Water Mill Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Water Mill

Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (251)
"A unos pasos del océano , muy tranquilo el lugar , limpio, espero volver pronto . "
The price is HK$1,026
HK$1,341 total
includes taxes & fees
14 Oct - 15 Oct
Windward Shores Ocean Resort
Driftwood Resort
3.5 star property
9.0 out of 10, Wonderful, (202)
"Great location. Beautiful beach. Perfect for a 2 - 3 night getaway."
The price is HK$1,348
HK$1,708 total
includes taxes & fees
23 Sept - 24 Sept
Driftwood Resort
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (201)
"Beautiful condo Convienent Spacious Only issue check in 4 pm Checkout at 10 am "
The price is HK$2,430
HK$3,111 total
includes taxes & fees
23 Sept - 24 Sept
Cliffside Resort Condominiums
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
10.0 out of 10, Exceptional, (158)
"Mark was very responsive. The kids loved the bouncy house and riding in the bike stroller. Lots of space, good location. Perfect for families."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, (17)
"This is our third visit to Little Neck and we loved it once again! Perfect location and we had everything we needed for another enjoyable and memorable vacation. We also love that we can bring our dog which is so nice. Lori is a wonderful host and super responsible. Highly recommend."
Location and views! Located directly on Shinnecock Bay!
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
10.0 out of 10, Exceptional, (17)
"Exceptional property, extremely well designed, location is outstanding; it is a true Hamptons Estate fit ideally for family stays and relaxing experience. "
Sagaponack, Hamptons Designer Luxury, Tennis Court and 8 Bedrooms
Gorgeous private Hamptons house with pool and volleyball court
8.4 out of 10, Very good, (12)
"Ok, if you are considering staying here, place is big and nice open concept. Two big refridgerators and kitchen dining room are lovely. Pool tables felt is very dirty and cues are down to wood. Outside pool is cracked and leaking so hose water needs to be constantly running making water cold. Deck has many soft spots and a couple of holes. Not like picture...no plants and outdoor furniture moldy....would not sit on love seat area. No one did. Needs a good bleaching. Great to have a washer and...
Gorgeous private Hamptons house with pool and volleyball court
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (79)
"Rick was a gracious host; the house was clean, and the beach was nearby. We enjoyed our stay "
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
10.0 out of 10, Exceptional, (9)
"This is a beautiful, comfortable and recently renovated home in a lovely neighborhood. The yard is also very nice, it was too cold for the pool but we enjoyed the hot tub and outdoor seating areas. We had a wonderful stay!"
PRIVATE POOL ~ PERFECT HAMPTONS GETAWAY ~ WBH
Sag Harbor Suite by the Beach
8.8 out of 10, Excellent, (10)
"Trvis and Alice are great host and the property was a great place to stay close to the beach and downtown Sag Harbor."
Sag Harbor Suite by the Beach
Summer getaway
9.4 out of 10, Exceptional, (9)
"Property is great. Deck and pool are the key feature!!! House is well appointed. Host is very communicative and accommodating."
Summer getaway
Beautiful Family Home Nestled In The Heart Of Sagaponack
10.0 out of 10, Exceptional, (28)
"House was lovely, great neighborhood! We enjoyed our stay"
Beautiful Family Home Nestled In The Heart Of Sagaponack
Fall booking available! Beach, pool still open, hot tub, pirate ship and more!
10.0 out of 10, Exceptional, (78)
"Our stay was wonderful! We enjoyed the house— very well set up and especially loved how child friendly it was with the pirate ship, trampoline, and games inside. The house was very comfortable overall with plenty of room for a family. I would recommend this property and would rent it again!"
Fall booking available! Beach, pool still open, hot tub, pirate ship and more!
Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (169)
"It was great"
Fabulous Waterfront Property in the Heart of Wine Country
Private and Immaculate East Hampton Home With Heated Pool
10.0 out of 10, Exceptional, (80)
"The property was perfect for our needs"
Private and Immaculate East Hampton Home With Heated Pool
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
9.6 out of 10, Exceptional, (95)
"We had an absolutely amazing time at Brian’s home. The pool was beautiful and the hot tub was perfect! The home was spacious and the deck was perfect for grilling and hanging outside. This home was great for a big family to get together and have a relaxing fun weekend together. We would definitely recommend and would love to go back ! "
Family Friendly 6 Bedroom Waterfront 3 Acre Pool & Hot Tub
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
10.0 out of 10, Exceptional, (4)
"The house was clean, located in a great area. There was so much to do! I would definitely recommend this listing to visit"
HAMPTON BAYS HOME MINUTES FROM SOUTHAMPTON VILLAGE, SHINNECOCK BAY, OCEAN...
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
10.0 out of 10, Exceptional, (31)
"Chris was the most proactive host we've had. He reached out while we were on our way to give us additional details and checked in throughout our stay to make sure we had what we needed. The shallow section of the pool was shallow enough for our 4 year old to stand which made the time in the pool even more fun. Also the pool was off to the side of the property and fenced in which gave us more security that our boys wouldn't go in accidently. The fire pit was a great place to hang out and we had...
Modern Farmhouse/Out Door Theater Fire Pit/ and Bocce court- WATCH VIDEO!!!
Contemporary home, newly built, heated pool and hot tub, large deck and...
9.4 out of 10, Exceptional, (8)
"This house was great! Exactly as pictured. Only callout is the outdoor furniture by the pool needs a really good spray down/wash. Everything else was absolutely great!!"
Contemporary home, newly built, heated pool and hot tub, large deck and...
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
10.0 out of 10, Exceptional, (78)
"Second time staying here, great house right on the water. Owners are extremely responsive and helpful"
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets
Don't see what you're looking for?
See all available properties in Water Mill
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.
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Water Mill you may be interested in

Greenview Inn Riverhead
2.0 star property
6.6 out of 10, (491)
"Great stay!"
The price is HK$757
HK$864 total
includes taxes & fees
6 Oct - 7 Oct
Greenview Inn Riverhead
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very good, (592)
"Good"
The price is HK$4,635
HK$6,319 total
includes taxes & fees
14 Oct - 15 Oct
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (172)
"Great Property"
The price is HK$2,485
HK$3,120 total
includes taxes & fees
8 Oct - 9 Oct
Baron's Cove
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.

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 Drive,40ft Heated Pool,Beach,Family 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 105 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.