
Pet-friendly holiday rentals in Water Mill
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Water Mill
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

Whaling Captain Pierson's Cottage
Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

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.

Calf Creek Cottage (Water Mill/Bridgehampton)
Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway right on the border of Water Mill and Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

Charming Southampton Light filled Cottage
Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Cheerful East Hampton home with Pool
Situated off of a quiet lane on one and a half-acres of land, this amazing residence offers a peaceful and quiet Hamptons getaway. The home consists of 4 wonderful bedrooms, 3.5 modern bathrooms, a heated pool & mature landscaping. Additionally, please read my disclosures and "rules". Not a party house. No Events, parties & No smoking will be permitted. The house is beautiful, tranquil and very comfortable. THANK YOU!

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

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!

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!

Elegant Modern Artist's Residence
This simple and serene home is set against a farm preserve, exposed to beautiful light and views and biking distance to the beach. Very relaxing - a terrific, creative space for a couple or small group. A large vegetable garden is maintained on the property and is available for guests to harvest as they like. Fresh salad greens, herbs, vegetables for you to enjoy!
Popular amenities for Water Mill pet-friendly home rentals
Pet-friendly house rentals

Waterfront home next to the beach in Southampton !

Private & Pristine with Pool and Kid’s Playard

Waterfront NoFo Cottage w/ public beach access

East Hampton 3 Bed / 3 Bath Charmer w Pool

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

Private beach, fully updated house, on 2 acres.

Central Private Bridgehampton

Winter Getaway 2 miles from Ocean Beaches
Pet-friendly home rentals with a pool

Sag Harbor Private Entry Guest Room + Pool 4 TWO

Sag Harbor Hamptons hideaway

Close to all! Peaceful Holiday *Pool! *Month

Perfect Beach Home in Sag Harbor

Charming Southampton Village Retreat

East Hampton Secluded Escape with Gunite Pool

5BR/4BA: Sag Harbor, Pool, Fireplace, Near to town

Chic, Modern, & a Walk to Beach!
Private, pet-friendly home rentals

Hamptons Tiny House!

SPA DEPARTURES NEAR THE SEA

Charming Sag Harbor Escape!

Chic cottage on lush, secluded acre by the beach.

Beachside Bliss

Bay View Cottage- Short Walk to Private Beaches

Southampton apt walk to village

Private Newly built Modern East Hampton Apartment!
When is the best time to visit Water Mill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,520 SGD | $1,402 SGD | $1,384 SGD | $1,266 SGD | $1,342 SGD | $1,588 SGD | $2,077 SGD | $2,311 SGD | $1,583 SGD | $1,520 SGD | $1,520 SGD | $1,520 SGD |
| 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 holiday rentals that are pet-friendly in Water Mill

Total holiday rentals
Explore 140 holiday rentals in Water Mill

Nightly prices starting at
Water Mill holiday rentals start at $177 SGD per night before taxes and fees

Verified guest reviews
Over 2,450 verified reviews to help you choose

Family-friendly holiday rentals
140 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
140 of Water Mill holiday rentals include wifi access

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

4.9 Average rating
Water Mill stays are highly rated by guests – averaging 4.9 out of 5!
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