Book Holiday Homes in Water Mill

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Water Mill

The SandPiper

The SandPiper

Greenport,
Stay at this vacation home in Greenport. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Railroad Museum of Long Island and East End Seaport ...
Opens in a new windowThe SandPiper
Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access

Amagansett
Stay at this vacation home in Amagansett. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Amagansett Beach and Atlantic ...
Opens in a new windowWalk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access
The Cooper-Burke House

The Cooper-Burke House

Sag Harbor
Stay at this vacation home in Sag Harbor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions BookHampton and Sag Harbor Marine Park are located ...
Opens in a new windowThe Cooper-Burke House
Save an average of 15% on thousands of hotels when you're signed in
Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available

Sag Harbor
Book a stay at this family-friendly vacation home in Sagaponack. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in ...
Opens in a new windowGrab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

Hampton Bays
Book a stay at this beach vacation home in Hampton Bays. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Cooper's Beach and Meschutt ...
Opens in a new windowBeautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, laundry facilities, and patios. Popular attractions Cooper's Beach and North Main Street Historic ...
Opens in a new windowQuintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open...
Relax in Hampton Bays...

Relax in Hampton Bays...

Hampton Bays
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy free WiFi, a water park, and a garden. Popular attractions Regal UA Hampton Bays and ...
Opens in a new windowRelax in Hampton Bays...
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 out of 5
Bridgehampton
The price is NZ$716 per night from 6 Nov to 7 Nov
NZ$716
6 Nov - 7 Nov
includes taxes & fees
Stay at this vacation home in Bridgehampton. Enjoy free WiFi, a garden, and patios. Popular attractions Channing Daughters Winery and South Fork Natural History ...
Opens in a new windowCozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Cooper's Beach and Southampton ...
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Don't see what you're looking for?
See all available properties in Water Mill
View all properties
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.

Water Mill Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Water Mill vacation homes are the perfect way for you to wing it.

Holiday houses in Water Mill let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Water Mill in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Water Mill adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Water Mill with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Water Mill vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Water Mill Holiday Homes essential information

Accommodation
1686 Holiday Homes
Lowest Price
NZ$261
Highest Price
NZ$798
Popular accommodation
The SandPiper , Walk to the beach from 4 Bedroom house in Amagansett - Private Beach Path Access, The Cooper-Burke House, Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available , Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Quintessential Hamptons home with 6 bedrooms (all ensuite bathrooms), open..., Relax in Hampton Bays..., Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Top trending hotels in Water Mill

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway, Montauk, NY
The price is NZ$798 per night from 30 Nov to 1 Dec
NZ$798
30 Nov - 1 Dec
includes taxes & fees
Stay at this 4-star beach resort in Montauk. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the room service in our reviews. ...
Opens in a new windowGurney's Montauk Resort & Seawater Spa
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Opens in a new windowThe Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
The price is NZ$399 per night from 18 Nov to 19 Nov
NZ$399
18 Nov - 19 Nov
includes taxes & fees
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowSound View Greenport
Save an average of 15% on thousands of hotels when you're signed in
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is NZ$261 per night from 9 Nov to 10 Nov
NZ$261
9 Nov - 10 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
Opens in a new windowThe Bentley Hotel Southampton
Don't see what you're looking for?
See all available properties in Water Mill
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.