
Mill Pond Rentals
- From $374 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 $374 per night (USD)VRBO
- From $559 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 $559 per night (USD)VRBO
- From $514 per night (USD)
VRBO
Dreaming of summer fun or an off-season adventure? Enjoy both!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Book for summer fun or have an incredible off-season experience! Stunning Flying Point and Scott Cameron beaches + charm ...
From $514 per night (USD)VRBO
- From $723 per night (USD)
VRBO
Modern Spacious House located 5 minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Modern Spacious house with three bedrooms three baths. This unique property is like no other in the Hamptons. The pic ...
From $723 per night (USD)VRBO
- From $2132 per night (USD)
VRBO
Swim in a sea of hydrangeas on this peaceful, bucolic property.
- Bedrooms:
- 2
- 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 $2132 per night (USD)VRBO
- From $1268 per night (USD)
VRBO
Centrally Located Southampton / Water Mill <br>Bright, Open Floor, Saltwater Pool
- Bedrooms:
- 2
- 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 $1268 per night (USD)VRBO
- From $3305 per night (USD)
VRBO
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 $3305 per night (USD)VRBO
- From $365 per night (USD)
VRBO
Beautiful cottage on meticulously maintained lawn, surrounded by...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that a reservation for this property needs to be approved before it is confirmed. Quaint Water Mill Cottage ...
From $365 per night (USD)VRBO
- From $670 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 $670 per night (USD)VRBO
- From $1726 per night (USD)
Expedia
New To Market Farm House in Water Mill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
This home, adjacent to a 105 acre reserve and featuring gorgeous sunsets, offers a first floor open floor plan with larg ...
From $1726 per night (USD)Expedia
- From $1755 per night (USD)
VRBO
Best sunsets in the Hamptons. This home has it all. Best location in Water Mill.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Hamptons Estate on one of the most desirable streets in Water Mill (5 bedrooms, 5000 sqfeet). This home has it all: Spa, ...
From $1755 per night (USD)VRBO
- From $2897 per night (USD)
VRBO
Spacious and Conveniently Located Home in Southampton / Water Mill
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Amazing location and home in the heart of Water Mill. 3 min from ocean beaches (Cooper's and Flying Point), 3 min from S ...
From $2897 per night (USD)VRBO
- From $1869 per night (USD)
VRBO
South of Hwy Dream! Walk to Duck Walk Vineyard, Parrish Art Museum, and Lunch!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Rental Permit RP241274 FULL SUMMER PRICING *June 32k *July 45k *Aug - $50K - RENTED *WEEKLY -$13,000 per week with 2 we ...
From $1869 per night (USD)VRBO
- From $3370 per night (USD)
Expedia
Exceptional Southampton Waterfront: The Mecox-Fenwick House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Created by architect Robert Barnes, Fenwick House is situated directly on Mecox Bay in the historic Southampton hamlet o ...
From $3370 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 $1658 per night (USD)
VRBO
Classic Farm House in the heart of Water Mill, 2.7mi To Beach
- Bedrooms:
- 3
- 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
- Click For Pricing
VRBO
Spectacular Vineyard Setting in Watermill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Private and serene setting on a cul-de-sac backing directly onto a wine vineyard offers 4 bedrooms and 2.5 baths. This c ...
Click For PricingVRBO
- From $1487 per night (USD)
VRBO
Idyllic views in Water Mill with pool and tennis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
*** Please note 2-week minimum stay *** Idyllic 1.5 acre property with tennis and pool south of the highway in Water ...
From $1487 per night (USD)VRBO
- From $1751 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 $1751 per night (USD)VRBO
- From $1946 per night (USD)
Expedia
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
- Bedrooms:
- 7
- 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 $1946 per night (USD)Expedia
- From $1588 per night (USD)
VRBO
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)VRBO
- From $5839 per night (USD)
Expedia
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Welcome to The Water Millin’ House — a private, luxury 7 bedroom + bunk room Hamptons retreat with a heated saltwater po ...
From $5839 per night (USD)Expedia
- From $2295 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 $2295 per night (USD)VRBO
- From $887 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 $887 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 $3591 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 $3591 per night (USD)Expedia
- From $3427 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 $3427 per night (USD)VRBO
- From $696 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 $696 per night (USD)VRBO
- 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
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
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
- From $2605 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 $2605 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
- 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 $579 per night (USD)
VRBO
Watermill Retreat, minutes from Southampton Town Ctr, Farm stands, 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 $579 per night (USD)VRBO
- From $930 per night (USD)
Expedia
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)Expedia
- From $843 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 $843 per night (USD)VRBO
- From $23121 per night (USD)
VRBO
12,000 sq ft of Luxury, Modern Design, Full Gym, Indoor and Outdoor Dining...
- Bedrooms:
- 9
- 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 $23121 per night (USD)VRBO
- From $3468 per night (USD)
VRBO
Prime Water Mill near Mecox Bay
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
This former 1800s Parsonage House is located on 1.09 acres south of the highway in prime Water Mill and is seconds from ...
From $3468 per night (USD)VRBO
- From $9208 per night (USD)
VRBO
Seven Ponds Villa by Rove - 7BR Family Home with 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 $9208 per night (USD)VRBO
- From $3740 per night (USD)
VRBO
Unparalleled Views in a Hampton's Style Private Escape
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 11
Embrace the Hamptons' charm in this luxurious Water Mill sanctuary-a perfect balance of elegance, privacy, and breathtak ...
From $3740 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Elegant Coastal Escape with Expansive Yard, Heated Pool, and Outdoor...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Water Mill Retreat Elegant Coastal Escape with Expansive Yard, Heated Pool, and Outdoor Kitchen in the Heart of Water M ...
From $716 per night (USD)Expedia
- From $7426 per night (USD)
VRBO
A Hampton resort lifestyle with private vineyard
- Bedrooms:
- 10
- Bathrooms:
- 8
- Sleeps:
- 20
Covered outdoor living space w/full kitchen, full bar, over sized grill, pizza oven, coffee station, blender station, bi ...
From $7426 per night (USD)VRBO
- From $882 per night (USD)
Expedia
Chic, Newly Renovated Waterfront Cottage on Mecox Bay with Private Dock &...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Mecox Bay Retreat Chic, Newly Renovated Waterfront Cottage on Mecox Bay with Private Dock & Serene Views 3BR/2.5BA: pr ...
From $882 per night (USD)Expedia












































