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From $2220 per night (USD)
VRBO
Hamptons Retreat ☀️ 5 bed 4 bath, salt water pool, gym, walk to water 🏖sleep10
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Style and Peaceful Privacy in Southampton Bordered by a 9.5 acre conservation reserve and hidden down a 125 ft flag driv ...
From $2220 per night (USD)
VRBO
From $3215 per night (USD)
Expedia
Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living...
Bedrooms:
7
Bathrooms:
8
Sleeps:
13
Southampton Village Sensation Contemporary Residence on .43 Acres, Spacious Indoor and Outdoor Living Spaces, Block fro ...
From $3215 per night (USD)
Expedia
From $575 per night (USD)
VRBO
Large Room w use of pool/tennis in Spacious home
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This spacious contemporary home is comfortable and fun. Your bedroom is large and has a bathroom. The house has a grea ...
From $575 per night (USD)
VRBO
From $2420 per night (USD)
Expedia
Modern and Sleek Contemporary Home, open floor plan, indoor and outdoor...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Hidden Cove Modern and Sleek Contemporary Home, open floor plan, indoor and outdoor entertainment or relaxation! 4BR/4 ...
From $2420 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Bright & Modern Pool House
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The unique landscape of this compound creates distinct areas for relaxation creating the effect of being nestled into th ...
From $545 per night (USD)
VRBO
From $1031 per night (USD)
VRBO
BRAND NEW Modern 4 BR/3BA w/pool in waterfront community.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This home boasts a stunning chef's kitchen complete with stainless appliances, marble counter-tops, and a large island w ...
From $1031 per night (USD)
VRBO
From $3692 per night (USD)
VRBO
Beach 4 miles Town 2 miles Chef Gym Pelotons Heated Pool hot tub firepits
Bedrooms:
5
Bathrooms:
7
Sleeps:
20
*We can only accommodate longer term rentals in Weekly & Monthly increments due to Southampton rental code restrictions. ...
From $3692 per night (USD)
VRBO
From $928 per night (USD)
VRBO
Tranquility at the Water’s Edge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
About this space: (Instagram: TowdPointLanding) Please read reviews for "Tranquility at the Water's Edge" on 'that oth ...
From $928 per night (USD)
VRBO
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VRBO
Cozy Cottage in Southampton
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cozy Cottage in Southampton. Kick back and enjoy this wonderful and beautifully RH designed furniture. The amazing lands ...
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VRBO
From $695 per night (USD)
Expedia
Catherine’s Place
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Farmhouse meets the bay in a beach comminity. Includes, tennis, basketball courts, private beach passes, 5-10 minutes wa ...
From $695 per night (USD)
Expedia
From $3045 per night (USD)
VRBO
Modern Southampton / Watermill Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Centrally located between Southampton and Sag Harbor villages and close to bay beaches, this recently completed modern a ...
From $3045 per night (USD)
VRBO
From $3047 per night (USD)
Expedia
Southampton Summer Bayfront + Heated Saltwater Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Discover the extraordinary allure of Southampton's Edgemere Estate, a sanctuary that epitomizes grandeur and tranquility ...
From $3047 per night (USD)
Expedia
$\ The Bungalow\ Southampton Village - walk to town, train, Jitney$
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VRBO
\" 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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VRBO
From $3754 per night (USD)
Expedia
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
This one of a kind property runs against the backside of Duckwalk Vineyards and is just a short 5-minute walk to wine ta ...
From $3754 per night (USD)
Expedia
From $4559 per night (USD)
VRBO
Ultimate Hamptons luxury with Private Tennis and Pool
Bedrooms:
7
Bathrooms:
8
Sleeps:
20
Don't miss out on the best rental with tennis, new deck, and pool on a sprawling 5-acre property! Stunning and Very Priv ...
From $4559 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Beautiful newly renovated house with hot tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
New to the rental market, this beautiful house with lots of privacy on 2.3 acres with a large, heated saltwater pool, gr ...
From $776 per night (USD)
Expedia
Click For Pricing
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 ...
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VRBO
From $2079 per night (USD)
Expedia
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 $2079 per night (USD)
Expedia
From $970 per night (USD)
VRBO
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)
VRBO
From $2746 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
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VRBO
From $945 per night (USD)
Expedia
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 $945 per night (USD)
Expedia
From $1476 per night (USD)
VRBO
Walk to the Village! Charming modern farmhouse.
Bedrooms:
2
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 $1476 per night (USD)
VRBO
From $1771 per night (USD)
Expedia
Southampton Village Renovated Sun-filled Charming Home, Heated Salt water 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 $1771 per night (USD)
Expedia
From $1587 per night (USD)
VRBO
Gorgeous Brand New Modern Farmhouse
Bedrooms:
5
Bathrooms:
5
Sleeps:
11
This Board and Batten Napa Farmhouse sits on 2/3 of landscaped acreage to be completed by May 31st of 2020. This is the ...
From $1587 per night (USD)
VRBO
From $2306 per night (USD)
Expedia
Beautiful Southampton Village home, new reno, Heated pool!
Bedrooms:
2
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 $2306 per night (USD)
Expedia
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VRBO
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Southampton Village Oasis Contemporary Southampton Village Home Walking Distance to Town, Pool, Perfect for Families or ...
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VRBO
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Expedia
Premium Hamptons location minutes from ocean or bay beaches ,
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Comfortable 3 Br home located on a magnificent 2acre property with a heated salt water lap pool Airy and bright home wit ...
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Expedia
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VRBO
Village Gem - July 4th Special
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Traditional home with all modern amenities. Private garden with heated gunite pool. Walk to shops and restaurants. ...
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VRBO
From $1897 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 $1897 per night (USD)
VRBO
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VRBO
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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VRBO
From $1579 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 $1579 per night (USD)
Expedia
From $3084 per night (USD)
VRBO
Yellowstone In The Hamptons ~ 18-Acre Estate Surrounded By A Nature Preserve
Bedrooms:
7
Bathrooms:
4
Sleeps:
8
This Just In! Book Now! Plus Huge discount for longer stays - 1 Week or More 15% off and more than 28 days 20% off Loca ...
From $3084 per night (USD)
VRBO
From $1356 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 $1356 per night (USD)
VRBO
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VRBO
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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VRBO
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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
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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 $546 per night (USD)
Expedia
Tucked into the quiet woods of Sag Harbor.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Want to wake up with the sound of birds and breeze passing through the trees? Come spend a night in this cozy cottage tu ...
From $546 per night (USD)
Expedia
From $1090 per night (USD)
VRBO
Comfortable, peaceful, beautiful and a short drive to beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This house in Southampton is a place of simple beauty, great comfort, peace on a quiet block away from traffic and noise ...
From $1090 per night (USD)
VRBO
From $1581 per night (USD)
Expedia
Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm...
Bedrooms:
5
Bathrooms:
6
Sleeps:
13
Meadow's Edge Fully Renovated and Re-Designed Water Mill Home with Sweeping Horse Farm Views, Perfect for Families 6BR ...
From $1581 per night (USD)
Expedia
From $1587 per night (USD)
VRBO
Welcome to a Beautiful 4 bd 4.5 bth located in a secluded area of Southampton.
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
A 3500 + Sq Ft family oriented Home located in a secluded area of Southampton. It boast a beautiful pool, Hot Tub, Bocce ...
From $1587 per night (USD)
VRBO
From $1462 per night (USD)
Expedia
Minutes from the beach, brand new 4 bedroom
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Miller Manor! - Newly renovated - Family friendly - Fully fenced in yard - Central air - 4 bed, 3 bath retrea ...
From $1462 per night (USD)
Expedia
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VRBO
This stunning 5-bedroom house in Southampton is a must see
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Nestled in Southampton, this delightful 6,000 sq. ft. house boasts 5 bedrooms - 2 king beds, 2 queen beds, and 1 twin be ...
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VRBO
$Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.$
From $553 per night (USD)
Expedia
Cozy 2-bedroom townhome in Southampton 1 1/2 miles from village.\nMany amenities.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this charming townhome in Southampton. This beautiful property offers a spacious and comfortable end unit wit ...
From $553 per night (USD)
Expedia
From $3435 per night (USD)
VRBO
Hamptons Peak Tranquility • Iconic Retreat
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Discover a remarkable retreat in Water Mill, spanning over 9 acres in the Hamptons. Situated uniquely at 300 feet above ...
From $3435 per night (USD)
VRBO
From $4647 per night (USD)
Expedia
Relax and unwind at this gorgeous and tranquil estate in a desirable area...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Forever Farm Views Relax ...
From $4647 per night (USD)
Expedia
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VRBO
Modern Luxury • Private Escape
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Escape to this luxurious, design-forward Southampton retreat! Featuring 4 spacious bedrooms + 2 bonus rooms, sleek inter ...
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VRBO
From $1771 per night (USD)
Expedia
Renovated Hilltop Villa on 2-Acre Gated Property
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Nestled atop a hill in the heart of Water Mill, the beautiful interiors of this quiet 5-bed / 4-bath modern home are ins ...
From $1771 per night (USD)
Expedia
From $889 per night (USD)
VRBO
Charming 3-bedroom house in enchanting Southampton Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Unwind in Southampton at this adorable house. With 3 cozy bedrooms including a king, queen, and twin bed, guests can rel ...
From $889 per night (USD)
VRBO
From $1154 per night (USD)
Expedia
Peaceful 6 BR/4BA Southampton Getaway with hot tub and pool
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Southampton is waiting for you at this 6-bedroom house. With 1 king bed, 2 twin beds, 1 full bed, and 2 queen beds, this ...
From $1154 per night (USD)
Expedia
From $2109 per night (USD)
VRBO
Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Southampton Village Classic Spacious Southampton Home Minutes to Town, Private Pool, Perfect for Families 4BR/3BA: pri ...
From $2109 per night (USD)
VRBO
From $1878 per night (USD)
Expedia
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 $1878 per night (USD)
Expedia
From $2146 per night (USD)
VRBO
Stunning, Contemporary Southampton Home Near Town Beaches and Downtown
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Wonder Stunn ...
From $2146 per night (USD)
VRBO
From $627 per night (USD)
VRBO
Contemporary Southampton getaway, private heated pool, backed to wood...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Southampton Wooded Sensat ...
From $627 per night (USD)
VRBO
From $1494 per night (USD)
VRBO
Stately traditional home with open floorplan and private pool in coveted...
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Seasons Lane Sensation Stately traditional home with open floorplan and private pool in coveted Southampton Village. 5 ...
From $1494 per night (USD)
VRBO
From $1266 per night (USD)
Expedia
Recently-Renovated Home in Heart of Southampton, Open Floor Plan with...
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Stunning Southampton Village Ranch Recently-Renovated Home in Heart of Southampton, Open Floor Plan with Gourmet Island ...
From $1266 per night (USD)
Expedia
From $1996 per night (USD)
VRBO
Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Noyac Elegance Array of Beautiful Landscaping, Free-Form Pool and Hot Tub, Warm and Well-Lit Interior 5BR/4.5BA 1.8 Ac ...
From $1996 per night (USD)
VRBO
From $1032 per night (USD)
Expedia
Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and...
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Southampton w/ Tennis & Pool Open Floor Plan, Private Tennis Court, Close to Ocean Beaches and Southampton Village 5BR ...
From $1032 per night (USD)
Expedia
From $2229 per night (USD)
VRBO
Spacious Home in Southampton with Pool and Neighborhood Tennis, Private...
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Southampton Escape Spacious Home in Southampton with Pool and Neighborhood Tennis, Private Street, Perfect for Families ...
From $2229 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Beautiful Home In SH Village!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy this charming home perfectly located within a 3 minute drive or 10 minute walk to Main Street Southampton, grocery ...
From $551 per night (USD)
VRBO
From $5599 per night (USD)
VRBO
New Construction in Southampton with Poolhouse
Bedrooms:
6
Bathrooms:
7
Sleeps:
15
This 5000 sqft 7 bedroom, 6 bath new construction features an incredible open-concept floor plan with a generous gourmet ...
From $5599 per night (USD)
VRBO
From $917 per night (USD)
VRBO
Summer in the Hamptons
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Delightful and rare 4bedroom home in Southampton Commons available for Summer rental. The Space: The largest o ...
From $917 per night (USD)
VRBO
From $10477 per night (USD)
VRBO
Seven Ponds Villa by Rove | 7BR Home w/Heated Pool
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Summary: Welcome to Seven Ponds Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality ...
From $10477 per night (USD)
VRBO
From $2199 per night (USD)
VRBO
Dumar Villa by Rove - 6BR Family Home with Pool & Outdoor Spaces
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Summary: Welcome to Dumar Villa, a Rove Travel Home! Rove offers beautifully designed residences with the quality and c ...
From $2199 per night (USD)
VRBO
From $1071 per night (USD)
VRBO
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
In the Heart of SH Village, Salt Water Heated Pool with Incredible Outdoor Space Immaculate, charming ranch home surroun ...
From $1071 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Water Mill, charming country cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy cottage is part of a wonderful compound in Water Mill. The cottage features a living room, a bright and light ...
From $548 per night (USD)
VRBO
From $811 per night (USD)
VRBO
Think Big Blue Skies, 4 Bedroom, 4 Bath Water Mill
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This rental doesn't come on the market very often, as usually leases turn into long term leases. Next availability star ...
From $811 per night (USD)
VRBO
From $2878 per night (USD)
VRBO
Ideal for family: pool, park, tennis, mins from Southampton Village/Beaches
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Set on a corner lot across from open park area in Southampton Meadows, you will enjoy the most beautiful sunsets, playgr ...
From $2878 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Cozy 3 Bedroom Southampton Village Oasis
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to your beach chic haven in Southampton Village, where contemporary luxury meets timeless elegance. Unwind in the ...
From $471 per night (USD)
VRBO
$Southampton Village Family Tradition, Private Oasis\nAvailable Dates August 24-28$
From $1646 per night (USD)
Expedia
Southampton Village Family Tradition, Private Oasis\nAvailable Dates August 24-28
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Relaxation starts right here in this beautiful location. Private, quiet, delightful. Attention to detail welcomes gues ...
From $1646 per night (USD)
Expedia
From $4537 per night (USD)
VRBO
The Prospect Estate - Spacious Historic House minutes from SH Village
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
AVAILABILITY NOTICE : PLEASE INQUIRE FOR MOST UP-TO-DATE AVAILABILITY BEFORE MAKING A "RESERVATION REQUEST". POSTED CALE ...
From $4537 per night (USD)
VRBO
From $6284 per night (USD)
VRBO
9 Bedroom Water Mill Estate
Bedrooms:
12
Bathrooms:
9
Sleeps:
16
Luxurious 13,000 square foot estate features 9 bedrooms and12.5 baths in the heart of Water Mill farmlands. All bedrooms ...
From $6284 per night (USD)
VRBO
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VRBO
Cozy, Coastal, Colorful, Cottage. Great for beach lovers and families.
Bedrooms:
2
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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VRBO
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Expedia
Tranquil Sag Harbor Retreat with water sunset views and access steps away
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Wonderful Sag Harbor/Noyac home for rent, with pool, tennis, views of Peconic Bay and access to secluded beach just 150' ...
Click For Pricing
Expedia
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 $546 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 $546 per night (USD)
VRBO
From $1117 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 $1117 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 $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
From $2266 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 $2266 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 $3120 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 $3120 per night (USD)
VRBO
From $1401 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 $1401 per night (USD)
VRBO
From $1047 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 $1047 per night (USD)
VRBO
From $1779 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 $1779 per night (USD)
VRBO
From $980 per night (USD)
VRBO
Escape and enjoy a peaceful vacation at this Southampton Estate with Pool...
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Please note that a reservation for this property needs to be approved before it is confirmed. Whites Lane Escape Escap ...
From $980 per night (USD)
VRBO
From $1153 per night (USD)
VRBO
Quiet Hamptons- Water Mill Retreat - Close to town & beach
Bedrooms:
2
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 $1153 per night (USD)
VRBO
From $5912 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 $5912 per night (USD)
VRBO
From $1622 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 $1622 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 ...
Click For Pricing
VRBO
From $2326 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 $2326 per night (USD)
VRBO
From $2808 per night (USD)
VRBO
Sag harbor/ Bridgehampton High End Furniture House 5 bed/7ba w POOL very private
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
LUXURY Sag Harbor 5/6 bedroom House. Mature Families only, no party groups , 2 weeks minimum (may consider to do weekly ...
From $2808 per night (USD)
VRBO
From $669 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 $669 per night (USD)
VRBO
From $4027 per night (USD)
VRBO
Relaxed and tasteful Watermill home with resort amenities on 3.25 acres
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
2 master bedrooms plus plenty of sleeping space for kids. Heated pool, tennis and pickle ball court, abundant flagston ...
From $4027 per night (USD)
VRBO
From $1436 per night (USD)
VRBO
Chic Southampton Home, close to Village and Ocean Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Situated privately on a quiet road sits this crisp newly renovated three bedroom, two and one half bath contemporary hou ...
From $1436 per night (USD)
VRBO
From $382 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 $382 per night (USD)
VRBO
From $1121 per night (USD)
Expedia
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Fully remodeled 6 bedroom 5.5 Bath house. •Modern, clean, and spacious •Quiet, comfortable, and peaceful •Lots of out ...
From $1121 per night (USD)
Expedia
From $2222 per night (USD)
VRBO
Luxury - 5 bdrs, 6 baths, Tennis Crt, Heated Pool, Basketball, Hot tub, 2.4 acrs
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Stunning Modern Estate in Sag Harbor – Fully Renovated in 2023-24 Welcome to your private oasis in Sag Harbor. This lux ...
From $2222 per night (USD)
VRBO
From $2342 per night (USD)
VRBO
Incredible Location, Family and Dog Friendly , minutes to flying point
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $2342 per night (USD)
VRBO

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