Watermill Rentals
- From $779 per night (USD)
VRBO
Beautiful ,Sag Harbor 4 bedroom, 31\/2 bath Heated Pool rental\n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 bedroom 31/2 en-suite bath home , 3200 square feet with heated pool, on one acre property, in beautiful ups ...
From $779 per night (USD)VRBO
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VRBO
Spacious, Sunny 5-Bedroom Hamptons House
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 8
New-to-market, newly-renovated, spacious, sunny, fully equipped 5 bedroom, 4 full/2 half bathroom home perfect for famil ...
Click For PricingVRBO
- From $2700 per night (USD)
VRBO
Highest point in Hamptons, designed by renowned architect, w\/ocean & bay views
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Exquisitely designed by renowned architect, James Cutler, best known for designing Bill Gates' Seattle estate, and perch ...
From $2700 per night (USD)VRBO
- From $1600 per night (USD)
VRBO
Perfect fall family retreat in Water Mill with new Gym and Media Room
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 9
The ideal family vacation home. Looking for a family who will enjoy and love our house. Close to Southampton, Sag Habor ...
From $1600 per night (USD)VRBO
- From $1762 per night (USD)
VRBO
Southampton \/ Water Mill Cozy Homes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The house is located in Water Mill, between Southampton and Brideghampton in the center of the Hamptons and close proxi ...
From $1762 per night (USD)VRBO
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VRBO
Classic Hamptons Farmhouse
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A classic cedar shingled house located in the heart of Water Mill on 2 very private acres. This house offers everything ...
Click For PricingVRBO
- From $2467 per night (USD)
VRBO
Southampton House, heated pool, golf, and minutes from town and ocean!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Make this Hamptons home yours for the summer, a month, or a few weeks. This fully loaded, top-of-the-line house is locat ...
From $2467 per night (USD)VRBO
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VRBO
Private House on Large Property
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Up a long and curving driveway this private and beautifully designed 3,000 Sq. Ft. (not including finished lower level) ...
Click For PricingVRBO
- From $2500 per night (USD)
VRBO
Gorgeous Bridgehampton Farmhouse with antique details and pool on two acres ..
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous farmhouse that has been beautifully renovated with wide plank wood floors, wood burning fireplace, soaking tub, ...
From $2500 per night (USD)VRBO
- From $6383 per night (USD)
VRBO
Hamptons Mecox Bay neighborhood located in Water Mill \/ Bridgehampton
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Hamptons Mecox Bay neighborhood located in Water Mill / Bridgehampton, this south-of-the-highway renovated historic Publ ...
From $6383 per night (USD)VRBO
- From $2311 per night (USD)
VRBO
Spacious recently renovated 5 bdr family house
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
This beautifully landscaped Gambrel on 1 acre offers 5,000 square feet of living space with 5 bedrooms, 5.5 baths, den w ...
From $2311 per night (USD)VRBO
- Click For Pricing
VRBO
Unique 18th\/19th century barn compound on agricultural reserve in the Hamptons
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
An 18th century barn house and 19th century barn garage/recreation/entertainment space located on private 1.5 acres over ...
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VRBO
Private and secluded close to town Currently being renovated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
3680 sq ft traditional Hamptons two story house is situated on 0.9 acre well maintained lot with a heated swimming pool, ...
Click For PricingVRBO
- From $22910 per night (USD)
VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Cobb Road Daydream 12,00 ...
From $22910 per night (USD)VRBO
- From $2833 per night (USD)
VRBO
Yellowstone In The Hamptons ~ Magical Private Compound - Once in a lifetime Stay
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
Major discount for longer stays - 2 Weeks or More 25% off Located in the prime, prestigious, heart of the Hamptons. Thi ...
From $2833 per night (USD)VRBO
- From $1500 per night (USD)
VRBO
Remarkable Bridgehampton Beach estate just minutes to private beach access
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Stunning 2.5 acre property - meticulously maintained Michael Davis designed beach estate with 5 bedroom, 2 full bath plu ...
From $1500 per night (USD)VRBO
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VRBO
Spectacular Vineyard Setting in Watermill
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Private and serene setting on a cul-de-sac backing directly onto a wine vineyard offers 4 bedrooms and 2.5 baths. This c ...
Click For PricingVRBO
- From $1500 per night (USD)
VRBO
Southampton Private Retreat is on the market for sale.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
THIS HOME CAN ONLY BE RESERVED BY CONTACTING THE OWNER DIRECTLY Private four bedroom (two en-suite) three bath home wit ...
From $1500 per night (USD)VRBO
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VRBO
5+ Bedrooms , 4.5 Bathrooms Pet's OK, Water Mill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Watermill North - Serenity and beauty in this amazing Contemporary Modern designed home has 5,760 Sq. Ft. (approx.) on 3 ...
Click For PricingVRBO
- From $7878 per night (USD)
VRBO
Everything in Hamptons special discount available for weekly and monthly renters
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 12
Idyllic 9000 sq foot estate , centrally located , with everything one could desire. Beautifully decorated interior, wi ...
From $7878 per night (USD)VRBO
- From $743 per night (USD)
VRBO
Beautiful Southampton Country House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Renovated Home provides a real taste of Hamptons - 5 bedroom, 2.5 baths (2 bedrooms on first floor) with a huge ma ...
From $743 per night (USD)VRBO
- From $1171 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 $1171 per night (USD)VRBO
- From $1082 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 $1082 per night (USD)VRBO
- From $1385 per night (USD)
Expedia
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 15
The Manor Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open floor plan, in-ground pool surroun ...
From $1385 per night (USD)Expedia
- From $2850 per night (USD)
VRBO
Sag Harbor Serenity
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Only a few miles to the villages of Sag Harbor and Southampton, this home is located in the Northside Hills Community (i ...
From $2850 per night (USD)VRBO
- From $2500 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 $2500 per night (USD)VRBO
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VRBO
CHARMING HOME IN THE HEART OF SOUTHAMPTON VILLAGE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated three bedroom cottage in the heart of Southampton. Short walk to restaurants, shops and Main Street. Eas ...
Click For PricingVRBO
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VRBO
Private Oasis minutes from the beach .
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Set on 3.3 acres of complete privacy, conveniently located minutes to Southampton village, Bridgehampton village and oce ...
Click For PricingVRBO
- From $1160 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 close to all the Hamptons has to offer (just berween Sag Harbor, Southampton and Warer ...
From $1160 per night (USD)VRBO
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VRBO
Designer bungalow on a pond in Water Mill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Professionally designed house on a beautiful pond. Open plan Living Room Dining Room and Kitchen with vaulted ceilings ...
Click For PricingVRBO
- From $4000 per night (USD)
VRBO
Beech House, near beach, south of the highway on quiet street
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Newly-renovated, spacious, traditional shingle house, 3 miles from beach and south of 27, abutting farm reserves. Brand- ...
From $4000 per night (USD)VRBO
- From $2500 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 $2500 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Idyllic views in Water Mill with pool and tennis
- Bedrooms:
- 7
- 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 $2000 per night (USD)VRBO
- From $1536 per night (USD)
VRBO
Amazing Hampton's Styled Getaway
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the ...
From $1536 per night (USD)VRBO
- Click For Pricing
VRBO
Architect designed house near ocean on huge reserve.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
There are three private suites- master suite has a huge bathroom with jacuzzi and shower as well as private covered deck ...
Click For PricingVRBO
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VRBO
Stylish & Chic Southampton home
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
My charming beach house is located in the town of Southampton just north of Southampton village. A quick 5 minute drive ...
Click For PricingVRBO
- From $210 per night (USD)
VRBO
Large 1 bedroom apt on 9 acre estate property
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Large 1 bedroom apt on sprawling nine acre property.. Private parking. Lot,s of open lawns, very private. , tv , air co ...
From $210 per night (USD)VRBO
- From $500 per night (USD)
VRBO
On Park Like Setting with Pond\/Lake
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Please read carefully; It does not sleep 12, is a studio , not 4 bedrooms. Can.t seem to change. It is a Large studio w ...
From $500 per night (USD)VRBO
- From $640 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 $640 per night (USD)VRBO
- From $928 per night (USD)
VRBO
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Reliable WiFi and cell phone service. Renovated Village classic with a secluded garden, walking distance to all the rest ...
From $928 per night (USD)VRBO
- From $1700 per night (USD)
VRBO
Relaxing 3-Bedroom Watermill Cottage w\/ Pool Minutes From Beach & Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful airy home is full of light with plenty of areas to gather indoors and out. Conveniently located, it takes ...
From $1700 per night (USD)VRBO
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Expedia
Southampton watermill estate $3900.00 per night
- Bedrooms:
- 7
- 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 PricingExpedia
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VRBO
Newly Renovated & Private Water Mill Escape with Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The property offers exceptional modern details, expansive grounds, and mature landscaping, tucked down a long, private d ...
Click For PricingVRBO
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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 ...
Click For PricingExpedia
- From $1929 per night (USD)
VRBO
BRAND NEW CONSTRUCTION ON 4+ SECLUDED ACRES
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Nestled on 4+ acres on very private street, this brand new 6,000 sq. ft. house is beautifully built with the finest mate ...
From $1929 per night (USD)VRBO
- From $2097 per night (USD)
Expedia
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 16
Water Mill Towd Terrific Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire pit and more! 6BR ...
From $2097 per night (USD)Expedia
- Click For Pricing
VRBO
Brand new 7 bedrooms modern design home in Watermill, Southampton
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 7
Brand new construction, just finished modern design farm home located in the perfect location in Watermill, NY. Amazing ...
Click For PricingVRBO
- From $725 per night (USD)
Expedia
Hamptons!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
3 total bedrooms (4 beds) 2 total bathrooms and 1 additional den/home office space (1 futon) and a game room featuring ...
From $725 per night (USD)Expedia
- From $938 per night (USD)
VRBO
Recently renovated private 2.1 acre gated home with heated pool and tennis court
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Set on 2.1 acres, this gated contemporary home presents a private retreat for rent. Situated at the end of a cul-de-sac, ...
From $938 per night (USD)VRBO
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Expedia
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 ...
Click For PricingExpedia
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VRBO
Hamptons Oasis 7Bed\/7.5 Bath w Pool, Hot Tub and Tennis
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 10
Idyllic 8500 sq foot estate , centrally located , with everything one could desire. Beautifully decorated interior, with ...
Click For PricingVRBO
- From $1400 per night (USD)
VRBO
Secluded Kid friendly Hampton’s home
- Bedrooms:
- 8
- 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 $1400 per night (USD)VRBO
- Click For Pricing
VRBO
Centrally located Water Mill home near towns and beaches
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bedroom 3.5 bedroom home in Watermill situated among Water Mill farmland. Borders 30 acre reserved property with rear ...
Click For PricingVRBO
- From $1057 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 $1057 per night (USD)VRBO
- From $728 per night (USD)
VRBO
Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Sandpiper Seclusion Bridgehampton Home on Lush Acre, Heated In-Ground Gunite Pool, Close to Atlantic Ocean and Sagg Pon ...
From $728 per night (USD)VRBO
- Click For Pricing
Expedia
Charming Cottage close to Main Street
- Bedrooms:
- 2
- 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 ...
Click For PricingExpedia
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VRBO
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 ...
Click For PricingVRBO
- From $1500 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 $1500 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $4629 per night (USD)
VRBO
BRAND NEW Southampton 7br 7ba Luxury Estate: heated saltwater pool, gym, garden
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Discover the epitome of Hamptons luxury in this newly renovated and significantly expanded magnificent 7br/7ba, 6000 sq ...
From $4629 per night (USD)VRBO
- From $2387 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 $2387 per night (USD)VRBO
- From $2000 per night (USD)
VRBO
Hamptons Escape
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 6
Experience luxury at its finest in this stunning retreat house located in the heart of Southampton/Watermill Horse Count ...
From $2000 per night (USD)VRBO
- From $782 per night (USD)
VRBO
Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence,...
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Little Peconic Bayview Sunset Bayview, Master Suite with Private Balcony, Private Gated Residence, One of the Highest E ...
From $782 per night (USD)VRBO
- Click For Pricing
VRBO
Luxury, amazing sunsets, fireplace, hot tub
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
A long gated drive leads to this beautifully appointed, well-designed two-story traditional on over an acre with panoram ...
Click For PricingVRBO
- From $1300 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 $1300 per night (USD)VRBO
- From $1800 per night (USD)
Expedia
Pristine, Private Home with Heated Pool & Tennis\/Pickleball Court near all
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
This 6,000 s.f. gated residence features 5 bedrooms with 5.5 baths and is sited on 1.84 secluded acres, surrounded by re ...
From $1800 per night (USD)Expedia
- From $1485 per night (USD)
VRBO
Southampton Village Cottage SOH Backyard Paradise 20 x 40 OLYMPIC SIZED POOL!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Backyard enclosed with two BBQ's. This one level ranch house has a convenient in the Village of Southampton location. So ...
From $1485 per night (USD)VRBO
- From $3500 per night (USD)
Expedia
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 $3500 per night (USD)Expedia
- From $1440 per night (USD)
VRBO
Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 1
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $1440 per night (USD)VRBO
- From $2604 per night (USD)
VRBO
South of the Highway, charming secret getaway, lots of nature, quiet escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Newlight Charm South of the Highway, charming secret getaway, lots of nature, quiet escape 4BR/3.5BA w/ heated pool, f ...
From $2604 per night (USD)VRBO
- From $1850 per night (USD)
VRBO
Luxurious Southampton Retreat with Pool & Putting Green
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to your beach house in Southampton. Your beach house features five bedrooms and four stunning bathrooms. Your ho ...
From $1850 per night (USD)VRBO
- From $615 per night (USD)
VRBO
Walk to Peconic Bay 3BR\/2BA newly renovated family retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated and furnished 1,700 sf open single-floor home with three bedrooms, two baths, modern eat-in kitchen with ...
From $615 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $2875 per night (USD)
VRBO
Water Mill Perfection: Tennis, Saltwater Pool, Winery, Art Museum, Kids Oasis
- Bedrooms:
- 8
- 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 $2875 per night (USD)VRBO
- From $1290 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 $1290 per night (USD)VRBO
- From $2500 per night (USD)
Expedia
Heated Pool and Tennis Court
- Bedrooms:
- 7
- 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 $2500 per night (USD)Expedia
- From $5900 per night (USD)
VRBO
Luxury Bridgehampton Estate - Private Retreat
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
This exquisite 6 Bedroom / 6.5 Bathroom house is immaculately appointed throughout to provide you with every possible lu ...
From $5900 per night (USD)VRBO
- Click For Pricing
VRBO
Charming, light-filled, open concept cottage with pool near Southampton village.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet street near village with beautifully landscaped private yard with pool and pergola on one acre property. Gourmet ...
Click For PricingVRBO
- Click For Pricing
VRBO
Chic Beach House in the Village of Southampton
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy this stylish beach house in The Village of Southampton. This property is perfectly located, within walking distanc ...
Click For PricingVRBO
- Click For Pricing
Expedia
Bridgehampton South - 5 min bike to beach and 2 min walk to village
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
So close to village, yet very private large property! This classic farmhouse in the village has been updated and tastefu ...
Click For PricingExpedia
- From $2920 per night (USD)
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 ...
From $2920 per night (USD)VRBO
- From $744 per night (USD)
VRBO
Like Tuscany, private Vineyard Home Southampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Like Tuscany, surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, high cei ...
From $744 per night (USD)VRBO
- Click For Pricing
VRBO
Sag Harbor Modern Oasis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Luxury 5 bedroom, 3 1/2 bathroom home is designed around a central courtyard / pool area. Grill and contemporary seating ...
Click For PricingVRBO
- From $2090 per night (USD)
Expedia
Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living...
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Water Mill Wooded Escape Designer Gut Renovated Farmhouse on over 1 Acre, Numerous Spacious Living Areas with Modern Am ...
From $2090 per night (USD)Expedia
- From $1233 per night (USD)
VRBO
Private chic 3BR\/2.5BA Hampton's cottage for a quiet Hampton's getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
This exquisitely renovated summer beach cottage is nestled down a quiet lane in the West Mecox Bay waterfront community ...
From $1233 per night (USD)VRBO
- From $7020 per night (USD)
Expedia
Ultimate Hamptons luxury with Private Tennis and Pool
- Bedrooms:
- 8
- 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 $7020 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $1500 per night (USD)
Expedia
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 $1500 per night (USD)Expedia
- Click For Pricing
VRBO
Contemporary Oasis with Heated Pool in Southampton
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated, contemporary, art-filled Southampton beach house. An oasis of light, serenity and comfort built for sea ...
Click For PricingVRBO
- From $1120 per night (USD)
Expedia
Private 1.4 acres 4 bedroom\/ 3 bath cottage in the woods. AVAILABLE 1YR LEASE
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The log house has 3 bedrooms downstairs , and the master bedroom with en suite master bathroom and walk in closet on the ...
From $1120 per night (USD)Expedia
- From $2500 per night (USD)
VRBO
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 ...
From $2500 per night (USD)VRBO
- From $1081 per night (USD)
VRBO
BRIGHT & BEAUTIFUL Southampton 4 Br near village
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Southampton 4 bedroom classic shingle home with stylish wood decor is ideally located near Southampton Village (5 mi ...
From $1081 per night (USD)VRBO
- From $3000 per night (USD)
VRBO
Luxury Private Water Mill Home w\/ pool - 14 day rental 8\/22-9\/5 2022
- Bedrooms:
- 5
- 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 $3000 per night (USD)VRBO
- Click For Pricing
Expedia
This beautiful brand new House 9,000 sq. ft. including finished basement)
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 12
This beautiful brand new 6,200 sq. ft. (almost 9,000 sq. ft. including finished basement) cedar shingled Traditional on ...
Click For PricingExpedia
- From $750 per night (USD)
VRBO
SPACIOUS, IMMACULATE 5 BEDROOM SOUTHAMPTON BEAUTY!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
5 Bedroom Hampton beauty in the perfect location. Situated on a quiet Watermill country road 2 miles from Southampton V ...
From $750 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $1064 per night (USD)
VRBO
Charming Cozy Southampton Village House 4 minutes from the Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Cozy, spacious charming Southampton Village house great for families and friend groups. The house is 2 minutes from eit ...
From $1064 per night (USD)VRBO
- Click For Pricing
VRBO
Bridgehampton Block from the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Grab your flip flops and towel and head to the ocean beach that is steps away. 5 bedrooms, 3 baths with first floor med ...
Click For PricingVRBO
- From $4500 per night (USD)
VRBO
Newly Constructed Luxury Southampton Village Estate- Walk to town!
- 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 $4500 per night (USD)VRBO
- From $4650 per night (USD)
VRBO
Beautiful Home, Backyard, Pool and Patio in Southampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Beautiful home in Southampton Village. Covered patio, huge backyard, pool, pool house and garage. This gorgeous new hous ...
From $4650 per night (USD)VRBO