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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Water Mill vacation rentals

A small cabin with a porch, surrounded by trees and a fenced area.

1. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is AED 826
AED 1,737 total
includes taxes & fees
9 Nov - 10 Nov
Lovely studio with AC in charming Sag Harbor
A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

2. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is AED 1,047
AED 2,052 total
includes taxes & fees
15 Nov - 16 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A modern living room with a sofa, armchairs, a coffee table, and a TV.

3. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 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.
The price is AED 1,837
AED 4,100 total
includes taxes & fees
9 Nov - 10 Nov
Minutes from the beach, brand new 3 bedroom
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

4. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is AED 1,653
AED 3,873 total
includes taxes & fees
9 Nov - 10 Nov
Minutes from the beach, brand new 4 bedroom
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

5. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is AED 826
AED 1,737 total
includes taxes & fees
9 Nov - 10 Nov
Charming Accommodations in the Hamptons
A house with a sliding glass door, a white door, and a small porch with potted plants.

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is AED 1,926
AED 3,800 total
includes taxes & fees
9 Nov - 10 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A balcony with a view of the ocean, a lawn, and a house in the background.

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is AED 632
AED 1,129 total
includes taxes & fees
30 Nov - 1 Dec
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is AED 1,145
AED 1,308 total
includes taxes & fees
10 Nov - 11 Nov
North Fork Resort
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

9. 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.
The price is AED 3,302
AED 5,372 total
includes taxes & fees
9 Nov - 10 Nov
Newly Renovated Pristine Southampton Colonial
A kitchen with a central island, white cabinetry, and a brick accent wall.

10. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is AED 3,177
AED 7,490 total
includes taxes & fees
19 Nov - 20 Nov
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!!
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

11. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is AED 220
AED 1,668 total
includes taxes & fees
15 Nov - 16 Nov
Steps to the beach | Seabreeze Cottage #3
Room

12. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (333 reviews)
"Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏"
United States
Banessa
The price is AED 484
AED 653 total
includes taxes & fees
9 Nov - 10 Nov
Windward Shores Ocean Resort
A brick patio with outdoor seating, a wooden staircase, and a house with a window and door.

13. Cozy Cottage by the beach - Seabreeze #1

Cozy Cottage by the beach - Seabreeze #1
Hampton Bays
The price is AED 198
AED 1,644 total
includes taxes & fees
16 Nov - 17 Nov
Cozy Cottage by the beach - Seabreeze #1
A modern kitchen with grey cabinets, a central island, bar stools, and a hanging light fixture.

14. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is AED 2,149
AED 3,026 total
includes taxes & fees
9 Nov - 10 Nov
Luxury Village Rental in the Heart of Sag Harbor
A wooden gate partially covered by lush green ivy.

15. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"A great place to stay in Southampton!"
United States
Sarah
The price is AED 8,291
AED 10,643 total
includes taxes & fees
9 Nov - 10 Nov
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A wooden house with a front porch, white railings, and a double door.

16. 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
The price is AED 8,308
AED 10,780 total
includes taxes & fees
9 Nov - 10 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A modern building with large windows overlooking a beach.

17. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is AED 331
AED 4,565 total
includes taxes & fees
9 Nov - 10 Nov
Beachfront Jacuzzi All Year - Black Swan Home
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

18. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AED 992
AED 2,006 total
includes taxes & fees
9 Nov - 10 Nov
Immaculate Waterfront 2 bedroom!
A kitchen with a wooden countertop, a black sink, and a window with a view of trees.

19. North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.

North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
Southold
9.6 out of 10, Exceptional, (10 reviews)
"Overall we had a great stay, we weren’t in the apartment much and really only needed it for a place to stay at night. The space is the basement of a home with little natural sunlight. Overall it was ok for a weekend stay."
United States
Kelly V.
The price is AED 918
AED 1,737 total
includes taxes & fees
9 Nov - 10 Nov
North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
A hot tub with a checkered roof structure and surrounding greenery.

20. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 224
AED 3,986 total
includes taxes & fees
9 Nov - 10 Nov
Jacuzzi year-round - Villa Luz Private Home
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

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Always a great weekend get away!!"
John 1-night trip
Posted 8 hours ago
Hilton Garden Inn Riverhead

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,Beach,Fam/Pet Frly: 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 115 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.