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.

Guest favourite
Guest suite in Hampton Bays
CHARMING OCEAN BUNGALOW
My ocean Bungalow is super well located in Hampton Bays. You will be 10 minutes away from the center of town where the Hampton Bays train station is. You also have Starbucks, Ride Aid, king Kullen, and great eateries at your fingertips. You will also have another two great supermarkets; Stop&Shop and Wild by Nature natural food store. You will be staying in a room with a feeling of a Junior Suite with approximately 400sq feet, a much larger area than a standard room. It has an attached small full bathroom, a living space that I call “home theater” with a 75” smart TV, a wet Bar with Coffee, Expresso and Tea, your own refrigerator. No heavy cooking is allowed indoors but I will offer a grill outside, for the most gastronomically inclined guests ... there’s no dining area but you are more welcome to use the dining table at the outdoor stone patio. One of the nicest thing about our location is that we are 5 minutes from Ponquogue Beach with excellent near by restaurants such as Oklands, Sundays on the Bay, on Beach Road and Dockers waterside on Dune Road. Meschutt beach is also a great location with live music throughout the summer, not a beach for surfers or adventure swimmers, since it’s on Peconic Bay, but on a plus side, there’s a full outdoor bar for adults, I love their Rum punch, and a full service snack bar, and a gift shop that sells beach gear... etc.
Apr. 18 – 25
$182 CAD per night
4.98 out of 5 average rating, 310 reviews
Guest favourite
Guesthouse in Southampton
Tiny Home in Prime Spot in Southampton Village
Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!
May 8 – 15
$440 CAD per night
4.95 out of 5 average rating, 411 reviews
Guest favourite
Cottage in Southampton
Secluded Southampton Cottage w/Pool & Spa
*Follow Us on Insta @SimmerCottage* This designer-decorated cozy cottage near Southampton Village & a short drive or bike to the beach has a stocked chef's kitchen, cozy living room with wood-burning stone fireplace, 2 SmartTVs, whimsical dining room, 3 bedrooms, one bath & charming sunroom w/reading nooks. The Cottage has central heating/air & is set on a gated 1/2 acre w/hot-tub, outdoor dining for 8 on a stone patio, outdoor string lights, fire pit, gardener's potting station & gas BBQ.
Apr. 12 – 19
$592 CAD per night
4.96 out of 5 average rating, 162 reviews

Popular amenities for Water Mill vacation rentals

Stay near Water Mill's top sights

Parrish Art Museum263 locals recommend
Flying Point Beach46 locals recommend
Stony Brook Southampton Hospital13 locals recommend
Hampton Classic Horse Show Inc10 locals recommend
Hampton Coffee Company28 locals recommend
Hampton Jitney54 locals recommend

Other great vacation rentals in Water Mill

Guest favourite
Home in Sag Harbor
Modern Residence in Sag Harbor
May 2 – 9
$728 CAD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Water Mill
Astounding Watermill 5 Bedroom home with Pool
May 28 – Jun. 4
$1,407 CAD per night
4.91 out of 5 average rating, 94 reviews
Guest favourite
Home in Southampton
Perfect Lake Cottage weekend Hamptons special
Jan. 19 – 26
$1,098 CAD per night
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Southampton
Spectacular Village Home: Close to Town and Ocean
May 11 – 18
$817 CAD per night
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Sag Harbor
Sag Harbor Chic Mid-Century retreat.
Jun. 7 – 14
$966 CAD per night
4.96 out of 5 average rating, 26 reviews
Guest favourite
Home in Southampton
Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
Dec. 12 – 19
$1,051 CAD per night
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Water Mill
Lovely Hamptons Home
Jul. 16 – 23
$1,420 CAD per night
4.82 out of 5 average rating, 66 reviews
Guest favourite
Guesthouse in Southampton
Southampton Modern Barn, Private Hot Tub and Pool
Jul. 24 – 31
$1,290 CAD per night
4.98 out of 5 average rating, 45 reviews
Guest favourite
Cottage in Bridgehampton
Bridgehampton Cottage Close to Town, South of HWY
Apr. 22 – 29
$1,664 CAD per night
5.0 out of 5 average rating, 48 reviews
Guest favourite
Cottage in Southampton
Towd Point Beach Treasure | 14 min walk to beach
Mar. 25 – Apr. 1
$474 CAD per night
5.0 out of 5 average rating, 14 reviews
Guest favourite
Cottage in Southampton
Modern Southampton Cottage | Heated Pool & Peloton
Sep. 19 – 26
$965 CAD per night
4.93 out of 5 average rating, 60 reviews
Guest favourite
Home in Southampton
Tranquility at the Water’s Edge
Dec. 31 – Jan. 7
$1,013 CAD per night
5.0 out of 5 average rating, 20 reviews

Quick stats about vacation rentals in Water Mill

Total rentals

250 properties

Rentals with a pool

210 properties have a pool

Pet-friendly rentals

130 properties allow pets

Family-friendly rentals

230 properties are a good fit for families

Total number of reviews

3.2K reviews

Nightly prices starting at

$14 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Water Mill