A wooden cabin by a calm river with a house in the background.

Water Mill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Water Mill vacation rentals

Exterior detail

1. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
$6,293 nightly
The price is $7,163
Aug 18 - Aug 19
Total with taxes and fees
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Outdoor dining

2. 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
9.6 out of 10, Exceptional, (8 reviews)
"great experience"
United States
Jordan
$514 nightly
The price is $587
Aug 10 - Aug 11
Total with taxes and fees
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Interior

3. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
$1,565 nightly
The price is $1,788
Sep 1 - Sep 2
Total with taxes and fees
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Condo | Terrace/patio

4. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (281 reviews)
"Great place!"
United States
Christine
$391 nightly
The price is $446
Sep 7 - Sep 8
Total with taxes and fees
Cliffside Resort Condominiums
Interior

5. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
$2,420 nightly
The price is $2,765
Aug 24 - Aug 25
Total with taxes and fees
Newly Renovated Pristine Southampton Colonial
Living area

6. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
$1,257 nightly
The price is $1,436
Sep 7 - Sep 8
Total with taxes and fees
Minutes from the beach, brand new 3 bedroom
Coffee/tea maker, fridge, microwave, oven

7. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
$640 nightly
The price is $731
Aug 13 - Aug 14
Total with taxes and fees
Charming Accommodations in the Hamptons
Interior

8. Chic Modern Retreat in the Heart of EH! Pool Open!

Chic Modern Retreat in the Heart of EH! Pool Open!
East Hampton
10.0 out of 10, Exceptional, (13 reviews)
"Great location and amenities. "
Canada
Bryan A.
Chic Modern Retreat in the Heart of EH! Pool Open!
Smart TV, fireplace, stereo

9. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"perfect for families"
United States
Okito H.
$1,177 nightly
The price is $1,345
Aug 12 - Aug 13
Total with taxes and fees
Minutes from the beach, brand new 4 bedroom
Flat-screen TV

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$293 nightly
The price is $334
Sep 7 - Sep 8
Total with taxes and fees
North Fork Resort
Beach nearby, sun loungers, beach towels

11. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
$1,131 nightly
The price is $1,292
Aug 31 - Sep 1
Total with taxes and fees
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Terrace/patio

12. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (18 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
$2,208 nightly
The price is $2,390
Aug 10 - Aug 11
Total with taxes and fees
Black Swan Beachfront Home with Jacuzzi year round
Coffee/tea maker, fridge, microwave, oven

13. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (55 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
$1,491 nightly
The price is $1,704
Sep 7 - Sep 8
Total with taxes and fees
Work and Play Special! Extended Stay Discount
1 bedroom, bed sheets

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

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
$260 nightly
The price is $298
Aug 9 - Aug 10
Total with taxes and fees
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Interior

15. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
$1,371 nightly
The price is $1,566
Aug 8 - Aug 9
Total with taxes and fees
Cozy Hamptons Escape 3BR Minutes From Beach!
Outdoor pool, a heated pool

16. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (38 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
$1,365 nightly
The price is $1,560
Aug 20 - Aug 21
Total with taxes and fees
Elegant 5-Bedroom Hamptons Home with Private Pool
Exterior

17. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
$571 nightly
The price is $652
Aug 10 - Aug 11
Total with taxes and fees
Lovely studio with AC in charming Sag Harbor
Property grounds

18. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"yes the house had everything we needed"
United States
patricia m.
$2,297 nightly
The price is $2,624
Sep 5 - Sep 6
Total with taxes and fees
Beachfront Greenport Villa
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

Zey Hotel

Zey Hotel

10/10 Excellent
"Very cute boutique hotel in a great location! James was so kind and helpful at checkin and checkout. Room was clean and quaint. I would definitely stay here again!"
Karen 1-night trip
Posted 7 hours ago
Zey Hotel

Find out more about Water Mill

Everything you need to know about Water Mill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Water Mill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Water Mill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Water Mill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Water Mill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Water Mill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $298 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Water Mill rentals

At Expedia, we put the best Water Mill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Water Mill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Water Mill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Water Mill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

The Hampton Sack a cheerful relaxing beach cottage: This vacation home rental near Water Mill is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Water Mill?

Expedia has 117 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 Mill Pond 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.