Water Mill Vacation Rentals from $163: Search Short-Term Rentals

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Our top choices for Water Mill vacation rentals

1. Seabreeze #3 Cozy Cottage steps to the beach

Hampton Bays

"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...

Anonymous traveler

$433 nightly

Sep 20 - Sep 21

Total with taxes and fees

2. North Fork Resort

Greenport

Lisa

$275 nightly

Sep 13 - Sep 14

Total with taxes and fees

3. Black Swan Beachfront Home with Jacuzzi year round

Hampton Bays

Donald J.

$1,129 nightly

Sep 13 - Sep 14

Total with taxes and fees

4. Windward Shores Ocean Resort

Napeague

Gaurang J

$143 nightly

Oct 12 - Oct 13

Total with taxes and fees

5. Lovely studio with AC in charming Sag Harbor

Sag Harbor

"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...

Emily t.

$455 nightly

Sep 13 - Sep 14

Total with taxes and fees

6. BlackBerry Private home with jacuzzi yearlong

East Hampton

Suzanne R.

$1,246 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Bridgehampton

Robert R.

$514 nightly

Sep 22 - Sep 23

Total with taxes and fees

8. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Southampton

Jordan

$514 nightly

Sep 13 - Sep 14

Total with taxes and fees

9. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

East Hampton

Christina V.

$260 nightly

Sep 13 - Sep 14

Total with taxes and fees

10. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

East Hampton

Fiona B.

$271 nightly

Sep 13 - Sep 14

Total with taxes and fees

11. Driftwood Resort

Montauk

William

$192 nightly

Oct 5 - Oct 6

Total with taxes and fees

12. Cliffside Resort Condominiums

Greenport

Christine

$367 nightly

Oct 5 - Oct 6

Total with taxes and fees

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

Southampton

Justin

$903 nightly

Sep 13 - Sep 14

Total with taxes and fees

14. Seabreeze 4 Charming Cottage footsteps to beach

Hampton Bays

Weston B.

$493 nightly

Sep 27 - Sep 28

Total with taxes and fees

15. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

$1,257 nightly

Sep 15 - Sep 16

Total with taxes and fees

16. Beach Block Hideaway

Pipes Cove

Teresa C.

$366 nightly

Sep 14 - Sep 15

Total with taxes and fees

17. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Napeague

Liana T.

$434 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Sag Harbor

maria m.

$975 nightly

Sep 15 - Sep 16

Total with taxes and fees

19. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

$1,331 nightly

Sep 14 - Sep 15

Total with taxes and fees

20. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton North

Carolyn C.

$1,091 nightly

Sep 13 - Sep 14

Total with taxes and fees

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Top Water Mill Hotel Reviews

The Harbor Front Inn

10/10 Excellent

"This was our first trip to Greenport and we had a fabulous stay. The hotel was perfectly located downtown."

The Atlantic Hotel

8/10 Good

"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"

North Fork Resort

10/10 Excellent

"This property is so awesome! Adorable cottages, not very big, but sufficient. We were 2 couples, and we managed. Very quaint an comfortable. Services were provided if asked. They give you everything you need. I may buy in or for sure go back as a guest next year. We loved it, and it's so convenient to town, restaurants, and wineries all around you."

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

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 $163 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.

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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?

Hamptons Retreat 1/4 Mi to Viral Supermodel Cafe to Bethenny Frankel's Pop-Up!: This vacation home rental near Water Mill is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Water Mill?

Expedia has 116 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 The Watermill Center 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.

Water Mill Vacation Rentals

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Check prices for these dates

Our top choices for Water Mill vacation rentals

1. Seabreeze #3 Cozy Cottage steps to the beach

2. North Fork Resort

3. Black Swan Beachfront Home with Jacuzzi year round

4. Windward Shores Ocean Resort

5. Lovely studio with AC in charming Sag Harbor

6. BlackBerry Private home with jacuzzi yearlong

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

8. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

9. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

10. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

11. Driftwood Resort

12. Cliffside Resort Condominiums

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

14. Seabreeze 4 Charming Cottage footsteps to beach

15. Minutes from the beach, brand new 3 bedroom

16. Beach Block Hideaway

17. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

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

19. Minutes from the beach, brand new 4 bedroom

20. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

Find vacation rentals that suit your style

Top Water Mill Hotel Reviews

The Harbor Front Inn

Find out more about Water Mill

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