Water Mill Vacation Rentals

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Our top choices for Water Mill vacation rentals

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 ¥430,677
¥690,509 total
includes taxes & fees
May 31 - Jun 1
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

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 ¥429,959
¥701,536 total
includes taxes & fees
Jun 11 - Jun 12
Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is ¥30,854
¥47,462 total
includes taxes & fees
May 29 - May 30
Safari Tent Glamping,S4-CedarPt, East Hampton, NY

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 ¥30,854
¥47,462 total
includes taxes & fees
May 29 - May 30
Safari Tent Glamping,S6-CedarPt, East Hampton, NY

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is ¥42,350
¥91,760 total
includes taxes & fees
May 29 - May 30
Lovely studio with AC in charming Sag Harbor

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 ¥38,531
¥48,360 total
includes taxes & fees
Jun 8 - Jun 9
Windward Shores Ocean Resort

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 ¥717,795
¥1,019,818 total
includes taxes & fees
May 31 - Jun 1
Sag Harbor Water View w Dock 1.5ml from town

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

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is ¥30,854
¥47,462 total
includes taxes & fees
May 29 - May 30
Safari Tent Glamping,S10-CedarPt, East Hampton, NY

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 ¥44,742
¥51,118 total
includes taxes & fees
Jun 9 - Jun 10
North Fork Resort

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
The price is ¥75,536
¥158,118 total
includes taxes & fees
May 31 - Jun 1
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

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 ¥31,026
¥42,379 total
includes taxes & fees
May 31 - Jun 1
Cliffside Resort Condominiums

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is ¥637,040
¥1,038,960 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 5-bedroom house with water views and 2 houses from the bay.

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is ¥238,308
¥311,084 total
includes taxes & fees
May 29 - May 30
Cozy 5 Bedroom With Wi-fi And Air Condition

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 ¥21,055
¥83,369 total
includes taxes & fees
May 31 - Jun 1
Seabreeze #3 Cozy Cottage steps to the beach

Tennis & Sea Escape - Hydrangeas in the Hamptons

Tennis & Sea Escape - Hydrangeas in the Hamptons
Westhampton Beach
The price is ¥22,950
¥61,797 total
includes taxes & fees
Jun 15 - Jun 16
Tennis & Sea Escape - Hydrangeas in the Hamptons

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 ¥27,276
¥56,133 total
includes taxes & fees
Jun 1 - Jun 2
Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

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 ¥358,898
¥559,479 total
includes taxes & fees
Jun 20 - Jun 21
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

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 ¥39,718
¥59,229 total
includes taxes & fees
May 31 - Jun 1
American Beech in Greenport - Deluxe King 6

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 ¥55,829
¥93,673 total
includes taxes & fees
May 31 - Jun 1
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

West Hamptons 5BR 5Baths Heated pool

West Hamptons 5BR 5Baths Heated pool
Hamptons
The price is ¥254,789
¥405,350 total
includes taxes & fees
Jun 28 - Jun 29
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

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:

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Look no further and take a look at our great range of rental properties in Water Mill!

Frequently asked questions

Can I find a vacation rental in Water Mill?

Yes, we have vacation rentals close to popular sights in Water Mill, or you can select a more remote option if you're looking for relaxation. Water Mill is known for its theaters and live music. Make sure you have time to check out the art and wineries during your trip.

What's the top vacation rental that Water Mill has to offer?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: Located near Water Mill, this vacation home rental offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Water Mill?

Expedia has 119 vacation 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 vacation rentals like in Water Mill?

Vacation rentals are private properties you can stay in for several days or longer in Water Mill. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.