Watermill Rentals
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
From $4078 per night (USD)Expedia
Historical Bed and breakfast<br>
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Built in 1690, newly restored. Located in Watermill the center of the Hamptons. Restaurants and shopping right around th ...
From $4078 per night (USD)Expedia
From $1542 per night (USD)VRBO
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 $1542 per night (USD)VRBO
From $2278 per night (USD)Expedia
SOUTH OF THE HIGHWAY DREAM!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
FULL SUMMER PRICING *June 37k *July 50k *Aug - Labor Day $55K. - RENTED *WEEKLY -$13,000 per week with 2 week minimum. ...
From $2278 per night (USD)Expedia
From $3310 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! Holiday Special, Book Now! Plus Huge discount for longer stays - 2 Weeks or More 20% off Located in the p ...
From $3310 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
Click For PricingVRBO
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 PricingVRBO
From $2857 per night (USD)Expedia
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 $2857 per night (USD)Expedia
From $6284 per night (USD)VRBO
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 $6284 per night (USD)VRBO
From $2592 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 $2592 per night (USD)Expedia
From $1902 per night (USD)VRBO
Spectacular Hamptons estate. Available for both short and long term rental
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Discover the beauty of Water Mill from this privately gated, very secluded 7-bedroom estate. With 6 queen beds and twin ...
From $1902 per night (USD)VRBO
From $1668 per night (USD)Expedia
Spacious 5-bedroom house in beautiful Water Mill NY
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This Water Mill house boasts 5 inviting bedrooms, each with a king bed. home sits on a 1.85 +/- acre flag lot with a buc ...
From $1668 per night (USD)Expedia
From $11187 per night (USD)VRBO
Opulent Watermill Retreat: Exclusive Estate with Gourmet Kitchen & Outdoor Oasis
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Welcome to your opulent Hamptons retreat! Nestled in the serene beauty of Watermill, this exclusive estate offers 8 lux ...
From $11187 per night (USD)VRBO
From $4400 per night (USD)Expedia
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 $4400 per night (USD)Expedia
From $6060 per night (USD)VRBO
Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Water Mill Waterfront Wonder Amazing Beachfront Water Mill Home with Private Pool and Hot Tub, Perfect for Families 3B ...
From $6060 per night (USD)VRBO
From $4561 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 $4561 per night (USD)Expedia
From $4537 per night (USD)VRBO
Five-Star 5BR\/6Bth Luxury Home, Water Mill South, Salt Pool\/Spa, Community Dock
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 10
FIRST TIME OFFERED: A rare opportunity to rent an exceptional, south-of-the-highway Water Mill residence for a week in ...
From $4537 per night (USD)VRBO
From $553 per night (USD)Expedia
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 $553 per night (USD)Expedia
From $914 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 $914 per night (USD)VRBO
From $26638 per night (USD)Expedia
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 6
Cobb Road Daydream 12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining Areas, New Har-Tru Tennis ...
From $26638 per night (USD)Expedia
From $6185 per night (USD)VRBO
9 Bedroom Water Mill Estate
- Bedrooms:
- 13
- 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 $6185 per night (USD)VRBO
From $3441 per night (USD)Expedia
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 $3441 per night (USD)Expedia
From $1550 per night (USD)VRBO
Private chic 3BR\/2.5BA Hamptons cottage with pool - South of Highway
- 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 $1550 per night (USD)VRBO
From $1614 per night (USD)Expedia
Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $1614 per night (USD)Expedia
From $1143 per night (USD)VRBO
Like Tuscany, private Vineyard Home, Southampton
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Like Tuscany, truly surrounded by vineyards. Gorgeous views from every room. Open concept kitchen, travertine floors, hi ...
From $1143 per night (USD)VRBO
From $2964 per night (USD)Expedia
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 $2964 per night (USD)Expedia
From $1588 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 $1588 per night (USD)VRBO
From $5764 per night (USD)Expedia
Hamptons Mecox Bay neighborhood located in Water Mill \/ Bridgehampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Hamptons Mecox Bay neighborhood located in Water Mill / Bridgehampton, this south-of-the-highway renovated historic Publ ...
From $5764 per night (USD)Expedia
From $1658 per night (USD)VRBO
Classic Farm House in the heart of Water Mill, 2.7mi To Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy this charming 4 bedroom, 2.5 bath, dutch colonial farm house with NEWLY RENOVATED POOL HOUSE, complete kitchen, pa ...
From $1658 per night (USD)VRBO
From $2681 per night (USD)Expedia
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 $2681 per night (USD)Expedia
From $1953 per night (USD)VRBO
Charming 4 BR +2 waterfront--pool, privacy, views, gazebo, boats, near beaches
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Our cottage-style house is located on an acre of land on an arm of Mecox Bay--an easy boat ride or bike ride to the ocea ...
From $1953 per night (USD)VRBO
From $2277 per night (USD)Expedia
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 $2277 per night (USD)Expedia
From $2166 per night (USD)VRBO
Spacious and Conveniently Located Home in Southampton \/ Water Mill
- Bedrooms:
- 5
- 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 $2166 per night (USD)VRBO
From $2029 per night (USD)Expedia
Gorgeous, Private, 5 min to ocean beaches. Family and Dog Friendly! SOH
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
This beautiful home is nestled in a great Water Mill enclave. Overlooking a 27 acre agricultural reserve and views of H ...
From $2029 per night (USD)Expedia
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 $2252 per night (USD)Expedia
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 $2252 per night (USD)Expedia
From $1153 per night (USD)VRBO
Quiet Hamptons- Water Mill Retreat - Close to town & beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- 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 $3336 per night (USD)Expedia
Mint condition Water Mill South of the Highway with Mecox Bay access
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Spend your final moments of the summer in style at this brand new 5 bedroom 5.5 bathroom home. Prime location on a one w ...
From $3336 per night (USD)Expedia
From $1276 per night (USD)VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $1276 per night (USD)VRBO
From $406 per night (USD)Expedia
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 $406 per night (USD)Expedia
From $1861 per night (USD)VRBO
New Fully Remodeled Post Modern Home, Perfect getaway for a family!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Fully remodeled 6 bedroom 5.5 Bath house. •Modern, clean, and spacious •Quiet, comfortable, and peaceful •Lots of out ...
From $1861 per night (USD)VRBO
From $1394 per night (USD)Expedia
West Mecox | Bay Front with Southern Water Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This wonderful 4+ bedroom, 4 bath home, sited on a full acre, sits directly on Mecox Bay with a heated pool and rolling ...
From $1394 per night (USD)Expedia
From $929 per night (USD)VRBO
Updated farmhouse with pool house, close to everything. Winter rental available.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 7
Prefer a couple or small family. Available for the full winter only - out by Memorial Day. A rare find - fully renovat ...
From $929 per night (USD)VRBO
From $4027 per night (USD)Expedia
Relaxed and tasteful Watermill home with resort amenities on 3.25 acres
- Bedrooms:
- 4
- 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)Expedia
From $1963 per night (USD)VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Enjoy this comfortable cottage traditional, with an open floor plan, in a bucolic setting that is surrounded by nearby f ...
From $1963 per night (USD)VRBO
From $2356 per night (USD)Expedia
Incredible Location, Family and Dog Friendly , minutes to flying point
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 10
This oversized, casual and inviting beach house sits next 100 acres of west facing preserve. Phenomenal sunrises and s ...
From $2356 per night (USD)Expedia
From $1819 per night (USD)VRBO
Centrally Located Southampton \/ Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedrooms. 3 1/2 baths, Master Bedroom on first floor (Sleeps 8). Master has a king size bed. Relaxing, Spacious, Br ...
From $1819 per night (USD)VRBO
From $3000 per night (USD)Expedia
Luxury French Villa in Water Mill
- Bedrooms:
- 4
- 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 $3000 per night (USD)Expedia
From $4729 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 $4729 per night (USD)VRBO
From $4390 per night (USD)Expedia
Price reduction Luxury Water Mill South \/Mecox Bay\/ Pool\/ Dock\/Fabulous Gardens
- Bedrooms:
- 5
- 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 $4390 per night (USD)Expedia
From $1048 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 $1048 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 $1542 per night (USD)VRBO
Traditional-style home with private pool, sweeping back deck, grand lawn,...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Hayground Majestic Traditional-style home with private pool, sweeping back deck, grand lawn, located right outside down ...
From $1542 per night (USD)VRBO
From $4244 per night (USD)Expedia
Luxury Water Mill Modern Retreat with Tennis, Pool, Minutes to Ocean Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Featured in various European magazines, this inspired modernist home combines zen-like simplicity with masterful design. ...
From $4244 per night (USD)Expedia
Click For PricingVRBO
Beautiful Waterfront Condo
- Bedrooms:
- 4
- 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 ...
Click For PricingVRBO
From $3468 per night (USD)Expedia
Newly Built 6 Bed\/5.5 Bath Modern Farmhouse with Pool and Hot tub
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 10
Just completed construction Summer 2022! Gorgeous 6 bedrooms, 5.5 baths, designer decorated, perfect for a large or mul ...
From $3468 per night (USD)Expedia
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 $2394 per night (USD)Expedia
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 $2394 per night (USD)Expedia
Click For PricingVRBO
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
Click For PricingExpedia
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 PricingExpedia
From $5617 per night (USD)VRBO
Ultimate Water Mill Southampton Escape– Stunning 7BR Estate for Family & Friends
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
A stunning 7-bedroom, 7-bathroom estate designed for multigenerational family gatherings and friend retreats. This stunn ...
From $5617 per night (USD)VRBO
From $4142 per night (USD)Expedia
Heated Pool and Tennis Court
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Gorgeous like new condition open-floor plan home in the heart of the Hamptons. Close to everything; Flying Point Beach, ...
From $4142 per night (USD)Expedia
Click For PricingVRBO
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 $2400 per night (USD)Expedia
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Water Mill Towd Terrific Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire pit and more! 6BR ...
From $2400 per night (USD)Expedia
Click For PricingVRBO
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 $467 per night (USD)Expedia
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quaint Water Mill Cottage Beautiful cottage on meticulously maintained lawn, surrounded by perennials, large deck, and ...
From $467 per night (USD)Expedia
Click For PricingVRBO
Newly Renovated Hilltop Villa
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Retreat in Comfort. Nestled atop a hill in the heart of Water Mill, this quiet 5 bed/4 bath modern home's beautiful inte ...
Click For PricingVRBO
Click For PricingExpedia
New To Market Farm House in Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This home, adjacent to a 105 acre reserve and featuring gorgeous sunsets, offers a first floor open floor plan with larg ...
Click For PricingExpedia
Click For PricingVRBO
HAMPTONS SOUTH OF HIGHWAY SUMMER RETREAT
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 6
Custom-built home, 5 bedrooms, 4.5 baths, Water Mill South. private street located South of the Highway. The kitchen ...
Click For PricingVRBO
From $7036 per night (USD)VRBO
Elegant Watefront home with Oversized Gunite Heated Pool, Tennis, Living...
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Waterfront Com ...
From $7036 per night (USD)VRBO
From $2806 per night (USD)VRBO
Dog-friendly estate with amazing pool, deck, & game room at new reduced rate
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
Island in the Sky Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $2806 per night (USD)VRBO
From $3448 per night (USD)Expedia
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 $3448 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
From $762 per night (USD)VRBO
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 $762 per night (USD)VRBO
From $2105 per night (USD)Expedia
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)Expedia
Click For PricingVRBO
Charming Early American House in Water Mill, NY
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Charming Early American renovated farmhouse with lovely gardens. Five+ bedrooms in main house; four baths; guest cottag ...
Click For PricingVRBO
From $694 per night (USD)Expedia
Charming 3-bedroom barn house on 1-acre in Water Mill w\/ Fireplace, WiFi, W\/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Located in Water Mill, this charming barn house locate don 1 acre bordering and overlooking 100 acres of preserve farm f ...
From $694 per night (USD)Expedia
From $3113 per night (USD)VRBO
New Listing - Eclectic home with private pool, decorated loft, gas...
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 11
Please note that a reservation for this property needs to be approved before it is confirmed. Airy Water Mill Ranch Ne ...
From $3113 per night (USD)VRBO
From $1596 per night (USD)Expedia
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 $1596 per night (USD)Expedia
From $2882 per night (USD)VRBO
Stunning 5 bedroom Vicente Wolf Designed Home South of Highway in Water Mill
- Bedrooms:
- 6
- 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
From $2728 per night (USD)Expedia
YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY
- Bedrooms:
- 5
- 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
From $1903 per night (USD)VRBO
Modern Hamptons Farmhouse on Beautiful Horse Farm
- Bedrooms:
- 5
- Bathrooms:
- 5
- 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 $1903 per night (USD)VRBO
From $2607 per night (USD)Expedia
Hamptons - South of the highway - Prime Water Mill Rental
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
South of the highway - Water Mill - 2022 Rental. This former 1800s Parsonage House is located on 1.09 acres in prime Wat ...
From $2607 per night (USD)Expedia
From $8913 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 $8913 per night (USD)VRBO
From $6039 per night (USD)Expedia
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 ...
From $6039 per night (USD)Expedia
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
Click For PricingExpedia
\" 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 PricingExpedia
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
Click For PricingExpedia
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 PricingExpedia
From $1036 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 $1036 per night (USD)VRBO
From $3567 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 $3567 per night (USD)Expedia
From $2419 per night (USD)VRBO
NEW CONSTRUCTION ON 4+ SECLUDED ACRES
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Nestled on 4+ acres on very private street, this new 6,000+ sq. ft. house is beautifully built with the finest materials ...
From $2419 per night (USD)VRBO
Click For PricingExpedia
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
From $1721 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 $1721 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
Click For PricingVRBO
Southampton Village with Tennis and Spa Close to the Ocean
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This one won't last! Just listed for July and checks off all the boxes. Gunite heated pool, spa, all weather tennis cour ...
Click For PricingVRBO
Click For PricingExpedia
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 ...
Click For PricingExpedia
Click For PricingVRBO
Harmony in the Hamptons!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Lots of beautiful space in this wonderful private home surrounded by lush gardens in the heart of the Hamptons. Five bed ...
Click For PricingVRBO
Click For PricingExpedia
New Listing - 7 BR, 9 Bath, 5 Fireplaces -
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 14
Do you want a carefree luxurious vacation in the Hamptons this Summer? Consider this spectacular home for 2 weeks or ev ...
Click For PricingExpedia