Water Mill Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Water Mill holiday rentals

Smart TV, fireplace, ping pong, books

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is HK$21,159
HK$35,276 total
includes taxes & fees
3 Jun - 4 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Terrace/patio

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Water Mill
10.0 out of 10, Exceptional, (45 reviews)
"Amazing home and property in a great location!! Catherine was a wonderful and attentive host, making our stay thoroughly enjoyable. We look forward to staying here again in the near future. "
United States
Jesse M.
The price is HK$34,503
HK$51,927 total
includes taxes & fees
13 Jun - 14 Jun
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
1 bedroom, bed sheets

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,684
HK$2,551 total
includes taxes & fees
3 Jun - 4 Jun
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Safari Tent Glamping,S6-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"We loved the surroundings, the pizza restaurant with live music and ping pong, and the friendly, warm atmosphere and kind staff. We do wish the bathrooms and especially the showers were cleaner."
United States
Lorraine
The price is HK$1,684
HK$2,551 total
includes taxes & fees
9 Jun - 10 Jun
Safari Tent Glamping,S6-CedarPt, East Hampton, NY
Exterior

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is HK$2,081
HK$4,508 total
includes taxes & fees
1 Jun - 2 Jun
Lovely studio with AC in charming Sag Harbor
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (313 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is HK$1,611
HK$2,053 total
includes taxes & fees
3 Jun - 4 Jun
Windward Shores Ocean Resort
Interior

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is HK$35,253
HK$48,735 total
includes taxes & fees
5 Jun - 6 Jun
Sag Harbor Water View w Dock 1.5ml from town
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,516
HK$2,332 total
includes taxes & fees
2 Jun - 3 Jun
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is HK$2,327
HK$2,659 total
includes taxes & fees
15 Jun - 16 Jun
North Fork Resort
Outdoor pool, a heated pool

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is HK$1,524
HK$2,082 total
includes taxes & fees
31 May - 1 Jun
Cliffside Resort Condominiums
Living area

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is HK$11,708
HK$15,283 total
includes taxes & fees
1 Jun - 2 Jun
Cozy 5 Bedroom With Wi-fi And Air Condition
Smart TV, offices

Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,034
HK$4,096 total
includes taxes & fees
31 May - 1 Jun
Seabreeze #3 Cozy Cottage steps to the beach
Terrace/patio

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is HK$1,119
HK$3,026 total
includes taxes & fees
15 Jun - 16 Jun
Tennis & Sea Escape - Hydrangeas in the Hamptons
Dining

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Flanders
10.0 out of 10, Exceptional, (1 review)
"The host was very welcoming and the house was very clean"
United States
James W.
The price is HK$1,340
HK$2,758 total
includes taxes & fees
1 Jun - 2 Jun
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,
Outdoor pool, a heated pool

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Southampton
10.0 out of 10, Exceptional, (23 reviews)
"Great property as advertised!!"
United States
robert b.
The price is HK$17,632
HK$28,445 total
includes taxes & fees
20 Jun - 21 Jun
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Property grounds

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is HK$1,951
HK$2,910 total
includes taxes & fees
31 May - 1 Jun
American Beech in Greenport - Deluxe King 6
Outdoor dining

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.0 out of 10, Wonderful, (4 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is HK$2,742
HK$4,601 total
includes taxes & fees
31 May - 1 Jun
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Dining

West Hamptons 5BR 5Baths Heated pool

West Hamptons 5BR 5Baths Heated pool
Hamptons
The price is HK$12,513
HK$19,908 total
includes taxes & fees
28 Jun - 29 Jun
West Hamptons 5BR 5Baths Heated pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Water Mill Hotel Reviews

Budget Host East End

Budget Host East End

8/10 Good
"Surprisingly satisfying. Older hotel but very suitable for a short stay. Clean and staff was very friendly. Offered a continental breakfast on Saturday morning."
mary 1-night trip
Posted less than an hour ago
Budget Host East End

Find out more about Water Mill

Search for holiday rentals in Water Mill on Expedia! You can easily find your home rentals, villas, holiday apartments in Water Mill using one of the methods below:

  • View our selection of featured holiday rentals in Water Mill
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Look no further and take a look at our great range of rental properties in Water Mill!

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Frequently asked questions

Can I find a holiday rental in Water Mill?

Yes, there are holiday rentals close to the most popular sights in Water Mill, or you can select a more secluded option if you're looking for a relaxing stay. Water Mill is known for its theatres and live music. Make sure you have time to check out the art and wineries during your trip.

What are some of the best holiday rentals that Water Mill has to offer?

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms: This holiday home rental outside of Water Mill is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

How many holiday rentals are there in Water Mill?

Expedia has 122 holiday rentals for your stay in Water Mill.

What can I see and do in Water Mill?

The Hamptons Beaches and Mecox Bay are a couple of scenic spots to enjoy the outdoors, whereas Parrish Art Museum is one of the cultural attractions. Duck Walk Vineyards and Atlantic Golf Course are other places to visit while you're in town.

What are holiday rentals like in Water Mill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Water Mill. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.