North Sea Rentals
- From $700 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 $700 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $990 per night (USD)
VRBO
Luxury 5 star Condo in the heart of Hampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Luxury duplex condo with two exquisite ponds. Features a Master bedroom with Master bath, 3 Guests bedrooms with two gue ...
From $990 per night (USD)VRBO
- 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
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VRBO
Heart of Southampton Village House with Pool! New Renovation
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This charming, roomy cottage is hidden away on a quaint, one way, heart of the village street two blocks from shopping a ...
Click For PricingVRBO
- From $1000 per night (USD)
VRBO
Sag Harbor August-LD rental! Lets make a deal!!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
30 day minimum stay only please!!! Updated June 4, 2022 Hello! Welcome to my Paradise! I am currently booked now through ...
From $1000 per night (USD)VRBO
- From $3500 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 $3500 per night (USD)VRBO
- From $1125 per night (USD)
VRBO
Gorgeous Four Bedroom Home in Sag Harbor with Pool\/water access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Beautiful, recently renovated home with tons of natural light, heated pool and water access to Peconic Bay at the end of ...
From $1125 per night (USD)VRBO
- 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
Designer Cottage walking distance Southampton Village
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Beautifully appointed cottage walking distance to town and biking distance to one of the most beautiful beaches in the w ...
Click For PricingVRBO
- Click For Pricing
VRBO
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 ...
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 $1377 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 $1377 per night (USD)VRBO
- Click For Pricing
VRBO
Newly Renovated Southampton House close to water
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
House fully renovated in 2017 with heated pool near ocean and bay beaches and village. Open floor plan with separate den ...
Click For PricingVRBO
- From $1200 per night (USD)
VRBO
Beautiful Waterviews in Southampton Shores
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Fully renovated top to bottom. Heated pool, water views, massive bbq, four bedrooms, three full baths and two pull-out c ...
From $1200 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $1560 per night (USD)
VRBO
Newly Renovated Southampton Getaway House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Fantastic Southampton location situated on Turtle Pond. A superb 4-bedroom, 3-bath home in an equally superb waterfront ...
From $1560 per night (USD)VRBO
- From $1500 per night (USD)
Expedia
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)Expedia
- From $936 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 $936 per night (USD)VRBO
- From $1713 per night (USD)
Expedia
Escape and enjoy a peaceful vacation at this Southampton Estate with Pool...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Whites Lane Escape Escape and enjoy a peaceful vacation at this Southampton Estate with Pool and Tennis! 4BR/3BA w/ su ...
From $1713 per night (USD)Expedia
- 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
- Click For Pricing
Expedia
WATERFRONT, SWANS ARE FREE, LIGHT FILLED, 3 Brms. 3 baths, Steps from Beach<br><br>
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WATERFRONT BEAUTY. SWANS ARE FREE. Japanese garden in front and water access from back yard. Kayaker’s delight. NEWLY R ...
Click For PricingExpedia
- Click For Pricing
VRBO
Bright, contemporary in Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bright, airy three bedroom, two bathroom home in quiet North Sea enclave. House comfortably sleeps six, with queen in ma ...
Click For PricingVRBO
- From $2602 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 $2602 per night (USD)VRBO
- From $949 per night (USD)
VRBO
Beautiful Sag Harbor ~ Steps From The Water ~ PUBLISHED IN GOOD HOUSE KEEPING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
As published in GOOD HOUSE KEEPING (August 2019) This Property is owned by an HGTV designer, so there is serious attenti ...
From $949 per night (USD)VRBO
- From $2150 per night (USD)
VRBO
Luxury and convenience in the Hamptons!
- Bedrooms:
- 5
- Bathrooms:
- 5
- 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 $2150 per night (USD)VRBO
- From $1400 per night (USD)
VRBO
Southampton 7 Bedroom
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
June 17th - June 23rd - $8,000 July - Rented August 12th to Labor Day - $40,000 August Weekly - $12,000 Custom built, ...
From $1400 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 $4226 per night (USD)
VRBO
New Southampton Village Gem. 6 bedroom, 6 + bath and 5 minutes drive to beach.
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 10
Elegant details in this 5,300 sq ft Southampton Village shingle style traditional 6 bedroom in suite 6 1/2 bath, chef k ...
From $4226 per night (USD)VRBO
- 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
- Click For Pricing
VRBO
SOUTH HAMPTON, 3 bed, 3 bath with pool and outdoor fireplace. Great location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Hamptons home is perfectly located close to town and beach and is a rare gem. Three bedrooms, three full bathrooms, and ...
Click For PricingVRBO
- From $390 per night (USD)
VRBO
Southampton Village Walk to All
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming, immaculate one bedroom in the heart of southampton village with an inviting living room space and eat-in kitch ...
From $390 per night (USD)VRBO
- From $2000 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 $2000 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $4700 per night (USD)
VRBO
Ultimate Hamptons Vacation Estate
- Bedrooms:
- 9
- Bathrooms:
- 10
- Sleeps:
- 22
Situated on 2 1/2 private acres you can do whatever you desire, all bedrooms include en-suite private full bath, cable t ...
From $4700 per night (USD)VRBO
- Click For Pricing
VRBO
SAG HARBOR\/WATER MILL 6-BEDROOM ESTATE W\/ TENNIS, BACKS TO GOLF
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Newly furnished, this 6 bedroom Country Tennis Estate is the best value in its class. The first floor features a new kit ...
Click For PricingVRBO
- From $2233 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 $2233 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 $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
BRAND NEW SAG HARBOR GORGEOUS 2 Bedroom\/2 Bath COTTAGE WITH POOL!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wonderful Sag Harbor home tucked away on a on a very private cul de sac just minutes from the village and all it's offer ...
Click For PricingVRBO
- Click For Pricing
VRBO
Southampton Home #3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For PricingVRBO
- Click For Pricing
Expedia
Southampton Home #4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For PricingExpedia
- Click For Pricing
VRBO
Southampton Home #5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For PricingVRBO
- Click For Pricing
Expedia
Southampton Home #6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This classic Victorian home welcomes you with sunlit and airy interiors with all the character and history of a Southamp ...
Click For PricingExpedia
- From $1780 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 $1780 per night (USD)VRBO
- From $2700 per night (USD)
Expedia
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)Expedia
- From $1843 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 $1843 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
- Click For Pricing
VRBO
HAMPTONS COTTAGE! Sun-drenched 4 bdrm, minutes from beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Kick off your shoes in this cozy, newly renovated cottage in Southampton Cove, a quiet gem of a neighborhood only minute ...
Click For PricingVRBO
- From $600 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 $600 per night (USD)VRBO
- From $999 per night (USD)
VRBO
Heated pool ☀️ Fenced-in Yard, Very Private, 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 $999 per night (USD)VRBO
- From $1650 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 $1650 per night (USD)VRBO
- From $1872 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 $1872 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 $3500 per night (USD)
VRBO
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 $3500 per night (USD)VRBO
- From $1192 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 $1192 per night (USD)VRBO
- From $2400 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 $2400 per night (USD)VRBO
- From $1920 per night (USD)
VRBO
Southampton. south of highway. House very open, spacious and sunny. Mod decor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location. South of the Highway, 2 minute walk from Community Tennis and manicured playground, 3 blocks from S ...
From $1920 per night (USD)VRBO
- From $800 per night (USD)
VRBO
NEWLY RENOVATED! Old Fish Cove Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Charming cottage on sprawling property. Oversized 55' pool with NEW blue stone patio and lounge chairs. (4) beds includi ...
From $800 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
- From $6433 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 $6433 per night (USD)VRBO
- From $3434 per night (USD)
VRBO
Private Spacious Family-Friendly Sag Harbor House w\/ Pool; Close to Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- 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 $3434 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
PROPERTY SOLD! NEW LISTING 3952150: Southampton Village Mint 5-BR, Heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
PROPERTY SOLD! Please see our other listings in Maine and New Hampshire: 3940849 and 2311136. Nestled on an immaculat ...
From $1500 per night (USD)VRBO
- From $2721 per night (USD)
VRBO
Highest point in Hamptons, designed by renowned architect, w\/ocean & bay views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Exquisitely designed by renowned architect, James Cutler, best known for designing Bill Gates' Seattle estate, and perch ...
From $2721 per night (USD)VRBO
- From $1600 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 $1600 per night (USD)VRBO
- From $1494 per night (USD)
Expedia
Southampton Luxury. Walk to beach, kayaks on lake. Park-like grounds.
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $1494 per night (USD)Expedia
- From $4367 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 $4367 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Home In Great Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Great neighborhood! 5-mins to bay, 12-mins to ocean. Near many hiking trails. Property is located approx 2.5 miles fr ...
Click For PricingExpedia
- From $2758 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 $2758 per night (USD)VRBO
- Click For Pricing
VRBO
Private House on Large Property
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Up a long and curving driveway this private and beautifully designed 3,000 Sq. Ft. (not including finished lower level) ...
Click For PricingVRBO
- Click For Pricing
VRBO
Southampton Private Retreat with Heated Pool and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Just minutes from ocean beaches, bay beaches and villages, this private and newly renovated beach home is the perfect su ...
Click For PricingVRBO
- From $1330 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 $1330 per night (USD)Expedia
- Click For Pricing
VRBO
Luxury Sunset Shores Summer Getaway - 8min to town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Beautiful Luxury Sunset Shores Summer House. Recently updated with new hardwood floors, hot tub, paint, lighting, new ba ...
Click For PricingVRBO
- From $468 per night (USD)
VRBO
Pools tennis gym golf pickelball
- Bedrooms:
- 3
- 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 $468 per night (USD)VRBO
- From $1289 per night (USD)
VRBO
Southampton Summer Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, bright, sunny four bedroom, three bath home in Southampton. Just outside the village on a cul de sac, with a ...
From $1289 per night (USD)VRBO
- From $4900 per night (USD)
VRBO
Southampton Village New Construction
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
New modern home with fantastic décor and amenities. Really enjoy your vacation in this stylish and feel good environment ...
From $4900 per night (USD)VRBO
- Click For Pricing
VRBO
Southampton Village,
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
On a private flag lot, a lovely renovated and redecorated contemporary home with 3 bedrooms and 2 bathrooms. South facin ...
Click For PricingVRBO
- Click For Pricing
VRBO
Super Clean Southampton\/Shinnecock Golf Country with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Super clean Shinnecock Hills, Southampton 4 bedroom, 3 bath rental. Hop off Cty Rd 39 before you hit the traffic. Locate ...
Click For PricingVRBO
- From $1150 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 $1150 per night (USD)VRBO
- From $1786 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 $1786 per night (USD)VRBO
- From $3150 per night (USD)
VRBO
Southampton Village 5 minute walk to Main Steet 10 minute walk to Coopers Beach
- Bedrooms:
- 7
- 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 $3150 per night (USD)VRBO
- From $1429 per night (USD)
VRBO
Close to Shinnecock: gracious home, salt water pool, billiards, piano, fireplac
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
High ceilings and lots of windows make this ranch style home a bright and relaxing escape. The gardens by the pool and l ...
From $1429 per night (USD)VRBO
- From $2250 per night (USD)
VRBO
Spacious Contemporary Home with Pool and Tennis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Entertainers and families alike love this property. There are 2 living room areas, 2 eating areas plus a breakfast bar i ...
From $2250 per night (USD)VRBO
- From $2560 per night (USD)
Expedia
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Major discount for longer stays - 2 Weeks or More 25% off Located in the prime, prestigious, heart of the Hamptons. Th ...
From $2560 per night (USD)Expedia
- From $1720 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 $1720 per night (USD)VRBO
- From $7743 per night (USD)
VRBO
Beautiful shingle-style estate sited on one acre of land, fabulous outdoor...
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 11
Please note that a reservation for this property needs to be approved before it is confirmed. White Street Wonder Beau ...
From $7743 per night (USD)VRBO
- From $2580 per night (USD)
VRBO
The Family Friendly Getaway!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
With just over 5000 interior square feet and 2500 square feet of deck on 1 acre of secluded property, this house never f ...
From $2580 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $1500 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 $1500 per night (USD)VRBO
- From $1000 per night (USD)
VRBO
Gorgeous Southampton Village Charmer, French Country Style
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful picturesque French-country style house is minutes away from the beach, village shops and village tennis court, ...
From $1000 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $1173 per night (USD)
Expedia
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 $1173 per night (USD)Expedia
- From $2358 per night (USD)
VRBO
New construction modern farmhouse with private pool, open concept, and...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Magee Majestic New const ...
From $2358 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $8500 per night (USD)
VRBO
Everything in Hamptons special discount available for weekly and monthly renters
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
Idyllic 9000 sq foot estate , centrally located , with everything one could desire. Beautifully decorated interior, wi ...
From $8500 per night (USD)VRBO
- From $829 per night (USD)
Expedia
Beautiful Southampton Country House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Renovated Home provides a real taste of Hamptons - 5 bedroom, 2.5 baths (2 bedrooms on first floor) with a huge ma ...
From $829 per night (USD)Expedia
- From $1000 per night (USD)
VRBO
Summer Rental with Private Heated Pool &Tennis Near Beach & Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- 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 $1000 per night (USD)VRBO
- From $1079 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 $1079 per night (USD)VRBO