Water Mill Holiday Rentals

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Our top choices for Water Mill holiday rentals

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 NZ$12,577
includes taxes & fees
5 Jan - 6 Jan 2026
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is NZ$2,192
includes taxes & fees
5 Jan - 6 Jan 2026
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is NZ$779
includes taxes & fees
20 Jan - 21 Jan 2026
Seabreeze #4: Charming Cottage Footsteps to the Beach
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 NZ$1,328
includes taxes & fees
28 Jan - 29 Jan 2026
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub
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 NZ$1,144
includes taxes & fees
31 Dec - 1 Jan 2026
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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 NZ$889
includes taxes & fees
7 Jan - 8 Jan 2026
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1)
The price is NZ$2,552
includes taxes & fees
27 Jan - 28 Jan 2026
My Humble Abode 2BR Beachside Home | TennisPoolPKG
4.0 star property
10.0 out of 10, Exceptional, (1)
The price is NZ$4,369
includes taxes & fees
31 Dec - 1 Jan 2026
Canoe Place Waterfront Residences
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 NZ$2,190
includes taxes & fees
4 Jan - 5 Jan 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
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 NZ$1,572
includes taxes & fees
4 Jan - 5 Jan 2026
Blackberry: Private home with jacuzzi year-round
9.0 out of 10, Wonderful, (4)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is NZ$515
includes taxes & fees
1 Jan - 2 Jan 2026
American Beech in Greenport - Petite King Room 7
The price is NZ$11,088
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious 5-bedroom house with water views and 2 houses from the bay.
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 NZ$1,214
includes taxes & fees
1 Jan - 2 Jan 2026
Northfork Townhouse- walk to all/ newly renovated
10.0 out of 10, Exceptional, (3)
"Had a great weekend. Right on beach. Beautiful."
United States
Steven B.
The price is NZ$3,529
includes taxes & fees
26 Jan - 27 Jan 2026
Luxurious 3 BR Cottage w/ Ocean View Balcony
10.0 out of 10, Exceptional, (15)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is NZ$2,743
includes taxes & fees
5 Jan - 6 Jan 2026
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
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 NZ$1,135
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Northfork Townhouse- walk to all

Holiday 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
9.4 out of 10, Exceptional, (3)
"Wonderful property. Lisette was a fantastic host and her home updated and modern. "
United States
Joanna D.
The price is NZ$2,135
includes taxes & fees
31 Dec - 1 Jan 2026
Upscale Hamptons Home: 1 Mi to Sammys Beach!

Holiday Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is NZ$2,022
includes taxes & fees
31 Dec - 1 Jan 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

Find out more about Water Mill

Everything you need to know about Water Mill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Water Mill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Water Mill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Water Mill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Water Mill holiday rentals we have selected for you start as low as NZ$1,144 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Water Mill rentals

At Expedia, we put the best Water Mill holiday 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 holiday.

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. 

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?

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr: This holiday home rental outside of Water Mill offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Water Mill?

Expedia has 112 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.