VRBO
Idyllic views in Water Mill with pool and tennis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $1487 per night (USD)VRBO
From $2023 per night (USD)VRBO
COVETED Millfarm Lane -3 min to Southampton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Modern, spacious, clean , professionally decorated family home w farm views on the border of Watermill / Southampton. HO ...
From $2023 per night (USD)VRBO
From $2897 per night (USD)VRBO
Spacious and Conveniently Located Home in Southampton / Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Amazing location and home in the heart of Water Mill. 3 min from ocean beaches (Cooper's and Flying Point), 3 min from S ...
From $2897 per night (USD)VRBO
From $1625 per night (USD)VRBO
Stunning Private 4 acre Estate on Preserve near Village/Beach with Heated Pool.
- Bedrooms:
- 4
- 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 $1625 per night (USD)VRBO
From $1268 per night (USD)VRBO
Centrally Located Southampton / Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1268 per night (USD)VRBO
From $514 per night (USD)VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $514 per night (USD)VRBO
From $723 per night (USD)VRBO
Modern Spacious House located 5 minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Spacious house with three bedrooms three baths. This unique property is like no other in the Hamptons. The pic ...
From $723 per night (USD)VRBO
From $665 per night (USD)VRBO
Waterfront Southhampton Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Waterfront home on a single floor with an outside deck. Dock on property. Breathtaking sunsets. Top of the line applian ...
From $665 per night (USD)VRBO
From $1073 per night (USD)VRBO
Southampton House South of Highway Perfect for Families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Southampton home perfect for your summer get away with the family and friends. Two story home features 3 bedrooms upstai ...
From $1073 per night (USD)VRBO
From $1420 per night (USD)VRBO
Perfect Southampton Getaway - Pristine Home with Water Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This recently renovated 4 BR / 4 Bath house is located south of the highway at the edge of Southampton Village with an i ...
From $1420 per night (USD)VRBO
From $696 per night (USD)VRBO
Like Tuscany, private Vineyard Home, Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $696 per night (USD)VRBO
From $1482 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 $1482 per night (USD)VRBO
From $1285 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 $1285 per night (USD)VRBO
From $1751 per night (USD)VRBO
Amazing Hampton's Styled Getaway
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the ...
From $1751 per night (USD)VRBO
From $527 per night (USD)Expedia
Pools tennis gym golf pickelball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Book soon ! Fun charming and updated bright and lovely chic 2 bedroom 3 bathroom condo minutes bike or drive to Southamp ...
From $527 per night (USD)Expedia
From $5683 per night (USD)VRBO
Southampton Village New Construction
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
New modern home with fantastic décor and amenities. Really enjoy your vacation in this stylish and feel good environment ...
From $5683 per night (USD)VRBO
From $2027 per night (USD)VRBO
Southampton exclusive private location with beautiful heated salt water pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the Hamptons! The perfect peaceful and quiet Hamptons getaway. Exclusive private location close to Sebonac Go ...
From $2027 per night (USD)VRBO
From $963 per night (USD)VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $963 per night (USD)VRBO
From $1072 per night (USD)VRBO
Southampton House Perfect for Families and Entertaining
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Come enjoy this south of the highway home in Southampton set on a gorgeous .7 acre lot in an unbeatable location. Situat ...
From $1072 per night (USD)VRBO
From $411 per night (USD)VRBO
Peaceful Quiet Updated Modern Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated off of a quiet lane on a half-acre of land, this designer, updated, modern residence offers a peaceful and quie ...
From $411 per night (USD)VRBO
From $554 per night (USD)Expedia
Charming 3-bedroom gem in Southampton village
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to this stylish 3-bedroom gem in Southampton Village, where modern comfort meets classic charm. This inviting ret ...
From $554 per night (USD)Expedia
From $557 per night (USD)VRBO
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a Large two-bedroom two-bath house that is one mile to Southampton village. Private space with fenced yard and ...
From $557 per night (USD)VRBO
From $7426 per night (USD)VRBO
A Hampton resort lifestyle with private vineyard
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 20
Covered outdoor living space w/full kitchen, full bar, over sized grill, pizza oven, coffee station, blender station, bi ...
From $7426 per night (USD)VRBO
From $747 per night (USD)VRBO
SOUTHAMPTON-POOL,3 min to town,1.5 miles to beach. Outdoor kitchen,putting green
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
Gorgeous 4 bedroom, 4.5 bathroom house in prime location. Heated Pool, pool house, sunny, fully fenced in property a mus ...
From $747 per night (USD)VRBO
From $2404 per night (USD)VRBO
Southampton estate with 5 bedrooms, pool, gym and community tennis
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Southampton village estate, close to amenities and beach. Community tennis. Game room, gym, family friendly, 20x40 heate ...
From $2404 per night (USD)VRBO
From $2428 per night (USD)VRBO
Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
By day and by night you will enjoy this delightful villa in Southampton Village with 5 bedrooms including 1 king bed, 3 ...
From $2428 per night (USD)VRBO
Click For PricingExpedia
Watermill Farm Views Offer Great Spot For Family
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Well-appointed 2-story Watermill home with spectacular farm views, breathtaking sunsets, pool, sizeable yard, and CedarW ...
Click For PricingExpedia
From $3427 per night (USD)VRBO
Heated Pool and Tennis Court
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Gorgeous like new condition open-floor plan home in the heart of the Hamptons. Close to everything; Flying Point Beach, ...
From $3427 per night (USD)VRBO
Click For PricingExpedia
SOUTHAMPTON Romantic house like being at a resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
My house is romantic, comfortable and very peaceful. One can see where my travels have been. India a favourite. I have 3 ...
Click For PricingExpedia
From $2122 per night (USD)VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2122 per night (USD)VRBO
From $605 per night (USD)VRBO
Chic, Serene, Sunfilled Oasis.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A country drive leads to this pristine single story home located close to all of Southampton's renowned Golf Courses, t ...
From $605 per night (USD)VRBO