Water Mill Vacation Rentals

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Check prices for these dates

Tonight
Dec 31 - Jan 1
Tomorrow
Jan 1 - Jan 2
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Water Mill vacation rentals

Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is ￥653,857
￥1,135,676 total
includes taxes & fees
Jan 8 - Jan 9, 2026
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Vacation Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is ￥23,396
￥198,513 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is ￥8,601
￥70,750 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Seabreeze #4: Charming Cottage Footsteps to the Beach
A heated pool
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Apartment in Napeague

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
The price is ￥61,614
￥120,574 total
includes taxes & fees
Jan 28 - Jan 29, 2026
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Vacation Home in Bridgehampton

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (16)
"Wonderful & perfect for my pup and I. I’d go back!"
United States
Scott C.
The price is ￥29,556
￥65,752 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Vacation Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is ￥48,156
￥103,666 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Fridge, microwave, stovetop, dishwasher
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is ￥35,093
￥80,546 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
TV, table tennis
My Humble Abode 2BR Beachside Home | TennisPoolPKG

Cottage in Napeague

My Humble Abode 2BR Beachside Home | TennisPoolPKG
10.0 out of 10, Exceptional, (1)
The price is ￥136,162
￥231,184 total
includes taxes & fees
Jan 27 - Jan 28, 2026
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Front of property
Canoe Place Waterfront Residences

Condo in Hampton Bays

Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is ￥15,441
￥208,490 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

Blackberry: Private home with jacuzzi year-round
9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is ￥15,441
￥152,537 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blackberry: Private home with jacuzzi year-round
Terrace/patio
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ￥31,038
￥46,690 total
includes taxes & fees
Jan 1 - Jan 2, 2026
American Beech in Greenport - Petite King Room 7
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is ￥623,880
￥1,004,313 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated

Vacation Home in Greenport

Northfork Townhouse- walk to all/ newly renovated
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is ￥56,297
￥110,239 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Northfork Townhouse- walk to all/ newly renovated
A heated pool
Luxurious 3 BR Cottage w/ Ocean View Balcony

Cottage in Napeague

Luxurious 3 BR Cottage w/ Ocean View Balcony
10.0 out of 10, Exceptional, (3)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
The price is ￥196,834
￥321,237 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Luxurious 3 BR Cottage w/ Ocean View Balcony
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Vacation Home in Greenport

Charming Northfork Townhouse- walk to all
10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ￥50,824
￥103,089 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Northfork Townhouse- walk to all
Property grounds
Beachfront Greenport Villa

Vacation Home in Greenport

Beachfront Greenport Villa
9.6 out of 10, Exceptional, (10)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
United States
Melissa F.
Beachfront Greenport Villa
Fridge, oven, stovetop, dishwasher
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Vacation Home in East Hampton

Upscale Hamptons Home: 1 Mi to Sammys Beach!
9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
Upscale Hamptons Home: 1 Mi to Sammys Beach!
Terrace/patio
Beautifully farmhouse

Vacation Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveler
The price is ￥93,582
￥183,187 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Beautifully farmhouse
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"They really take care of us! The location is great! "
Cassiano 4-night trip
Posted 3 days ago
The Bentley Hotel Southampton

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
  • Use the map to find apartments and other holiday homes in the Water Mill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Water Mill while they last

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This vacation home rental near Water Mill offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Water Mill?

Expedia has 112 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.