Watermill Rentals
- From $1600 per night (USD)
VRBO
Water Mill Rental, Private with Vineyard Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Spacious, sun-filled house overlooking vineyard. Perfect for families. 20' x 40' pool. Relax on large rear deck ove ...
From $1600 per night (USD)VRBO
- From $1452 per night (USD)
Expedia
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 $1452 per night (USD)Expedia
- From $7043 per night (USD)
VRBO
Fantastic New Renovation-Serenity at its Finest
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 6
Serenity at its finest. Take a kayak or paddleboard down Sam's Creek to the beach or sit back and gaze at the endless su ...
From $7043 per night (USD)VRBO
- From $1171 per night (USD)
VRBO
PRIVATE, TREE TOP VIEWS, DOUBLE-HEIGHT FOYER, CLOSE TO BRIDGEHAMPTON,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Deer Ridge Dream PRIVATE, TREE TOP VIEWS, DOUBLE-HEIGHT FOYER, CLOSE TO BRIDGEHAMPTON, SOUTHAMPTON, AND SAG HARBOR 5 B ...
From $1171 per night (USD)VRBO
- From $800 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 $800 per night (USD)VRBO
- From $1599 per night (USD)
Expedia
Beautiful Southampton Village\/Fall 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 $1599 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Luxurious Private One-Bedroom Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One bedroom suite with queen size bed, living area (couch, coffee table, and TV), and full bathroom with toilet, sink, a ...
From $550 per night (USD)VRBO
- From $1356 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 $1356 per night (USD)VRBO
- From $1500 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 $1500 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $2764 per night (USD)
VRBO
Hamptons Estate Rental
- Bedrooms:
- 7
- Bathrooms:
- 6
- 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 $2764 per night (USD)VRBO
- From $1100 per night (USD)
VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $1100 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $1545 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 $1545 per night (USD)VRBO
- From $3324 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 $3324 per night (USD)VRBO
- Click For Pricing
VRBO
Hunker down in a Hamptons house, huge yard, near beaches & village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
A traditional house with a huge 1.7 acre yard, ringed by trees, with an organic lawn and solar-heated pool, perfect for ...
Click For PricingVRBO
- Click For Pricing
Expedia
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!!! ...
Click For PricingExpedia
- From $3500 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 $3500 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Newly renovated
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Large living room with wood fireplace, dining room and a very spacious kitchen with Viking appliances. Finished basement ...
Click For PricingVRBO
- From $950 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 $950 per night (USD)VRBO
- From $466 per night (USD)
VRBO
Unique Southampton Getaway w\/ Rooftop Deck!
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $466 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Southampton -' Village' - walk or bike to ocean or town - pool access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Upscale private home in the very desirable 'Cobblefield area' which is part of Southampton Village . Home is well de ...
From $900 per night (USD)Expedia
- From $1107 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 $1107 per night (USD)VRBO
- From $1918 per night (USD)
VRBO
Beautiful, Private & Spacious, Cozy Hamptons Retreat, Sleeps 15, Peloton Bike+
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 $1918 per night (USD)VRBO
- From $1442 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 $1442 per night (USD)VRBO
- From $1829 per night (USD)
VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $1829 per night (USD)VRBO
- From $1534 per night (USD)
VRBO
Mediterranean-style secret retreat, minutes by foot to Southampton village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enchanting property, ideally located minutes by foot from Southampton village, train station, and beach. Property featur ...
From $1534 per night (USD)VRBO
- From $3575 per night (USD)
VRBO
Gorgeous Shingle-Style Estate, Private Heated Pool\/Tennis, Mins. to Ocean, Town
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Discounted rates for stays > 14 Nights, please inquire. Fall in love with this cedar shingle six-bedroom, six-and-a-half ...
From $3575 per night (USD)VRBO
- Click For Pricing
VRBO
Farm field view Home with amazing sunset
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Open floor plan with spacious outdoor and indoor dining tables. large deck and outdoor entertainment area with pool and ...
Click For PricingVRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $1430 per night (USD)
VRBO
Incredible House and Location Location Location!<br>Best Sunsets in the Hamptons
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
This oversized, casual and inviting beach house sits next 100 acres preserve. Phenomenal sunrises and sunsets await yo ...
From $1430 per night (USD)VRBO
- From $1378 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 $1378 per night (USD)VRBO
- Click For Pricing
VRBO
Water Mill Splendor on Open Farmfield, Minutes to Flying Pt
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
This Water Mill location and a casual style are yours with this very special Hamptons retreat. With each living space, y ...
Click For PricingVRBO
- From $1915 per night (USD)
VRBO
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 $1915 per night (USD)VRBO
- From $904 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 $904 per night (USD)VRBO
- From $1713 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 $1713 per night (USD)VRBO
- From $1845 per night (USD)
VRBO
Southampton Village Clean\/Renovated Sun-filled Charming Home, Heated Salt 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 $1845 per night (USD)VRBO
- From $738 per night (USD)
VRBO
Hamptons House close to Southampton and Sag Harbor villages
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Just minutes from Southampton Village, Sag Harbor, Long Beach and more. Heated pool and 3 outdoor living spaces not to m ...
From $738 per night (USD)VRBO
- From $1750 per night (USD)
VRBO
Southampton Village - Looking for the perfect beach getaway? You just found it!
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully renovated home located in Southampton Village. Walking distance to great shops, restaurants and beaches plus ...
From $1750 per night (USD)VRBO
- From $1603 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 $1603 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Private & Tranquil 1.03 Acre Estate in the Heart of Southampton
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area direc ...
From $1000 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 $679 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 $679 per night (USD)VRBO
- From $2251 per night (USD)
VRBO
Newly Built Modern Home in Southampton Village w/Gunite Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Excellent new rental property located at 52 Prospect Street in Southampton Village. Well designed and completely rebuilt ...
From $2251 per night (USD)VRBO
- From $850 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 $850 per night (USD)VRBO
- From $1895 per night (USD)
Expedia
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 $1895 per night (USD)Expedia
- From $650 per night (USD)
VRBO
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 $650 per night (USD)VRBO
- From $360 per night (USD)
VRBO
2\/2 upsplit - townhouse Canterbury Mews - Southampton, New York monthly only<br>
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo Located in Southampton Village in Canterbury Mews. This quiet and lovely 2 story condo has 2 bedrooms and 2 baths, ...
From $360 per night (USD)VRBO
- From $2291 per night (USD)
VRBO
EdgeofWoodsEscape.com ☀️ 4 bed\/2bath saltwater pool private close to beach 🏖
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Edge of Woods Escape.com is a 4-bedroom/2-bath home with plenty of privacy with easy access to anything you might want o ...
From $2291 per night (USD)VRBO
- Click For Pricing
VRBO
Extremely Spacious Vacation House
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Enjoy this tranquil location for the summer. Sited on a quiet cul de sac boasting unobstructed views of Peconic Bay, th ...
Click For PricingVRBO
- From $950 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 $950 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Hamptons living in secluded Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spend the summer in beautiful Water Mill. Watch beautiful sunsets over the polo field while enjoying the hot tub in this ...
From $995 per night (USD)VRBO
- From $3750 per night (USD)
VRBO
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 $3750 per night (USD)VRBO
- From $3000 per night (USD)
Expedia
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 $3000 per night (USD)Expedia
- From $1072 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 $1072 per night (USD)VRBO
- From $1028 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 $1028 per night (USD)VRBO
- From $379 per night (USD)
VRBO
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Quaint Water Mill Cottage Beautiful cottage on meticulously maintained lawn, surrounded by perennials, large deck, and ...
From $379 per night (USD)VRBO
- From $736 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 $736 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
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
- Click For Pricing
VRBO
New To Market Farm House in Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 PricingVRBO
- Click For Pricing
VRBO
New house with Tennis, basketball, GYM, heated pool and Spa
- Bedrooms:
- 7
- 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 ...
Click For PricingVRBO
- Click For Pricing
VRBO
Minutes to Southampton village and ocean beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, sunny, renovated 3 bedroom, 3 bath on half acre with pool and mature gardens. Minutes to Southampton Village and ...
Click For PricingVRBO
- From $1428 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. Enjoy the great outdoor ...
From $1428 per night (USD)VRBO
- From $2286 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 $2286 per night (USD)VRBO
- Click For Pricing
VRBO
Bridgehampton private estate home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hidden at the end of an 1100 ft driveway on 5 private acres of high rolling meadow with distant oceanviews and overlooki ...
Click For PricingVRBO
- From $1500 per night (USD)
VRBO
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 ...
From $1500 per night (USD)VRBO
- From $5183 per night (USD)
VRBO
*Brand New* Bridgehampton House, Close to Sag Harbor Village & Beaches
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Escape to this retreat-like 6 bedroom, new Farrell-built construction set on a hill with expansive, private grounds. The ...
From $5183 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $1000 per night (USD)
VRBO
Quiet Hamptons- Water Mill Retreat - Close to town & beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Private 3 bedroom house, big backyard, heated swimming pool, perfect for a BBQ or entertaining. Unwind in the hammock w ...
From $1000 per night (USD)VRBO
- From $2521 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 $2521 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- 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 $1205 per night (USD)
Expedia
Traditional-style home with private pool, sweeping back deck, grand lawn,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hayground Majestic Traditional-style home with private pool, sweeping back deck, grand lawn, located right outside down ...
From $1205 per night (USD)Expedia
- From $2500 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 $2500 per night (USD)VRBO
- From $986 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 $986 per night (USD)VRBO
- From $2457 per night (USD)
VRBO
SOUTH OF THE HIGHWAY DREAM!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
2024 FULL SUMMER PRICING *WEEKLY -$13,000 per week with 2 week minimum. (holiday weeks are more) *June 40k *July 50k *Au ...
From $2457 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Southampton July 1 to Sept 3,- 55k. 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 $1000 per night (USD)VRBO
- From $1950 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 $1950 per night (USD)VRBO
- From $3500 per night (USD)
VRBO
Private Sun Filled 8 Bedroom Home on Cul de Sac
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 12
Escape to the light filled luxury and serenity of this 8 bedroom, 6.5 bathroom newly constructed oasis. Sunninghill sit ...
From $3500 per night (USD)VRBO
- Click For Pricing
VRBO
New Listing - 7 BR, 9 Bath, 5 Fireplaces -
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 14
Do you want a carefree luxurious vacation in the Hamptons this Summer? Consider this spectacular home for 2 weeks or ev ...
Click For PricingVRBO
- From $1450 per night (USD)
Expedia
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 $1450 per night (USD)Expedia
- From $1650 per night (USD)
VRBO
Gorgeous, Private, 5 min to ocean beaches. Family and Dog Friendly! SOH
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful home is nestled in a great Water Mill enclave. Overlooking a 27 acre agricultural reserve and views of H ...
From $1650 per night (USD)VRBO
- From $3495 per night (USD)
Expedia
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 $3495 per night (USD)Expedia
- From $2700 per night (USD)
VRBO
5+ Bedrooms , 4.5 BA, Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Have fun with the whole family at this stylish place.Serenity and beauty in this amazing Contemporary Modern designed ho ...
From $2700 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $1731 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 $1731 per night (USD)VRBO
- From $1840 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 $1840 per night (USD)VRBO
- From $816 per night (USD)
VRBO
Heated pool ☀️ Fenced-in Yard, Very Private, Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your summer entertaining or simply enjoying the tranquility of this nearly one acre, beautifully landscaped three ...
From $816 per night (USD)VRBO
- From $1536 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 $1536 per night (USD)VRBO
- From $1603 per night (USD)
VRBO
Modern Barn Style Water Mill Retreat with Private Pool and Sauna, Centrally...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Water Mill Beach Barn Modern Barn Style Water Mill Retreat with Private Pool and Sauna, Centrally Located, Perfect for ...
From $1603 per night (USD)VRBO
- Click For Pricing
VRBO
SECLUDED, LUXURY 7 BEDROOM ESTATE WITH TENNIS, GYM AND SPA ON 3 ACRES
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
INTERIOR DESIGNED WATER MILL ESTATE SET ON 3 ACRES WITH TENNIS, GUNITE POOL AND JACUZZI, LARGE GYM, SPA AND MOVIE THEATR ...
Click For PricingVRBO
- From $1200 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 $1200 per night (USD)VRBO
- Click For Pricing
VRBO
Stylish Sag Harbor Retreat
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Escape to Sag Harbor's Northside Hills this summer and indulge in the ultimate vacation experience with our newly update ...
Click For PricingVRBO
- From $1850 per night (USD)
VRBO
Gorgeous Family Estate, Bridgehampton South
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to the quintessential Hampton's home located south of the highway in Watermill. As you enter through the white g ...
From $1850 per night (USD)VRBO
- From $1185 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 $1185 per night (USD)VRBO
- From $2005 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 $2005 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia