Book Holiday Homes in Water Mill

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Featured Holiday Homes in Water Mill

10 Bedroom Hampton House with a regulation size Pickleball

10 Bedroom Hampton House with a regulation size Pickleball

Hampton Bays
Book a stay at this family-friendly vacation home in Hampton Bays. Enjoy private pools, a water park, and a garden. Popular attractions Ponquogue Beach and Tiana ...
10 Bedroom Hampton House with a regulation size Pickleball
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, a garden, and patios. Popular attractions The Hamptons Beaches and Our Lady of Poland Catholic Church ...
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖
Stunning New Designer Renovation

Stunning New Designer Renovation

Sag Harbor
Book a stay at this business-friendly vacation home in Sag Harbor. Enjoy free WiFi, private pools, and a fitness center. Popular attractions The Hamptons Beaches ...
Stunning New Designer Renovation
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WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Westhampton Beach
The price is NZ$1,049 per night from 27 Apr to 28 Apr
NZ$1,049
includes taxes & fees
27 Apr - 28 Apr
Book a stay at this family-friendly vacation home in Westhampton Beach. Enjoy private pools, a water park, and a garden. Popular attractions Westhampton Beach ...
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
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 water park, and a garden. Popular attractions Meschutt Beach and Sebonack Golf ...
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and patios. Popular attractions The Hamptons Beaches and North Main Street Historic ...
Charming Village home in the heart of Southampton
Cozy House less than two miles from Ocean Beaches

Cozy House less than two miles from Ocean Beaches

Hampton Bays
Stay at this vacation home in Hampton Bays. Enjoy free WiFi, a water park, and a garden. Popular attractions Tiana Beach and Ponquogue Beach are located ...
Cozy House less than two miles from Ocean Beaches
Stunning Hampton Holiday Family Fantasy for your Team

Stunning Hampton Holiday Family Fantasy for your Team

East Hampton
Book a stay at this family-friendly vacation home in East Hampton. Enjoy private pools, a water park, and a fitness center. Popular attractions The Hamptons ...
Stunning Hampton Holiday Family Fantasy for your Team
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 Southampton Golf Range and ...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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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
1722 Holiday Homes
Lowest Price
NZ$241
Highest Price
NZ$1,195
Popular accommodation
10 Bedroom Hampton House with a regulation size Pickleball, Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖 , Stunning New Designer Renovation, WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr, Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!, Charming Village home in the heart of Southampton, Cozy House less than two miles from Ocean Beaches, Stunning Hampton Holiday Family Fantasy for your Team , 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$1,195 per night from 27 Apr to 28 Apr
NZ$1,195
includes taxes & fees
27 Apr - 28 Apr
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. ...
Gurney's Montauk Resort & Seawater Spa
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street, Riverhead, NY
The price is NZ$279 per night from 22 Apr to 23 Apr
NZ$279
includes taxes & fees
22 Apr - 23 Apr
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
Hyatt Place Long Island East End
Baron's Cove

Baron's Cove

4 out of 5
31 West Water Street, Sag Harbor, NY
The price is NZ$501 per night from 22 Apr to 23 Apr
NZ$501
includes taxes & fees
22 Apr - 23 Apr
Stay at this 4-star hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
Baron's Cove
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Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End

3 out of 5
2012 Old Country Road, Riverhead, NY
Fully refundableReserve now, pay when you stay
The price is NZ$241 per night from 6 May to 7 May
NZ$241
includes taxes & fees
6 May - 7 May
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
Residence Inn by Marriott New York Long Island East End
Don't see what you're looking for?
See all available properties in Water Mill
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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.