
Vacation rentals in Water Mill
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Top-rated vacation rentals in Water Mill
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Water Mill
Superhost

Cabin in Shirley
4.87 out of 5 average rating, 153 reviewsA-Frame cabin with private beach & epic sunsets
JenniferRating, 5 stars1 week ago
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!
Guest favourite

Cottage in North Fork
5 out of 5 average rating, 13 reviewsLovely North Fork Beach Cottage (2 BR/2 bath)!
ChristinaRating, 5 stars1 week ago
Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!
Guest favourite

Home in North Fork
5 out of 5 average rating, 10 reviewsKayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
KristinaRating, 5 stars6 days ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Top guest favourite

Home in East Patchogue
5 out of 5 average rating, 20 reviewsHo Hum Holiday In Bellport with Pool
GraceRating, 5 stars4 months ago
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Guest favourite

Home in Hampton Bays
4.89 out of 5 average rating, 99 reviewsHamptons Escape minutes from Beaches and Nightlife
KrisRating, 5 stars3 weeks ago
Our stay here with our family was absolutely wonderful. The house was so comfortable and spacious and the hot tub in the backyard was a real treat during the off season. The location is great for Hampton Bays beaches and a very quick drive to the popular restaurants in town. Also a nice to drive surrounding towns. Communication with Aida was excellent and she had the hot tub ready to go during check in which was much needed after a long drive. Bedrooms are spacious and the kitchen has all the key equipment to make food at home. Backyard is large and fenced in if you have any pets. We definitely will book again in the future.
Guest favourite

Cabin in Rocky Point
4.89 out of 5 average rating, 484 reviewsGreat little place just for a couple
AllaireRating, 5 stars1 week ago
We had a great time staying with Marina. The space was so clean and the perfect size for two adults and our senior pup. The outdoor space was beautifully landscaped and the beach was only a 5 minute walk. We would definitely come back!
Guest favourite

Guesthouse in Shelter Island
4.96 out of 5 average rating, 27 reviewsSleek and Chic cottage/Pool House
YuryRating, 5 stars11 months ago
Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!
Guest favourite

Home in North Fork
4.92 out of 5 average rating, 12 reviewsPrivate Beach access along the Wine Trail
RaeganRating, 5 stars1 month ago
I would highly recommend Melissa's place in Jamesport. It was a great location with room to enjoy with some family members including children. It was perfect with some toys and a big outdoor area (and a private beach!) for us all to spend some time together while visiting family in the area. Melissa was accommodating and clear in her directions and gave us a warm welcome with a greeting basket, information about the area and coffee! The location is lovely and everything about the house was fun and comfortable. Thanks!
Quick stats about vacation rentals in Water Mill
Total rentals
260 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
3.5K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
140 properties allow pets
Rentals with a pool
210 properties have a pool
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- Beach
- Yale University
- Foxwoods Resort Casino
- Ocean Beach Park
- Dunewood
- Cooper's Beach, Southampton
- Quotonset Beach
- Giants Neck Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- Seaside Beach
- Jennings Beach
- Amagansett Beach
- Blue Shutters Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Connetquot River State Park Preserve
- Outer Beach at Smith Point County Park
- Long Island Aquarium
- Attawan Beach
- Groton Long Point Main Beach
- East Beach