Mill Pond Rentals
From $2171 per night (USD)VRBO
Southampton close to beach & village 4 bed\/2bath heated saltwater pool private.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Edge of Woods Escape is a 4-bedroom/2-bath home with plenty of privacy with easy access to anything you might want or ne ...
From $2171 per night (USD)VRBO
From $4186 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 $4186 per night (USD)Expedia
From $524 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 $524 per night (USD)VRBO
From $1720 per night (USD)Expedia
SOUTH OF THE HIGHWAY DREAM!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
2025 FULL SUMMER PRICING *WEEKLY -$13,000 per week with 2 week minimum. (holiday weeks are more) *June 35k *July 50k *Au ...
From $1720 per night (USD)Expedia
From $3512 per night (USD)VRBO
Exceptional Southampton Waterfront: The Mecox-Fenwick House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Created by architect Robert Barnes, Fenwick House is situated directly on Mecox Bay in the historic Southampton hamlet o ...
From $3512 per night (USD)VRBO
From $1976 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 $1976 per night (USD)Expedia
From $1139 per night (USD)VRBO
Private 1.4 acres 4 bedroom\/ 3 bath cottage in the woods.
- 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 $1139 per night (USD)VRBO
From $2346 per night (USD)VRBO
Luxurious and Modern Waterfront Escape on Mill Pond in Water Mill, Perfect...
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Please note that a reservation for this property needs to be approved before it is confirmed. Shoreline Serenity Luxur ...
From $2346 per night (USD)VRBO
From $6071 per night (USD)VRBO
Brand new Luxurious 10-bedroom Water Mill Estate
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 20
Escape to this fantastic estate in picturesque Water Mill. Brand-new 2.4-acre estate provides 18,901+/- sq. ft. on 3 lev ...
From $6071 per night (USD)VRBO
From $586 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 $586 per night (USD)VRBO
From $480 per night (USD)VRBO
Water Mill, charming country cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cozy cottage is part of a wonderful compound in Water Mill. The cottage features a living room, a bright and light ...
From $480 per night (USD)VRBO
From $817 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 $817 per night (USD)VRBO
From $5362 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 $5362 per night (USD)VRBO
From $2071 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 $2071 per night (USD)VRBO
From $1126 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 $1126 per night (USD)VRBO
From $1484 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 $1484 per night (USD)VRBO
From $2012 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 $2012 per night (USD)VRBO
From $900 per night (USD)Expedia
Hampton Beach Barn w\/ Infrared Sauna and Heated Pool - Dog friendly.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
3,000sf (approximate) Post & Beam Beach Barn, located in the upscale hamlet of Water Mill in Southampton, NY. POOL OP ...
From $900 per night (USD)Expedia
From $1860 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 $1860 per night (USD)VRBO
From $2893 per night (USD)VRBO
Modern Barn Style Water Mill Retreat with Private Pool and Sauna, Centrally...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Beach Barn Mo ...
From $2893 per night (USD)VRBO
From $987 per night (USD)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 ...
From $987 per night (USD)VRBO
From $2829 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 $2829 per night (USD)VRBO
From $1623 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 $1623 per night (USD)VRBO
From $188 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 $188 per night (USD)VRBO
From $368 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 $368 per night (USD)VRBO
From $449 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 $449 per night (USD)VRBO
From $424 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 $424 per night (USD)VRBO
From $1014 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 $1014 per night (USD)VRBO
From $1522 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 $1522 per night (USD)VRBO
From $1348 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 $1348 per night (USD)VRBO
From $3838 per night (USD)VRBO
Six Bedroom Designer Home Southhampton
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 10
Summary: This custom home sits on 0.60 of an acre and features 3,800 + square feet with 5 bedrooms, five full baths and ...
From $3838 per night (USD)VRBO
From $784 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 $784 per night (USD)Expedia
From $2882 per night (USD)VRBO
Villa Emery
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 7
Experience Luxury at Villa Emery in Suffolk County Escape to Villa Emery, a luxurious retreat nestled in the serene lan ...
From $2882 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $1595 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 $1595 per night (USD)VRBO
From $662 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 $662 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
From $2839 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 $2839 per night (USD)VRBO
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
From $6928 per night (USD)VRBO
Luxury family-friendly 7br 7ba Luxury Estate: heated saltwater pool, gym, garden
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
Discover the epitome of Hamptons luxury in this new, spacious 7br/7ba, 6000 sq ft Southampton estate nestled in Water Mi ...
From $6928 per night (USD)VRBO
From $2068 per night (USD)VRBO
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 $2068 per night (USD)VRBO
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
From $327 per night (USD)VRBO
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 $327 per night (USD)VRBO
From $1467 per night (USD)VRBO
Beautiful home with private pool, hot tub, gym, pool table, ping pong, fire...
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 16
Please note that a reservation for this property needs to be approved before it is confirmed. Water Mill Towd Terrific ...
From $1467 per night (USD)VRBO
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 $326 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 $326 per night (USD)Expedia
From $2289 per night (USD)VRBO
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 $2289 per night (USD)VRBO
From $2650 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 $2650 per night (USD)VRBO
From $1227 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 $1227 per night (USD)VRBO