Watermill Rentals
From $846 per night (USD)VRBO
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Fully remodeled 6 bedroom 5.5 Bath house. •Modern, clean, and spacious •Quiet, comfortable, and peaceful •Lots of out ...
From $846 per night (USD)VRBO
From $1777 per night (USD)VRBO
West Mecox | Bay Front with Southern Water Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This wonderful 4+ bedroom, 4 bath home, sited on a full acre, sits directly on Mecox Bay with a heated pool and rolling ...
From $1777 per night (USD)VRBO
From $1739 per night (USD)VRBO
Beautiful Southampton Village home, new reno, Heated pool!
- Bedrooms:
- 3
- 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 $1739 per night (USD)VRBO
From $362 per night (USD)VRBO
Private guest apartment close to beach with pool & tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sun filled guest apartment in Water Mill/ Southampton minutes from Flying Point Beach, Parrish Art Museum, Duck Walk Vin ...
From $362 per night (USD)VRBO
From $627 per night (USD)VRBO
SAG HARBOR SUMMER PARADISE AWAITS YOU!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
: SUMMER SEASON IS APPROACHING! Reserve Now! Bright, Sun-Filled 6 bedroom, 4.5 bath home with double height foyer and l ...
From $627 per night (USD)VRBO
From $1667 per night (USD)VRBO
Tastefully Decorated and Lushly Landscaped Family Retreat with 60' Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This comfortable, light filled five bedroom house sits on two beautifully landscaped acres north of the highway in Bridg ...
From $1667 per night (USD)VRBO
From $338 per night (USD)VRBO
Modern home with large deck, firepit, enclosed yard, & immaculate kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Contemporary Southampton Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $338 per night (USD)VRBO
From $2057 per night (USD)VRBO
Hamptons Estate Rental
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 8
Chateau / Country House, 6 Bedrooms + Convertible bed(s), 7 Baths, (Sleeps 10-12) 7500 sq ft. custom home on 5 acres att ...
From $2057 per night (USD)VRBO
From $538 per night (USD)VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $538 per night (USD)VRBO
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Expedia
Premium Hamptons location minutes from ocean or bay beaches ,
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable 3 Br home located on a magnificent 2acre property with a heated salt water lap pool Airy and bright home wit ...
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From $1450 per night (USD)VRBO
Sag Harbor Resort Area Sanctuary, Privacy, Seclusion Heat Pool, Spa
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 18
A 5,000 square foot post modern estate secluded 8 bedrooms on the second floor with 4 1/2 baths, with detailed crown/ba ...
From $1450 per night (USD)VRBO
From $3336 per night (USD)VRBO
Mint condition Water Mill South of the Highway with Mecox Bay access
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Spend your final moments of the summer in style at this brand new 5 bedroom 5.5 bathroom home. Prime location on a one w ...
From $3336 per night (USD)VRBO
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Great Escape in Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
We rent till we can retire and live here. Enjoy it while we can't!!! We love the aura of this area. It energizes you!!! ...
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From $3932 per night (USD)VRBO
Relaxed and tasteful Watermill home with resort amenities on 3.25 acres
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
2 master bedrooms plus plenty of sleeping space for kids. Heated pool, tennis and pickle ball court, abundant flagston ...
From $3932 per night (USD)VRBO
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New Listing: SH Village Classic, Perfect Location
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Location ~ Location. Perfectly situated in the heart of the Village, one block from restaurants, shopping, and one mile ...
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From $586 per night (USD)VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $586 per night (USD)VRBO
From $437 per night (USD)VRBO
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)VRBO
From $861 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 $861 per night (USD)VRBO
From $1550 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 $1550 per night (USD)VRBO
From $1053 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 $1053 per night (USD)VRBO
From $1597 per night (USD)VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $1597 per night (USD)VRBO
From $3940 per night (USD)VRBO
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Immerse yourself in the allure of this stunning cedar shingle six-bedroom, six-and-a-half-bathroom private estate nestle ...
From $3940 per night (USD)VRBO
From $1750 per night (USD)VRBO
Renovated, luxury 7-bedroom Bridgehampton house, minutes to villages and beaches
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 12
PLEASE CONTACT OWNER PRIOR TO MAKING ONLINE BOOKING . This gorgeous and chic home is located in a coveted Water Mill lo ...
From $1750 per night (USD)VRBO
From $2403 per night (USD)VRBO
Incredible Location, Family and Dog Friendly , minutes to flying point
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $2403 per night (USD)VRBO
From $713 per night (USD)VRBO
Beautiful resort style backyard with newly added professional PICKLEBALL COURT.
- Bedrooms:
- 3
- 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 $1385 per night (USD)Expedia
Rustic elegance in this modern farmhouse with private pool, fantastic...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Ocean Road Serenity Rustic elegance in this modern farmhouse with private pool, fantastic privacy, and close to ocean i ...
From $1385 per night (USD)Expedia
From $1466 per night (USD)VRBO
Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 3
- 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 $1466 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 $1629 per night (USD)VRBO
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- 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 $1629 per night (USD)VRBO
From $868 per night (USD)VRBO
Southampton House Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Southampton Village, Sag Harbor, Water Mill, Long Beach and more. Heated pool and 3 outdoor living spa ...
From $868 per night (USD)VRBO
From $1188 per night (USD)VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $1188 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 $1857 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 $1857 per night (USD)VRBO
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
From $2445 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 $2445 per night (USD)VRBO
From $879 per night (USD)VRBO
Family friendly, light-filled, secluded - lg pool, walk to bay, 12 min to ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Good vibrations … Light filled from sunrise to sunset. Our Expansive, cozy family home with double height ceilings, a hu ...
From $879 per night (USD)VRBO
From $1165 per night (USD)VRBO
Walk to the Village! Charming modern farmhouse.
- Bedrooms:
- 3
- 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 $1165 per night (USD)VRBO
From $659 per night (USD)Expedia
Beachy Chic South of the Hwy in Southampton Village 3blks to town\/Bike to 🏖
- 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 $659 per night (USD)Expedia
From $1214 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 $1214 per night (USD)VRBO
From $3768 per night (USD)Expedia
Historical Bed and breakfast<br>
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Built in 1690, newly restored. Located in Watermill the center of the Hamptons. Restaurants and shopping right around th ...
From $3768 per night (USD)Expedia
From $2924 per night (USD)VRBO
Hamptons House - 4 Bedroom House + 4 Bedroom Cottage with pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 20
Ideal Location!! House is flawless and perfect! This 3 acre property has 4 bedroom and 3 bath full bathrooms. Located in ...
From $2924 per night (USD)VRBO
From $1488 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 $1488 per night (USD)VRBO
From $969 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 $969 per night (USD)VRBO
From $409 per night (USD)Expedia
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quaint Water Mill Cottage Beautiful cottage on meticulously maintained lawn, surrounded by perennials, large deck, and ...
From $409 per night (USD)Expedia
From $676 per night (USD)VRBO
Charming Modern Home - Winter and Summer Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Beautiful home on a quiet street. Immaculately maintained. Summer and winter retreat. In addition to five bedrooms and t ...
From $676 per night (USD)VRBO
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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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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 ...
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New To Market Farm House in Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home, adjacent to a 105 acre reserve and featuring gorgeous sunsets, offers a first floor open floor plan with larg ...
Click For PricingExpedia
From $7233 per night (USD)VRBO
New house with Tennis, basketball, GYM, heated pool and Spa
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 17
Secluded luxury newly constructed house nested atop a knoll in a 5.2 acres wooded area perfectly located between Sag Har ...
From $7233 per night (USD)VRBO
From $2289 per night (USD)VRBO
Hamptons - South of the highway - Prime Water Mill Rental
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
South of the highway - Water Mill - 2022 Rental. This former 1800s Parsonage House is located on 1.09 acres in prime Wat ...
From $2289 per night (USD)VRBO
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Newly Renovated Hilltop Villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Retreat in Comfort. Nestled atop a hill in the heart of Water Mill, this quiet 5 bed/4 bath modern home's beautiful inte ...
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From $5503 per night (USD)VRBO
*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 12
Escape to this retreat-like 6 bedroom, new Farrell-built construction set on a hill with expansive, private grounds. The ...
From $5503 per night (USD)VRBO
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Southampton Village with Tennis and Spa Close to the Ocean
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This one won't last! Just listed for July and checks off all the boxes. Gunite heated pool, spa, all weather tennis cour ...
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From $1009 per night (USD)VRBO
Quiet Hamptons- Water Mill Retreat - Close to town & beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Private 3 bedroom house, big backyard, heated swimming pool, perfect for a BBQ or entertaining. Unwind in the hammock w ...
From $1009 per night (USD)VRBO
From $2500 per night (USD)VRBO
New Construction Newly Renovated Southampton Village Summer Oasis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Bright and sunny Southampton Village home is perfect for creating summer memories. Resort-style outdoors is brand new c ...
From $2500 per night (USD)VRBO
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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 $1200 per night (USD)VRBO
Gorgeous newly renovated townhouse minutes from Southampton beaches and Village
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
30 day minimum stay. 3 BR, 3.5 bath townhouse south of highway. Stunning, full renovation recently completed. All new ...
From $1200 per night (USD)VRBO
From $2071 per night (USD)VRBO
Spacious and Conveniently Located Home in Southampton \/ Water Mill
- Bedrooms:
- 5
- 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 $2071 per night (USD)VRBO
From $820 per night (USD)VRBO
Architect Designed Home With Heated Pool Near Bridgehampton Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on 1+ acre in Bridgehampton horse country, this 3-bedroom, 2-bath lovely home with heated pool has an additiona ...
From $820 per night (USD)VRBO
From $1708 per night (USD)Expedia
SOUTH OF THE HIGHWAY DREAM!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
***INQUIRE BEFORE BOOKING FOR ALL STAYS SHORTER THAN 2 WEEKS. Prices do not include Homeaway/VRBO fee or cleaning ...
From $1708 per night (USD)Expedia
From $1006 per night (USD)VRBO
Southampton July 1 to Sept 3,- 60k. Or 35k per July or August. Pool\/Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely home sits on over an acre of private land surrounded by beautiful, mature trees and flowers. The over sized ...
From $1006 per night (USD)VRBO
From $2803 per night (USD)VRBO
>> Prime Waterfront Location, Private, Dock, 5 minute Walk to Ocean & Beach <<
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Fabulous location! 5 minute WALK (no permit to access the beach needed) to the ocean - beach Very private, beautiful B ...
From $2803 per night (USD)VRBO
From $529 per night (USD)VRBO
Southhampton Village Home with Pool and Backyard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
A summer oasis. Lovely 3 bedroom, 2 bath (+ a beautiful outdoor shower), ranch-style home in the Village of Southampton ...
From $529 per night (USD)VRBO
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New Listing - 7 BR, 9 Bath, 5 Fireplaces -
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Do you want a carefree luxurious vacation in the Hamptons this Summer? Consider this spectacular home for 2 weeks or ev ...
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From $954 per night (USD)VRBO
Hamptons home with heated pool.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A contemporary house set on 1.2 acres and located a 12 min drive to Sag Harbor and Southampton Villages. Amenities inclu ...
From $954 per night (USD)VRBO
From $1776 per night (USD)VRBO
Gorgeous, Private, 5 min to ocean beaches. Family and Dog Friendly! SOH
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
This beautiful home is nestled in a great Water Mill enclave. Overlooking a 27 acre agricultural reserve and views of H ...
From $1776 per night (USD)VRBO
From $3512 per night (USD)VRBO
Exceptional Southampton Waterfront: The Mecox-Fenwick House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Created by architect Robert Barnes, Fenwick House is situated directly on Mecox Bay in the historic Southampton hamlet o ...
From $3512 per night (USD)VRBO
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HAMPTONS SOUTH OF HIGHWAY SUMMER RETREAT
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Custom-built home, 5 bedrooms, 4.5 baths, Water Mill South. private street located South of the Highway. The kitchen ...
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From $1481 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 $1481 per night (USD)VRBO
From $1860 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 $1860 per night (USD)VRBO
From $568 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 $568 per night (USD)VRBO
From $1377 per night (USD)VRBO
Southampton Village Gem
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
On a quiet street in Southampton Village, this newly renovated home is the perfect summer getaway. Bright, stylish inter ...
From $1377 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 $1200 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 $1200 per night (USD)VRBO
From $1451 per night (USD)VRBO
Luxurious 6bd\/4.5ba on 4 acres with pool & tennis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Perfect for large families and groups. Completely redone in 2022, this 6 bedroom (2 masters) 4.5 bath house with a larg ...
From $1451 per night (USD)VRBO
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Just a 15 minute walk to the Village of Southampton!
- Bedrooms:
- 4
- 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 $762 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 $762 per night (USD)VRBO
From $1471 per night (USD)VRBO
Perfect fall family retreat in Water Mill with new Gym and Media Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 9
The ideal family vacation home. Looking for a family who will enjoy and love our house. Close to Southampton, Sag Habor ...
From $1471 per night (USD)VRBO
From $473 per night (USD)VRBO
Southampton \/ Water Mill Cozy Homes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The house is located in Water Mill, between Southampton and Brideghampton in the center of the Hamptons and close proxi ...
From $473 per night (USD)VRBO
From $1435 per night (USD)VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
- Bedrooms:
- 5
- 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 $1435 per night (USD)VRBO
From $5045 per night (USD)VRBO
Hamptons Mecox Bay neighborhood located in Water Mill \/ Bridgehampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Hamptons Mecox Bay neighborhood located in Water Mill / Bridgehampton, this south-of-the-highway renovated historic Publ ...
From $5045 per night (USD)VRBO
From $1637 per night (USD)VRBO
Spacious recently renovated 5 bdr family house
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
This beautifully landscaped Gambrel on 1 acre offers 5,000 square feet of living space with 5 bedrooms, 5.5 baths, den w ...
From $1637 per night (USD)VRBO
From $1570 per night (USD)VRBO
Classic Farm House in the heart of Water Mill, 2.7mi To Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this charming 4 bedroom, 2.5 bath, dutch colonial farm house with NEWLY RENOVATED POOL HOUSE, complete kitchen, pa ...
From $1570 per night (USD)VRBO
From $28167 per night (USD)VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
- Bedrooms:
- 10
- 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 $28167 per night (USD)VRBO
From $2423 per night (USD)VRBO
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
This Just In! Holiday Special, Book Now! Plus Huge discount for longer stays - 2 Weeks or More 20% off Located in the p ...
From $2423 per night (USD)VRBO
From $675 per night (USD)VRBO
Remarkable Bridgehampton Beach estate just minutes to private beach access
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Summer availability is from Memorial Day to Labor Day. Stunning 2.5 acre property - meticulously maintained Michael Davi ...
From $675 per night (USD)VRBO
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Spectacular Vineyard Setting in Watermill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Private and serene setting on a cul-de-sac backing directly onto a wine vineyard offers 4 bedrooms and 2.5 baths. This c ...
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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
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5+ Bedrooms , 4.5 Bathrooms Pet's OK, Water Mill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Watermill North - Serenity and beauty in this amazing Contemporary Modern designed home has 5,760 Sq. Ft. (approx.) on 3 ...
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From $852 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 $852 per night (USD)VRBO
From $2132 per night (USD)VRBO
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 13
The Manor Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open floor plan, in-ground pool surroun ...
From $2132 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 $987 per night (USD)VRBO
Private Oasis minutes from the beach .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Set on 3.3 acres of complete privacy, conveniently located minutes to Southampton village, Bridgehampton village and oce ...
From $987 per night (USD)VRBO
From $1536 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 $1536 per night (USD)VRBO
From $4016 per night (USD)VRBO
Beech House, near beach, south of the highway on quiet street
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Newly-renovated, spacious, traditional shingle house, 3 miles from beach and south of 27, abutting farm reserves. Brand- ...
From $4016 per night (USD)VRBO
From $2514 per night (USD)VRBO
JUST BECAME AVAILABLE FOR LABOR DAY. DIRECTLY ACROSS FROM THE 2023 CLASSIC.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 8
Stunning contemporary beautifully appointed perfectly for all seasons. Interiors filled with beautiful art. Three firep ...
From $2514 per night (USD)VRBO
From $2035 per night (USD)VRBO
Idyllic views in Water Mill with pool and tennis
- Bedrooms:
- 7
- 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 $2035 per night (USD)VRBO
From $1712 per night (USD)VRBO
Charming 4 BR +2 waterfront--pool, privacy, views, gazebo, boats, near beaches
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Our cottage-style house is located on an acre of land on an arm of Mecox Bay--an easy boat ride or bike ride to the ocea ...
From $1712 per night (USD)VRBO
From $1623 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 $1623 per night (USD)VRBO