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From $2897 per night (USD)
VRBO
Spacious and Conveniently Located Home in Southampton / Water Mill
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Amazing location and home in the heart of Water Mill. 3 min from ocean beaches (Cooper's and Flying Point), 3 min from S ...
From $2897 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Southampton Oasis - 100 Steps From the Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience this intimate private beach community nestled on Peconic Bay. This newly renovated home is literally steps fr ...
From $411 per night (USD)
VRBO
From $6352 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 $6352 per night (USD)
VRBO
From $1869 per night (USD)
VRBO
South of Hwy Dream! Walk to Duck Walk Vineyard, Parrish Art Museum, and Lunch!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Rental Permit RP241274 FULL SUMMER PRICING *June 32k *July 45k *Aug - $50K - RENTED *WEEKLY -$13,000 per week with 2 we ...
From $1869 per night (USD)
VRBO
From $1150 per night (USD)
VRBO
Southampton July 1 to Sept 3,- 50k. Or 30k 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 $1150 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 Pricing
Expedia
Click For Pricing
VRBO
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 Pricing
VRBO
From $1288 per night (USD)
Expedia
Hamptons home with heated pool.
Bedrooms:
2
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 $1288 per night (USD)
Expedia
From $1408 per night (USD)
VRBO
AVAILABLE FOR US OPEN 2026 Pristine, tranquil, newly renovated Southampton gem
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Hello! Welcome to our beautiful Southampton home. **We are a 14 minute drive to Shinnecock Hills Golf Club for the 20 ...
From $1408 per night (USD)
VRBO
From $2023 per night (USD)
VRBO
COVETED Millfarm Lane -3 min to Southampton
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Modern, spacious, clean , professionally decorated family home w farm views on the border of Watermill / Southampton. HO ...
From $2023 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Beautiful renovated house water views located right across from 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 $676 per night (USD)
VRBO
From $1449 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 $1449 per night (USD)
VRBO
Click For Pricing
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 ...
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VRBO
From $877 per night (USD)
VRBO
HAMPTONS PRIVATE BEACH GETAWAY. 400 ft walk to private beach swimming area.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Unpretentious beach house located down the block from Little Peconic Bay seeks a tenant who wants to come and relax afte ...
From $877 per night (USD)
VRBO
From $1218 per night (USD)
VRBO
Shingled 1 Level Beauty Steps to Southampton Village Has it All!
Bedrooms:
3
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 $690 per night (USD)
Expedia
Southampton Retreat for Families with Heated Pool & Large Backyard
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly Renovated 3BR/3BA Retreat on Nearly an Acre – 1 Mile to the Bay Escape to this beautifully updated, stylish home i ...
From $690 per night (USD)
Expedia
From $1371 per night (USD)
VRBO
3 Story Contemporary
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Spacious 5 bedroom, three bathroom, contemporary Southampton home offers an open kitchen/ living room floor plan which i ...
From $1371 per night (USD)
VRBO
From $2762 per night (USD)
Expedia
Luxurious 6bd/4.5ba on 4 acres with pool & tennis
Bedrooms:
4
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 $2762 per night (USD)
Expedia
From $2190 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 $2190 per night (USD)
VRBO
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Expedia
Just a 15 minute walk to the Village of Southampton!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy the company of your friends and family in this beautiful, spacious back yard. Majestically surrounded by Mature ...
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Expedia
$Beautiful ,Sag Harbor 4 bedroom, 31/2 bath Heated Pool rental\n$
From $729 per night (USD)
VRBO
Beautiful ,Sag Harbor 4 bedroom, 31/2 bath Heated Pool rental\n
Bedrooms:
2
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 $729 per night (USD)
VRBO
From $3953 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 $3953 per night (USD)
VRBO
From $2252 per night (USD)
VRBO
Perfect fall family retreat in Water Mill with new Gym and Media Room
Bedrooms:
4
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 $2252 per night (USD)
VRBO
From $2029 per night (USD)
Expedia
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Our guests are treated to a beautiful and private, six-bedroom, four-bath estate surrounded by a walkable 600-acre natur ...
From $2029 per night (USD)
Expedia
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VRBO
Beautiful Home In Great Location
Bedrooms:
2
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 ...
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VRBO
From $2343 per night (USD)
VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2343 per night (USD)
VRBO
From $1705 per night (USD)
VRBO
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 $1705 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
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Expedia
From $518 per night (USD)
VRBO
Pools tennis gym golf pickelball
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Book soon ! Fun charming and updated bright and lovely chic 2 bedroom 3 bathroom condo minutes bike or drive to Southamp ...
From $518 per night (USD)
VRBO
From $1110 per night (USD)
VRBO
Southampton Summer Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful, bright, sunny home in Southampton. Just outside the village on a cul de sac, with a heated pool, fireplace, c ...
From $1110 per night (USD)
VRBO
From $5683 per night (USD)
VRBO
Southampton Village New Construction
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
New modern home with fantastic décor and amenities. Really enjoy your vacation in this stylish and feel good environment ...
From $5683 per night (USD)
VRBO
From $1325 per night (USD)
VRBO
Sag Harbor bayfront home you will not want to leave
Bedrooms:
3
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 $1325 per night (USD)
VRBO
From $2027 per night (USD)
VRBO
Southampton exclusive private location with beautiful heated salt water pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Welcome to the Hamptons! The perfect peaceful and quiet Hamptons getaway. Exclusive private location close to Sebonac Go ...
From $2027 per night (USD)
VRBO
From $3599 per night (USD)
VRBO
Southampton Village 5 minute walk to Main Steet 10 minute walk to Coopers Beach
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
This home offers state-of-the-art systems including Sonos, Honeywell Alarm, Radio-Ra, High-speed wifi, Cat-6 in every ro ...
From $3599 per night (USD)
VRBO
From $1704 per night (USD)
VRBO
Spacious Contemporary Home with Pool and Tennis
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This spacious and open older contemporary home has been recently updated, new pool liner, tennis court revamped, painted ...
From $1704 per night (USD)
VRBO
From $4227 per night (USD)
Expedia
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Bedrooms:
7
Bathrooms:
4
Sleeps:
6
This Just In! Please inquire about discounts for longer stays. Located in the prime, prestigious, heart of the Hampto ...
From $4227 per night (USD)
Expedia
From $1334 per night (USD)
VRBO
Beautiful shingle-style estate sited on one acre of land, fabulous outdoor...
Bedrooms:
5
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 $1334 per night (USD)
VRBO
From $2913 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 $2913 per night (USD)
VRBO
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VRBO
Spectacular Vineyard Setting in Watermill
Bedrooms:
2
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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VRBO
From $1734 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 $1734 per night (USD)
VRBO
From $1553 per night (USD)
VRBO
Gorgeous Southampton Village Charmer, French Country Style
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful picturesque French-country style house is minutes away from the beach, village shops and village tennis court, ...
From $1553 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $959 per night (USD)
VRBO
Classic Southampton Home 5BR, Pool, Jacuzzi
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: This stylishly decorated Classic Southampton Home is perfectly located in the historic and scenic town of South ...
From $959 per night (USD)
VRBO
Click For Pricing
Expedia
5+ Bedrooms , 4.5 Bathrooms Pet's OK, Water Mill
Bedrooms:
3
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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Expedia
From $8463 per night (USD)
VRBO
Everything in Hamptons special discount available for weekly and monthly renters
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Idyllic 9000 sq foot estate , centrally located , with everything one could desire. Beautifully decorated interior, wi ...
From $8463 per night (USD)
VRBO
From $840 per night (USD)
Expedia
Beautiful Southampton Country House
Bedrooms:
2
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 $840 per night (USD)
Expedia
From $1779 per night (USD)
VRBO
Summer Rental with Private Heated Pool &Tennis Near Beach & Village
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
A great home in a great location in the Village of Southampton. Home offers an open floor plan for entertaining. Home b ...
From $1779 per night (USD)
VRBO
From $1149 per night (USD)
VRBO
August Deal: Luxe w/ Pool, Private, Amazing Garden, Outdoor Kitchen, Game Room
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Experience classic Southampton luxury with a twist of playful charm at our Sanctuary by the Beach. This 4-bedroom, 5-bat ...
From $1149 per night (USD)
VRBO
From $977 per night (USD)
VRBO
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Sweet Retreat is set on nearly a half acre of land with a Huge Backyard, Large Living Room with Dining Area, an ...
From $977 per night (USD)
VRBO
From $945 per night (USD)
Expedia
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 $945 per night (USD)
Expedia
From $2628 per night (USD)
VRBO
Modern & New 4 Bedroom Home in Southampton with pool. Walk to Beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Modern. Sleek. Immaculate. Newly built in 2019. Designer furnished with 4 bedrooms all with en suite baths plus a powder ...
From $2628 per night (USD)
VRBO
From $1485 per night (USD)
VRBO
Avail 7/10-9/05! Gorgeous, classy 3 bdrm near beach, private pool, in Village!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Village of Southampton chic! Navy cedar-shingled 3 bedroom, 2.5 bath 2-story beach house w/ new, heated salt-water pool ...
From $1485 per night (USD)
VRBO
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VRBO
Heart of the Village Home Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Amazing Village home with charm in pristine condition. Play arcade, ping pong, enjoy the heated pool, walk to town or ju ...
Click For Pricing
VRBO
From $1594 per night (USD)
VRBO
Just renovated, Amazing oasis, heated pool-spa, between Sag Harbor -Southampton
Bedrooms:
5
Bathrooms:
4
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 $1594 per night (USD)
VRBO
From $1212 per night (USD)
VRBO
Luxury Southampton Village House
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Breathtaking in every way and in the heart of the historic side of Southampton Village. This South of the Highway, one o ...
From $1212 per night (USD)
VRBO
From $1475 per night (USD)
VRBO
Southampton Village Charmer - South of Highway
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
A beautifully renovated designer home in one of Southampton's most desirable locations. The house was recently completel ...
From $1475 per night (USD)
VRBO
From $1319 per night (USD)
VRBO
New Construction Modern Luxury Retreat w 6 Beds
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
SPECIAL NOTE: Kindly message us for weekly and monthly discounts. Escape to a lavish retreat with your loved ones and e ...
From $1319 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Secluded Hamptons Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Your private getaway, perfect for the Hampton Classic. Ample parking for trailers. Bright airy cottage high up in the t ...
From $606 per night (USD)
Expedia
From $1610 per night (USD)
VRBO
Idyllic views in Water Mill with pool and tennis
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $1610 per night (USD)
VRBO
From $970 per night (USD)
Expedia
Home page of Southampton Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming home in Southampton Village. Walking distance to Jobs Lane and Main Street Village shops. About a mile to the ...
From $970 per night (USD)
Expedia
From $2746 per night (USD)
VRBO
Southampton Village New Rental
Bedrooms:
10
Bathrooms:
8
Sleeps:
16
Great back yard with long swimming pool, outdoor gas grill and plenty of very comfortable outdoor seating, Every bedroo ...
From $2746 per night (USD)
VRBO
From $1028 per night (USD)
VRBO
Southampton - Plush, perfect and private!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
12 Balcomie Lane Southampton North, New York Just minutes away from Southampton Village and Sag Harbor and ocean and ba ...
From $1028 per night (USD)
VRBO
From $2152 per night (USD)
VRBO
Coastal Cabana minutes to village ocean beaches.
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
The most charming street in the village just a short 1 mile walk to the village and only 1.5 to village beaches! Our hom ...
From $2152 per night (USD)
VRBO
Click For Pricing
Expedia
5 bedroom all en-suite with Pool. August
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
August monthly rental for a discriminating family. 5 bedroom en-suite house with 6 bathrooms, heated pool, freshly paint ...
Click For Pricing
Expedia
From $1114 per night (USD)
VRBO
Private, Tennis and Pool Minutes to Southampton Village and Beaches
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
PLEASE CONTACT HOMEOWNER BEFORE BOOKING THIS HOME. THIS HOME DOES NOT ALLOW INSTANT BOOKING: Kathleen/katdoherty1@gmail ...
From $1114 per night (USD)
VRBO
From $594 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 $594 per night (USD)
VRBO
Click For Pricing
VRBO
Cute & cozy WATERFRONT 3 bedroom cottage in Southampton
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
You can't beat the view and location of this cute Southampton 'beach shack!' With 3 bedrooms, (2 queen beds and 2 twins) ...
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VRBO
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Expedia
Family friendly and group trip friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This stylish place to stay is perfect for group trips or family vacations. Recently updated, home boasts a brand new eat ...
Click For Pricing
Expedia
From $1826 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 $1826 per night (USD)
VRBO
Click For Pricing
Expedia
Southampton watermill estate $3900.00 per night
Bedrooms:
6
Bathrooms:
6
Sleeps:
8
From the the time you arrive thru the wrought iron gates to this magnificent watermill estate you know you are at a very ...
Click For Pricing
Expedia
From $903 per night (USD)
VRBO
Cheerful 4 Bedroom 2 Bath Southampton Home
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax in this peaceful house located 10 minutes from Southampton Village and 14 minutes from Coopers Beach. Complete wit ...
From $903 per night (USD)
VRBO
Click For Pricing
Expedia
Pristine Southampton Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
5
This is a beautiful home with a huge wall of windows and tons of sunlight, nestled in the trees on a quiet cul de sac ro ...
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Expedia
From $1123 per night (USD)
VRBO
SECLUDED OASIS ON 4+ ACRES ON PRIVATE ROAD
Bedrooms:
6
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 $1123 per night (USD)
VRBO
From $2310 per night (USD)
VRBO
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
Bedrooms:
7
Bathrooms:
6
Sleeps:
16
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Towd Terrific ...
From $2310 per night (USD)
VRBO
From $1463 per night (USD)
VRBO
Idyllic quiet retreat, golf course views, newly renovated in Hamptons style.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Peaceful Quiet retreat in Southampton with golf course views, tastefully renovated, very sunny and spacious. Newly Ren ...
From $1463 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Huge Backyard, Large Living Room with Dining Area, Large Den with Built-In...
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Hampton Classic Huge Bac ...
From $479 per night (USD)
VRBO
From $1782 per night (USD)
VRBO
Live on the Water: Dock, Beach, Boat, Kayak & Fish
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
One mile from the beach, this child-friendly waterfront Southampton home is a perfect family destination. Ready for wate ...
From $1782 per night (USD)
VRBO
From $1164 per night (USD)
VRBO
Private 2.1 acre gated home with heated pool and tennis & pickleball court
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Set on 2.1 acres, this gated, contemporary home offers a private retreat for family. Situated at the end of a cul-de-sac ...
From $1164 per night (USD)
VRBO
From $794 per night (USD)
VRBO
Charming Village home in the heart of Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your summer in this charming, newly designer decorated home, situated in the heart of Southampton Village. Conveni ...
From $794 per night (USD)
VRBO
Click For Pricing
Expedia
Airy Luxury Hamptons Retreat with Heated Pool!
Bedrooms:
1
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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Expedia
From $5794 per night (USD)
VRBO
Hamptons Oasis 7Bed/7.5 Bath w Pool, Hot Tub and Tennis
Bedrooms:
7
Bathrooms:
7
Sleeps:
10
Idyllic 8500 sq foot estate , centrally located , with everything one could desire. Beautifully decorated interior, with ...
From $5794 per night (USD)
VRBO
From $2299 per night (USD)
Expedia
Modern Traditional Waterfront & Waterviews in Southampton
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Ground floor master suite, chef's kitchen, indoor/outdoor fireplace, waterfront, waterviews throughout, sun/party roofde ...
From $2299 per night (USD)
Expedia
From $4609 per night (USD)
VRBO
Family Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Centrally located Village home. Walking distance to town and close to the beach. Comfortable living space. With 4 Kin ...
From $4609 per night (USD)
VRBO
From $3252 per night (USD)
VRBO
Luxe Summer House Rental w/ Heated Saltwater Pool; Walk to Beach and Golf.
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Luxurious New Home with Heated Swimming Pool Centrally Located in the Hamptons: This oasis is AVAILABLE FOR 2-4 WEEKS I ...
From $3252 per night (USD)
VRBO
From $1554 per night (USD)
VRBO
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Bedrooms:
8
Bathrooms:
7
Sleeps:
16
Huge 6,600 square feet house a block from Peconic Bay. Equidistant from Sag Harbor and Southampton villages. About a t ...
From $1554 per night (USD)
VRBO
From $1588 per night (USD)
Expedia
Secluded Kid friendly Hampton’s home
Bedrooms:
4
Bathrooms:
6
Sleeps:
8
Beautiful kid friendly home with in-laws suite above second family room. Flat fenced in backyard with new pool. wake up ...
From $1588 per night (USD)
Expedia
Click For Pricing
VRBO
Centrally located Water Mill home near towns and beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 Bedroom 3.5 bedroom home in Watermill situated among Water Mill farmland. Borders 30 acre reserved property with rear ...
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VRBO
From $1343 per night (USD)
VRBO
Gorgeous 4 bed 3 bath home with Pool - walking distance to beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy a serene Hamptons holiday in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, ...
From $1343 per night (USD)
VRBO
Click For Pricing
VRBO
Southampton condo close to beach and village
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly updated and renovated 2 bedroom 2,5 bath condo with patio and fully equipped kitchen, amenities include tennis cou ...
Click For Pricing
VRBO
From $1557 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 $1557 per night (USD)
VRBO
From $581 per night (USD)
VRBO
Village gem walk to Main Street fenced in property
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you ...
From $581 per night (USD)
VRBO
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Expedia
Private family getaway
Bedrooms:
5
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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Expedia
From $2105 per night (USD)
VRBO
Sunny Pool/Tennis Gather
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Great house for friends and family to gather. Large open spaces with living room plus TV area. Central pool area is in ...
From $2105 per night (USD)
VRBO
From $1788 per night (USD)
VRBO
Southampton Village South, less than a mile to the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Charming cape on a half acre in a very quiet neighborhood south of the highway in Southampton Village. New heated saltw ...
From $1788 per night (USD)
VRBO
From $4761 per night (USD)
VRBO
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
Welcome to The Water Millin’ House — a private, luxury 7 bedroom + bunk room Hamptons retreat with a heated saltwater po ...
From $4761 per night (USD)
VRBO
$\THE WAVE\ is a Modern home that is the ideal retreat for Hamptons living.$
From $2301 per night (USD)
VRBO
\"THE WAVE\" is a Modern home that is the ideal retreat for Hamptons living.
Bedrooms:
4
Bathrooms:
4
Sleeps:
7
Located south of the highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey Modern home that is ...
From $2301 per night (USD)
VRBO
From $2336 per night (USD)
VRBO
Hamptons Escape
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Experience luxury at its finest in this stunning retreat house located in the heart of Southampton/Watermill Horse Count ...
From $2336 per night (USD)
VRBO
From $6534 per night (USD)
VRBO
GORGEOUS, 10K SF PRIVATE VILLA - Seasonal rental only.
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Offered for the very first time this season, we pride ourselves on providing the ultimate hospitality and comfort and th ...
From $6534 per night (USD)
VRBO

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