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From $1420 per night (USD)
VRBO
NEW CONSTRUCTION ON 4+ SECLUDED ACRES
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 $1420 per night (USD)
VRBO
From $2481 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 $2481 per night (USD)
VRBO
From $1159 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 $1159 per night (USD)
VRBO
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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 $5909 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 $5909 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
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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
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 $1558 per night (USD)
Expedia
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 $1558 per night (USD)
Expedia
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VRBO
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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VRBO
From $1885 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 $1885 per night (USD)
VRBO
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VRBO
Hamptons Cottage with Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-l ...
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VRBO
From $5871 per night (USD)
Expedia
Luxury 7BR Hamptons Estate – Prime Central Location, Mins to Beach & Horse Show
Bedrooms:
7
Bathrooms:
8
Sleeps:
14
Book at our luxury Southampton/Water Mill estate and receive complimentary early check-in, regular housekeeping during y ...
From $5871 per night (USD)
Expedia
$\THE WAVE\ is a Modern home that is the ideal retreat for Hamptons living.$
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 $2452 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 $2452 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Southampton Luxury Estate with Pool, Sunset Bay Views & Resort-Style Backyard
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Little Peconic Bayview Southampton Luxury Estate with Pool, Sunset Bay Views & Resort-Style Backyard 5BD/5BA: Private ...
From $671 per night (USD)
VRBO
From $1285 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 $1285 per night (USD)
VRBO
From $4038 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 $4038 per night (USD)
VRBO
From $1230 per night (USD)
VRBO
Hampton Beach Barn w/ Infrared Sauna and Heated Pool - Dog friendly.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $1230 per night (USD)
VRBO
$\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis/PB$
From $1175 per night (USD)
VRBO
\nGorgeous Southampton Home- Pool, Spa, Putting Green, Walk to Beach & Tennis/PB
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Indulge in a fabulous stay at a luxurious beach house in a private community in Southampton. This home features five bea ...
From $1175 per night (USD)
VRBO
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Expedia
NEW LISTING : SOUTHAMPTON PRIVATE HOME!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful Southampton home with 4 bedrooms and 3 full baths! Private one acre lot backing to a preserve area. Home has ...
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Expedia
From $3754 per night (USD)
VRBO
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)
VRBO
From $1482 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 $1482 per night (USD)
VRBO
From $3523 per night (USD)
VRBO
Heated Pool and Tennis Court
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Gorgeous like new condition open-floor plan home in the heart of the Hamptons. Close to everything; Flying Point Beach, ...
From $3523 per night (USD)
VRBO
From $6804 per night (USD)
VRBO
Exclusive Bridgehampton Retreat - Private Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
This exquisite 6 Bedroom / 6.5 Bathroom house is immaculately appointed throughout to provide you with every possible lu ...
From $6804 per night (USD)
VRBO
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VRBO
Chic Beach House in the Village of Southampton
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
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VRBO
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VRBO
Beautiful home & backyard oasis in Southampton Village-Walk to town/Jitney/beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This gorgeous, recently renovated and updated 3 bedroom/3 full bathroom house is the perfect setting for your summer par ...
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VRBO
From $721 per night (USD)
VRBO
Like Tuscany, private Vineyard Home, Southampton
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $721 per night (USD)
VRBO
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Expedia
Sag Harbor Modern Oasis
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Luxury 5 bedroom, 3 1/2 bathroom home is designed around a central courtyard / pool area. Grill and contemporary seating ...
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Expedia
From $915 per night (USD)
VRBO
Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Water Mill Wooded Escape Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living Areas with Modern Am ...
From $915 per night (USD)
VRBO
From $1550 per night (USD)
VRBO
Private chic 3BR/2.5BA Hamptons cottage with pool - South of Highway
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This exquisitely renovated summer beach cottage is nestled down a quiet lane in the West Mecox Bay waterfront community ...
From $1550 per night (USD)
VRBO
From $3453 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 $3453 per night (USD)
VRBO
$\ The Bungalow\ Southampton Village - walk to town, train, Jitney$
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Expedia
\" 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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Expedia
From $1637 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 $1637 per night (USD)
VRBO
$Amazing winter get away, \\ Gym. Hot tub. Special Offer for Dec, Jan. Feb, March$
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Expedia
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 ...
Click For Pricing
Expedia
From $1055 per night (USD)
VRBO
Bright Beautiful Southampton - 4 Br near village 5 min & ocean beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our Southampton 4 bedroom classic shingle home with stylish decor is ideally located near Southampton Village (5 minutes ...
From $1055 per night (USD)
VRBO
From $3441 per night (USD)
VRBO
Luxury Private Water Mill Home w/ pool - 14 day rental 8/22-9/5 2022
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
12 min. from beach. Located at the end of a dead end street, down a long private drive overlooking the expansive grounds ...
From $3441 per night (USD)
VRBO
From $714 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 $714 per night (USD)
VRBO
From $1401 per night (USD)
VRBO
Charming Cozy Southampton Village House 4 minutes from the Beach
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Cozy, spacious charming Southampton Village house great for families and friend groups. The house is 2 minutes from eit ...
From $1401 per night (USD)
VRBO
From $7067 per night (USD)
VRBO
New Luxury Southampton Village Estate- Walk to town! Avail Dates in August!
Bedrooms:
9
Bathrooms:
7
Sleeps:
12
Pristine, 8,000 square foot, brand new home complete with all new furnishings located on a gorgeous sprawling acre lot i ...
From $7067 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 $1833 per night (USD)
VRBO
Beautifully Restored Barn, Open First Floor Plan, Historic Charm and...
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Please note that a reservation for this property needs to be approved before it is confirmed. Ocean Road Escape Beauti ...
From $1833 per night (USD)
VRBO
From $2029 per night (USD)
VRBO
Tastefully Furnished with Upgraded Amenities, Lush Landscaping, Minutes...
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Please note that a reservation for this property needs to be approved before it is confirmed. Dream on Elm Street Tast ...
From $2029 per night (USD)
VRBO
From $839 per night (USD)
VRBO
Modern Hamptons Farmhouse on Beautiful Horse Farm
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Located in the heart of the Hamptons in Watermill, NY, the neighborhood offers the best of the Hamptons. The home is on ...
From $839 per night (USD)
VRBO
From $928 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 $928 per night (USD)
Expedia
From $2364 per night (USD)
VRBO
Beautiful, Spacious, Private, Family- Friendly Home In Water Mill (4000 SF)
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Enjoy over 60 acres of protected farmfield vistas from this charming and recently renovated 5-bedroom Hampton home. Priv ...
From $2364 per night (USD)
VRBO
From $1753 per night (USD)
Expedia
Post Modern on Mature Landscaping, Master Bedroom with Separate...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please note that a reservation for this property needs to be approved before it is confirmed. Northside Seclusion Post ...
From $1753 per night (USD)
Expedia
From $1019 per night (USD)
VRBO
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 $1019 per night (USD)
VRBO
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Expedia
-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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Expedia
From $2885 per night (USD)
VRBO
Luxury French Villa in Water Mill
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
SEND AN INQUIRY FOR OFF SEASON & EXTENDED STAY SPECIALS! Welcome to this new custom built home in the highly coveted ha ...
From $2885 per night (USD)
VRBO
From $7135 per night (USD)
Expedia
ELEGANT HAMPTONS RETREAT W/ PRIVATE POOL, SERENE SETTING, ON QUIET STREET,...
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Tiffany Elegance ELEGANT HAMPTONS RETREAT W/ PRIVATE POOL, SERENE SETTING, ON QUIET STREET, WITH OPEN FLOOR PLAN 4BR/4 ...
From $7135 per night (USD)
Expedia
From $1022 per night (USD)
VRBO
1770's Honeymoon Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
3
A 1770 country cottage with a modern twist set back on a sprawling 1.5 acres of green lawn. Welcome to our magical oa ...
From $1022 per night (USD)
VRBO
From $2728 per night (USD)
Expedia
YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
You can watch the sunrise in this custom built stucco villa with circular driveway, wrought iron gate and open large yar ...
From $2728 per night (USD)
Expedia
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VRBO
Bridgehampton Private
Bedrooms:
6
Bathrooms:
5
Sleeps:
14
Backed against thousands of acres of private state forest and at the end of a long driveway off a beautiful country road ...
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VRBO
$BRIDGEHAMPTON Enchanted Home \nSouth of Highway Private and Peaceful$
From $2273 per night (USD)
VRBO
BRIDGEHAMPTON Enchanted Home \nSouth of Highway Private and Peaceful
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Perfect home and pool with enchanting landscape on 1.2 private acres on quiet cul-de-sac, 1/2 mile south of the highway ...
From $2273 per night (USD)
VRBO
From $2911 per night (USD)
VRBO
Newly Built 6 Bed/5.5 Bath Modern Farmhouse with Pool and Hot tub
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Just completed construction Summer 2022! Gorgeous 6 bedrooms, 5.5 baths, designer decorated, perfect for a large or mul ...
From $2911 per night (USD)
VRBO
From $1312 per night (USD)
VRBO
Water mill cottage on a 5 acre estate near beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cottage on a beautiful estate with with fenced in swimming pool and own driveway access. Private cottage and beautiful ...
From $1312 per night (USD)
VRBO
From $7998 per night (USD)
VRBO
Six Bedroom Designer Home Southhampton
Bedrooms:
7
Bathrooms:
6
Sleeps:
10
Summary: (Currently by Request Only; contact us for date requests) This custom home sits on 0.60 of an acre and feature ...
From $7998 per night (USD)
VRBO
From $965 per night (USD)
VRBO
SH Village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Southampton Village Cheerful 3 bed cottage with a private heated pool and community tennis walk to town beach and rest ...
From $965 per night (USD)
VRBO
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VRBO
5,200 sf Sag Harbor Grand Villa w Pool near Beach
Bedrooms:
4
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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VRBO
From $3283 per night (USD)
Expedia
LABOR DAY WEEK Special.Luxury Water Mill S.Mecox Bay/Pool/Dock/Fabulous Gardens
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
A gem in one of the most lovely, private areas of the Hamptons, tucked between Southampton and Bridgehampton, south of t ...
From $3283 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful Waterfront Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Spacious 3 BR 3.5 Bath with large dining space, A/V in all rooms and deck, and easy access to all Water Mill, Southampto ...
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VRBO
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Expedia
Beautiful Hamptons Home
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Conveniently located between Sag Harbor and Bridgehampton this beautiful home sits on 2.3 acres. Large back porch well s ...
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Expedia
From $5465 per night (USD)
VRBO
Stunning fall sunsets, coveted location on Mecox Bay - recently furnished
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Newly furnished, this 5,000 SF+/- Italian villa style residence is situated on 1-acre+/- and comprises of 6 bedrooms and ...
From $5465 per night (USD)
VRBO
From $790 per night (USD)
Expedia
Southampton Beach & Town Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Charming family friendly beach cottage with large pool. Walking distance to Village of Southampton’s fine dining and sto ...
From $790 per night (USD)
Expedia
From $16581 per night (USD)
VRBO
Stunning Southampton Village Modern Home
Bedrooms:
9
Bathrooms:
9
Sleeps:
10
This magnificent 14,000+/- sq. ft. modern property is entered through a gated entry with lawns, gardens, and a serpentin ...
From $16581 per night (USD)
VRBO
From $3025 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 $3025 per night (USD)
VRBO
Click For Pricing
VRBO
Heaven in the Hamptons
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
South of Route 27, you will love this amenity-filled oasis near the beach and Bridgehampton village. Modern kitchen, Ros ...
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VRBO
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Expedia
Watermill Farm Views Offer Great Spot For Family
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Well-appointed 2-story Watermill home with spectacular farm views, breathtaking sunsets, pool, sizeable yard, and CedarW ...
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Expedia
From $1142 per night (USD)
VRBO
Southampton Water Mill Towd w/ Pool House/Art Studio/Office & Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Spend your summer entertaining, relaxing, and enjoying this spacious over one acre, beautifully landscaped home with sep ...
From $1142 per night (USD)
VRBO
From $3503 per night (USD)
VRBO
Revel in Luxury
Bedrooms:
8
Bathrooms:
8
Sleeps:
25
A very rare find fully renovated in 2021! This prestigious Sag Harbor compound where multiple Hollywood stars and Bravo ...
From $3503 per night (USD)
VRBO
From $2326 per night (USD)
VRBO
Contemporary Southampton Villa
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Situated just shy of 2 acres and home set on a rise at the end of a 400ft winding driveway, within minutes from local sh ...
From $2326 per night (USD)
VRBO
From $2882 per night (USD)
VRBO
Stunning 5 bedroom Vicente Wolf Designed Home South of Highway in Water Mill
Bedrooms:
5
Bathrooms:
5
Sleeps:
8
Introducing a luxurious 5,000 sq ft modern ranch nestled on a highly sought-after private lane in Water Mill South. Th ...
From $2882 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 ...
Click For Pricing
VRBO
From $2091 per night (USD)
VRBO
Southampton Village Luxury Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Newly renovated Southampton Village home within walking distance to all Southampton Village has to offer. This 3100 squa ...
From $2091 per night (USD)
VRBO
Click For Pricing
VRBO
Mecox Bay with Panoramic Bay and Reserve Views - Water Mill South
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Tranquil bay and reserve views are the hallmarks of this classic home on an inlet just off Mecox Bay, South of the Highw ...
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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
From $981 per night (USD)
VRBO
Sag Harbor Hamptons hideaway
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
This stylish place to stay is perfect!! Enjoy the peaceful tranquility away from the crowds and the noise. Bucolic setti ...
From $981 per night (USD)
VRBO
From $1268 per night (USD)
VRBO
Perfect SouthHampton getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is the perfect Hamptons getaway! This resort like 3 bedroom 2 bath gem of a home is conveniently located close to t ...
From $1268 per night (USD)
VRBO
Click For Pricing
VRBO
Spacious Home with Heated Pool located in Southampton Village
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Spacious home on North Main Street in the Village of Southampton. Comfortably sleeps 10+. 6 bedrooms, office, 4.5 bat ...
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VRBO
From $1087 per night (USD)
Expedia
Beautiful Contemporary Water Mill Home Centrally Located with Private Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Old Trail Tranquility Beautiful Contemporary Water Mill Home Centrally Located with Private Pool 5BR + office/4BA: cen ...
From $1087 per night (USD)
Expedia
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VRBO
Private heated pool, fireplace, AC, pet-friendly, WiFi, BBQ, and garden retreat.
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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VRBO
$Christmas At the Beach in The Hamptons' \Christmas Village\$
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Expedia
Christmas At the Beach in The Hamptons' \"Christmas Village\"
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A classic Hamptons farmhouse, fully decorated for Christmas if you want, on a quiet road, 3/4 mile from ocean beaches, 1 ...
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Expedia
From $8854 per night (USD)
VRBO
Newly developed contemporary home situated on 1.5 acres.
Bedrooms:
14
Bathrooms:
10
Sleeps:
15
10 bedroooms & 14.5 baths. Situated in the ocean threshold of South Bridgehampton moments from two pristine beaches is a ...
From $8854 per night (USD)
VRBO
From $2135 per night (USD)
VRBO
Water Mill Hilltop with pool and tennis
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
This spacious two-story traditional is located privately and secluded on a landscaped 2.10-acre property in Water Mill. ...
From $2135 per night (USD)
VRBO
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 $709 per night (USD)
Expedia
Watermill Retreat, minutes from Southampton Town Ctr and Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy a vacation away in this one-level, 4-bedroom, 2-bathroom well decorated beachy cottage, just minutes from the Hamp ...
From $709 per night (USD)
Expedia
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VRBO
ARCHITECT’S LIGHT-FILLED ECO-FRIENDLY MODERN HOME
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Am I outside or inside? Huge windows draw the outside in and frame the outside wooded views. Perfect for a summer in ...
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VRBO
From $1419 per night (USD)
VRBO
Water Mill wonderful farm house
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Enjoy your summer in this fabulous Water Mill farm house, close to the village and beaches. The two story main house fea ...
From $1419 per night (USD)
VRBO
From $930 per night (USD)
VRBO
1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Stay at one of the last remaining 1940s fisherman's cottages, perfectly restored on a private and secluded property. Clo ...
From $930 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Sag Harbor - Beautiful 5BR, 3.5BR home with heated pool, wooded private backyard
Bedrooms:
3
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 $971 per night (USD)
VRBO
From $2105 per night (USD)
VRBO
Modernist treehouse nestled in nature w/ access to pvt tennis minutes to ocean.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to this modernist, private home nestled in nature . Minutes to all towns of Bridgehampton and Sag Harbor and gorg ...
From $2105 per night (USD)
VRBO
From $1846 per night (USD)
Expedia
Modernist Glass House nestled in tall pines and nature offering total privacy
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Imagine enjoying your day and evenings surrounded by complete privacy and nature. Walls of glass open up to the natural ...
From $1846 per night (USD)
Expedia
From $4578 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 $4578 per night (USD)
VRBO
From $1088 per night (USD)
Expedia
Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Southampton Serenity Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa 6BR/4BA w/ Vaulted ...
From $1088 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Experience the charm of a newly revitalized two-story apartment nestled in the vibrant heart of Southampton Village. The ...
From $600 per night (USD)
VRBO
From $2295 per night (USD)
VRBO
Southampton Village -RYDER CUP available POOL, TENNIS, BEACH CHAIRS, BEACH BIKES
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
The best of everything the Hamptons has to offer. This home sits behind tall privet hedges in Southampton Village !! Far ...
From $2295 per night (USD)
VRBO
From $3509 per night (USD)
VRBO
Newly Renovated Sag Harbor Estate
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Situated on over 2 private gated acres with close proximity to Sag Harbor, Bridgehampton, and Southampton village’s fame ...
From $3509 per night (USD)
VRBO
From $1312 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 $1312 per night (USD)
Expedia

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Results: 271 Rentals