Watermill Rentals
From $3608 per night (USD)VRBO
Traditional Home w\/ English Gardens, Pool, Rec Room, Close to Ocean Beaches
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 12
English Gardens Traditional Home w/ English Gardens, Pool, Rec Room, Close to Ocean Beaches 6BR/6.5BA w/ English Garde ...
From $3608 per night (USD)VRBO
From $2045 per night (USD)Expedia
Private Family Retreat - Pickleball, Tennis, Pool, Basketball and much more!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Make yourself at home in this enchanting 4-bedroom Water Mill retreat. Nestled in a serene neighborhood, this soothing h ...
From $2045 per night (USD)Expedia
From $857 per night (USD)VRBO
4-bedroom Sag Harbor oasis with gardens, pool, and fireplace
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sublime and serene, this lush and tranquil garden oasis offers a midcentury vibe in a well-laid-out, very private home. ...
From $857 per night (USD)VRBO
From $858 per night (USD)Expedia
Recently Renovated Southampton Home, Modern Design, Perfect for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Southampton Ranch Modern Recently Renovated Southampton Home, Modern Design, Perfect for Families 4BR/3BA: modern desi ...
From $858 per night (USD)Expedia
From $1583 per night (USD)VRBO
Discover Modern Luxury: Stunning New Home in Southampton, Perfect for...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Luxe ...
From $1583 per night (USD)VRBO
From $834 per night (USD)Expedia
HAMPTONS 32nd ANNUAL FILM FESTIVAL, OCTOBER 4TH-14TH PERFECT COTTAGE FOR HIFF\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This 2 bedroom 1 bath renovated cottage with washer/dryer is located on a shared property on a beautiful tree line stree ...
From $834 per night (USD)Expedia
From $2660 per night (USD)VRBO
Cozy Home In Southampton With Expansive Yard And Private Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Southampton Beach Villa Cozy Home In Southampton With Expansive Yard And Private Pool, Close to Fowlers Beach, Perfect ...
From $2660 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 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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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 $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 $1732 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 $1732 per night (USD)VRBO
From $449 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 $449 per night (USD)VRBO
From $1159 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 $1159 per night (USD)VRBO
From $1838 per night (USD)Expedia
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 $1838 per night (USD)Expedia
From $436 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 $436 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 $2520 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 $2520 per night (USD)VRBO
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Private family getaway
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 18
Gunite pool and spa. Huge deck. Large dining area, lots of musical instruments like piano,guitar,drums. Close to Beache ...
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From $1177 per night (USD)VRBO
Majestic estate on over one acre of lush land, beautiful landscaping,...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. North Side Serene Majest ...
From $1177 per night (USD)VRBO
From $1713 per night (USD)Expedia
NEW CONSTRUCTION ON 4+ SECLUDED ACRES
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Nestled on 4+ acres on very private street, this new 6,000+ sq. ft. house is beautifully built with the finest materials ...
From $1713 per night (USD)Expedia
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Airy Luxury Hamptons Retreat with Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This light-flooded immaculate contemporary is the perfect combination of location and charm! Located minutes to the Jitn ...
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\" 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 ...
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From $1505 per night (USD)VRBO
Brand New Contemproraty House in Southampton
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Brand new stunning contemporary house is now available for immediate occupancy. Amazing floor plan consists of four bed ...
From $1505 per night (USD)VRBO
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Amazing winter get away, \\ Gym. Hot tub. Special Offer for Dec, Jan. Feb, March
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
Your dream vacation. House is well appointed, open spacious, and relaxing. Perfect for large dinners and small cocktail ...
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From $3838 per night (USD)VRBO
Pool oasis, tennis court, hot tub, pool table, , luxury kitchen appliances, etc.
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 15
This private Hamptons estate on 8 very private and idyllic acres is a little piece of paradise! The home was newly renov ...
From $3838 per night (USD)VRBO
From $636 per night (USD)VRBO
Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Noyac Elegance Array of ...
From $636 per night (USD)VRBO
From $1581 per night (USD)VRBO
Luxurious Southampton Retreat with Pool & Putting Green
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 8
Welcome to your beach house in Southampton. Your beach house features five bedrooms and four stunning bathrooms. Your ho ...
From $1581 per night (USD)VRBO
From $1083 per night (USD)Expedia
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Little Peconic Bayview Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence, One of the Highest E ...
From $1083 per night (USD)Expedia
From $1197 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 $1197 per night (USD)VRBO
From $1492 per night (USD)VRBO
Southampton Village Cottage SOH Backyard Paradise 20 x 40 OLYMPIC SIZED POOL!!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Backyard enclosed with two BBQ's. This one level ranch house has a convenient in the Village of Southampton location. So ...
From $1492 per night (USD)VRBO
From $1297 per night (USD)VRBO
Charming Cape Cod in Southampton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully refreshed Cape Cod in a peaceful neighborhood just off of North Main Street in Southampton. The kitchen was ...
From $1297 per night (USD)VRBO
From $1076 per night (USD)VRBO
Southampton Bright and Beautiful 4 Br - near village 5 min & ocean beaches
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $1076 per night (USD)VRBO
From $625 per night (USD)VRBO
Perfect Southampton Village 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 $625 per night (USD)VRBO
From $6572 per night (USD)Expedia
Elegantly Appointed Estate, Large Living and Dining Areas, Music and Movie...
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 10
Bridgehampton Gem Elegantly Appointed Estate, Large Living and Dining Areas, Music and Movie Rooms Ideal for Entertaini ...
From $6572 per night (USD)Expedia
From $1807 per night (USD)VRBO
Beautiful home & backyard oasis in Southampton Village-Walk to town\/Jitney\/beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous, recently renovated and updated 3 bedroom/3 full bathroom house is the perfect setting for your summer par ...
From $1807 per night (USD)VRBO
From $633 per night (USD)VRBO
The Perfect Sag Harbor Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you want to have a sense of getting away from it all, and yet be right around the corner from the action, this is the ...
From $633 per night (USD)VRBO
From $798 per night (USD)VRBO
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 $798 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 $1518 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 $1518 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 $1533 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 $1533 per night (USD)VRBO
From $974 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 $974 per night (USD)VRBO
From $1525 per night (USD)VRBO
Southampton Private Retreat is on the market for sale.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
THIS HOME CAN ONLY BE RESERVED BY CONTACTING THE OWNER DIRECTLY Private four bedroom (two en-suite) three bath home wit ...
From $1525 per night (USD)VRBO
From $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 $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 $1179 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 $1179 per night (USD)VRBO
From $1774 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 $1774 per night (USD)VRBO
From $723 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 $723 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 $2526 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 $2526 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 $1588 per night (USD)VRBO
Southampton Village Estate with Tennis, Heated Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 12
Beautifully renovated seven bedroom, five bath, two-story home that holds on to its 19th century architectural roots whi ...
From $1588 per night (USD)VRBO
From $1080 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 $1080 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 $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 $1550 per night (USD)Expedia
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 $1550 per night (USD)Expedia
From $1389 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 $1389 per night (USD)VRBO
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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 ...
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From $1562 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 $1562 per night (USD)VRBO
From $1350 per night (USD)Expedia
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 $1350 per night (USD)Expedia
From $1859 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 $1859 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 $782 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 $782 per night (USD)VRBO
From $1477 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 $1477 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 $843 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 $843 per night (USD)VRBO
From $5936 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 $5936 per night (USD)VRBO
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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 $2583 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 $2583 per night (USD)Expedia
From $1405 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 $1405 per night (USD)VRBO
From $1029 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 $1029 per night (USD)VRBO
From $1566 per night (USD)VRBO
Spectacular Mediterranean-style Hamptons oasis minutes from towns and beaches.
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
New to Market--Southampton six bedroom resort-like oasis near everything the Hamptons has to offer. Large open kitchen, ...
From $1566 per night (USD)VRBO
From $7554 per night (USD)VRBO
Bridgehampton\/Sag Harbor Hamptons Gem Located On A Private Cul De Sac Street
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Newly Renovated Impeccably Decorated Rare Beauty Just Completed By Recognized Developer Guetta Building. Nestled At End ...
From $7554 per night (USD)VRBO
From $1814 per night (USD)VRBO
Discover Modern Luxury: Stunning New Home in Southampton, Perfect for...
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Village Luxe ...
From $1814 per night (USD)VRBO
From $1224 per night (USD)VRBO
Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Noyac Elegance Array of ...
From $1224 per night (USD)VRBO
From $1118 per night (USD)VRBO
Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Sandpiper Seclusion Brid ...
From $1118 per night (USD)VRBO
From $3666 per night (USD)VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $3666 per night (USD)VRBO
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Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream vacation rental in Southampton. This cozy condo offers everything you need for your August Hampton ...
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From $3594 per night (USD)Expedia
Get out of town and relax in this stunning home in Bridgehampton!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury on Lumber Get out of town and relax in this stunning home in Bridgehampton! 5BR/4BA w/ a great room, den, sunro ...
From $3594 per night (USD)Expedia
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5,200 sf Sag Harbor Grand Villa w Pool near Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 7
Welcome to a one-of-a-kind property located off Deerfield Road in the desirable private community of Northside Hills, a ...
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From $4902 per night (USD)Expedia
Charming Bridgehampton Vacation Home on 2 acres, private heated pool,...
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Bridgehampton Jewel Charming Bridgehampton Vacation Home on 2 acres, private heated pool, minutes from beaches and fine ...
From $4902 per night (USD)Expedia
From $1332 per night (USD)VRBO
Post Modern on Mature Landscaping, Master Bedroom with Separate...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Northside Seclusion Post ...
From $1332 per night (USD)VRBO
From $973 per night (USD)Expedia
NEW LISTING! Chic, Affordably Priced Southampton home, convenient location.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Get a taste of the Hamptons life with this affordably priced Southampton home. 4 bedrooms, 3 full baths, sleeps 8. Ful ...
From $973 per night (USD)Expedia
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-Heated pool, bike to town .Coopers Beach-Pups Welcome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful, spacious property, heated pool, separate apartment for guests with deck and all outdoor furniture. Great loca ...
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From $821 per night (USD)VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Sag Harbor Oasis!! Beautiful 5 bedroom, 3.5BR home on private wooded lot with heated pool The home provides for ample ...
From $821 per night (USD)VRBO
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Charming 4-bedroom house with WiFi and AC in delightful Southampton
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-bedroom house is perfect for your escape to Southampton. Nestled in a tranquil neighborhood, our adorable propert ...
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HIDDEN GEM AVAILABLE FOR MD to LD! NEW SWIMMING POOL AND CENTRAL AIR!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
3 Minutes to Private Beach! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, immac ...
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From $4635 per night (USD)VRBO
New Hamptons House in Sag harbor + Pool + 8 bedroom
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
New house in Sag Harbor with pool. Everything is brand new. 8 bedrooms and 6.5 bathrooms. 6,000sf, 20x40 pool, very priv ...
From $4635 per night (USD)VRBO
From $2368 per night (USD)Expedia
Villa Emery
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 7
Experience Luxury at Villa Emery in Suffolk County Escape to Villa Emery, a luxurious retreat nestled in the serene lan ...
From $2368 per night (USD)Expedia
From $4995 per night (USD)VRBO
Villa Charlotte
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Experience Luxury at Villa Charlotte in Southampton Discover a haven of elegance and relaxation at Villa Charlotte, a p ...
From $4995 per night (USD)VRBO
From $1697 per night (USD)Expedia
Charming 2-bedroom house with WiFi and AC in wonderful Southampton
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Stay comfortably in Southampton at this 2-bedroom house. The property boasts 2 full beds, 2 bathrooms, and an additional ...
From $1697 per night (USD)Expedia
From $1608 per night (USD)VRBO
SOUTHAMPTON LUXURY 4 BED HOME WITH HEATED POOL AND CAC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre preserve, immaculately maintained. Minutes t ...
From $1608 per night (USD)VRBO
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Luxurious South Hampton village getaway
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 18
Embark on a luxurious summer retreat, where the charm of Southampton Village meets the serene beauty of nearby ocean bea ...
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From $302 per night (USD)VRBO
Charming Bridgehampton cottage on 4.5 acre Estate
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Hayground House Cottage is a quaint, serenely private retreat nestled on a gated 4.5 acre historic park-like estate in B ...
From $302 per night (USD)VRBO
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Southampton Village near Main Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
SOUTHAMPTON VILLAGE. — Pristine newly renovated 2-bedroom 1-bath UPSTAIRS UNIT with private entrance and lovely outdoor ...
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From $2922 per night (USD)VRBO
Ultra Modern Bridgehampton Gem, Perfect Location, 6 Beds, Heated Pool, Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
First time being rented, available from August 1 to Labor Day! Ultra-modern, new construction gem in the perfect Hampton ...
From $2922 per night (USD)VRBO
From $1239 per night (USD)Expedia
Hamptons Modern Retreat NEW CONS
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
ARCH&Co® presents: ♥♥♥Hampton's Modern Barn Retreat NEW CONSTRUCTION! 6 bedroom suites, 6 bathrooms- pool with deck, ...
From $1239 per night (USD)Expedia