
House vacation rentals in Watermill
Find and book unique houses on Airbnb
Top-rated house rentals in Watermill
Guests agree: these houses are highly rated for location, cleanliness, and more.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Modern House close to the beach
This modern home has all the amenities and comfort you would expect. You are 5 minutes from Southampton Village, 5 minutes from Flying Point Beach by car. Spacious back yard with beautiful patio furniture which gives onto beautiful pond. Fully equipped kitchen with Wolf stove. Lots of sun on this property. Quiet back patio area with barbecue and patio furniture. Fireplace available in the winter months. We use cotton linen and towels. Pool open in May. Pool heating is an additional cost.

Southampton Charmer, 5 bedrooms w pool - Location
This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Breezy Waterfront Home With private Dock
This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

Contemporary house in the woods.
Contemporary 3 bedroom, 2 full bathroom home on a private, wooded, 1/2 acre lot in the North Sea area of Southampton. 3-minute drive to the bay beach. 12-minute drive to the ocean. Nicely furnished. 2 Queen & 1 Full bed. Large backyard is enclosed with deer fencing. (It is not not pet proof) Reduced rates for mid-week stays. **We appreciate guests with robust Airbnb profiles and give details about their reason to visit Southampton. Pets accepted ONLY with prior permission.

PICTURE PERFECT SOUTHAMPTON HOME-
Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Serene East Hampton Escape - New Outdoor Sauna
A luxurious woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.

Sea Roost
This private, two-cottage property contains a few of the last remaining original fisherman cottages at Hither Hills built in the 1940s. Set on a lush, private knoll - South of the Highway - Sea Roost boasts mature landscaping and is located steps to Montauk's quiet and secluded Hither Hills Beach. The property consists of a 2 bed/2 bath cottage with separate artist studio (Qn bed, kitchenette & full bath). Dogs negotiable with pet fee. IG @searoosts

Classic Southampton Village Home w/ Pool
Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

Serene 3 Bed 2.5 Bath House w/Heated Pool
Situated off a quiet lane on a half-acre, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 3 wonderful bedrooms 2 modern bathroom and a heated saltwater pool ( See Pool heat and Pool Closure Details ) with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Astounding Watermill 5 Bedroom home with Pool
Situated off of a quiet lane on a half-acre of land, updated, modern residence offers a peaceful and quiet Hamptons getaway. 5 bedrooms / 3 modern bathrooms offers a relaxing escape. Large open kitchen leads out to the back garden, pool and indoor-outdoor eating areas. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!
Popular amenities for Watermill house rentals
House rentals with a pool

Hamptons Home w/ Salt Water Pool

Modern East Hampton Home w/ Heated Saltwater Pool

Perfect Beach Home in Sag Harbor

Charming Water Mill Cottage

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Light-filled Retreat by the Bay

Luxury Beach House | Pool & Hot Tub | Sag Harbor

Wooded Oasis and Guest House in Hamptons!
Weekly house rentals

Waterfront home next to the beach in Southampton !

Close to Beach | With Pool | Hampton Bays

Best View + Putting Green + Private Beach

Beach Cottage | Steps to Water| Fireplace|Firepit

Breathtaking Sag Harbor 5 bed 6 bath-Heated Pool

Historic East Hampton Home - Private Beach Access

Stunning Central E. Hampton Home w/ gunite pool.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV
Private house rentals

Shelter Island 4 bed waterfront home with office

Sag Harbor Hamptons hideaway

Gorgeous home with saltwater pool. Steps to beach!

Perfect getaway in Heart of East Hampton

Winter Inquiry - 5 Bed Village Cottage Retreat

Sunny, walk to beach, large pool

Beautiful Southampton Home w/ Pool, Close to Beach

Sag Harbor Chic Modern Cottage
When is the best time to visit Watermill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,662 CAD | $1,561 CAD | $1,540 CAD | $1,385 CAD | $1,464 CAD | $1,806 CAD | $2,174 CAD | $2,465 CAD | $1,583 CAD | $1,586 CAD | $1,662 CAD | $1,634 CAD |
| Avg. temp | 0 °C | 1 °C | 4 °C | 10 °C | 15 °C | 21 °C | 24 °C | 23 °C | 19 °C | 13 °C | 8 °C | 3 °C |
Quick stats about house rentals in Watermill

Total vacation rentals
Explore 230 vacation rentals in Watermill

Nightly prices starting at
Watermill vacation rentals start at $194 CAD per night before taxes and fees

Verified guest reviews
Over 3,090 verified reviews to help you choose

Family-friendly vacation rentals
210 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 130 rentals that welcome pets

Vacation rentals with a pool
190 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
220 of Watermill vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Watermill rentals

4.8 Average rating
Watermill stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Villa rentals Watermill
- Rentals with a firepit Watermill
- Fitness-friendly rentals Watermill
- Rentals with pools Watermill
- Rentals with a washer and dryer Watermill
- Family-friendly rentals Watermill
- Rentals with a hot tub Watermill
- Rentals with a fireplace Watermill
- Rentals with outdoor seating Watermill
- Rentals with beach access Watermill
- Beachfront rentals Watermill
- Pet-friendly rentals Watermill
- Luxury rentals Watermill
- Rentals with a patio Watermill
- House rentals Suffolk County
- House rentals New York
- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Napeague Beach
- Woodmont Beach
- Sunken Meadow State Park
- Jennings Beach
- Amagansett Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park




