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

Chic, serene, Hamptons oasis! Near all attractions
Escape to your serene, private home nestled in nature, near all of the best attractions. Enjoy the comforts of your own Hamptons home; curl up @ the wood burning fireplace, stream shows on your 80' TV, cook in the Chef's kitchen. Enjoy peace + nature views from all areas of the house. During summer swim all day in your pool, spark up the BBQ + firepit, walk 1 block to waterfront dining + enjoy the best sunsets at the marina. Just 3-8 mins. to beaches, Main St, shopping, museums + so much more

Sag Harbor, Designer w large Pool (3 bed/2.5 bath)
Relax with friends / family at this home in a magical setting overlooking Lily pond Completely private but 5 mins to Sag Harbor downtown / restaurants / Havens beach, and 10 mins to Bridgehampton. Location, location! And Views! - 3 Beds and 2.5 baths + pool house - Pool house with twin sofa bed + full bath - 50ft heated Gunite pool (125/d extra to heat) - Outdoor deck overlooking pond - Amazing views! - Fire pit with Adirondack chairs Unique house to unwind while being close to the action

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.

East Hampton Village Fringe, Renovated with Pool
This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

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.

Explore the Water & Woods at a Relaxing Retreat
Flick through records under soaring ceilings and hang out in the year-round hot tub at this East Hampton open-plan retreat. Unwind in the wooded backyard, take a dip in the pool or spa, detox in the sauna, grill on BBQ, relax in the movie-theatre seats to watch a film, then snuggle up to fireplace or firepit before drifting to sleep in super comfy beds. Minutes to village, beaches and hiking trails. Terrific for families & friends looking for a relaxing getaway.

The Cooper-Burke House
Many Main Street restaurants such as the American Hotel, Lulu's, Page 63, Wolffer Kitchen, Sen, Sag Pizza and Goldberg's, etc are a few minutes away. On Main Street one finds the Sag Harbor Cinema, The Bay Street Theater, Schiavoni's Market and Yoga Shanti. The house is a 12-minute walk to Haven's Beach. 1-minute around the corner from the house is Cavaniola's Wine, Cheese and Kitchen shops as well as the Sag Harbor Beverage store.

Light-filled Sag Harbor village gem
Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

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!

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 Wainscott pet-friendly home rentals
Pet-friendly house rentals

Private & Pristine with Pool and Kid’s Playard

Rex- East Hampton Cottage- 5 stars

Central Private Bridgehampton

Wake up to Stunning Views at a Serene Waterfront Haven

Renovated Southampton Home+Pool

Spacious Modern 5BR • Close to Town & Beach

Scandinavian Cottage

Cheerful 3 bed-3bath beach cottage home with pool
Pet-friendly home rentals with a pool

3 BR/Pool. Walk to Beach & Town!

Hamptons Home w/ Salt Water Pool

Charming Sag Harbor Escape!

¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤

Hamptons Sanctuary - luxurious and secluded.

Close to all! Peaceful Holiday *Pool! *Month

Perfect Beach Home in Sag Harbor

The Perfect Summer Beach Home in Sag Harbor
Private, pet-friendly home rentals

Cozy East Hampton Getaway

Waterfront home next to the beach in Southampton !

Waterfront NoFo Cottage w/ public beach access

Best View + Putting Green + Private Beach

Classic Hamptons Cottage - Heart of Amagansett

Light, spacious 3bdr home steps to Wades Beach

Peaceful getaway in the Hamptons

Contemporary East Hampton 4 Bedroom, Pool
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$114,768 GYD | G$128,123 GYD | G$128,123 GYD | G$127,914 GYD | G$159,006 GYD | G$211,382 GYD | G$299,857 GYD | G$320,724 GYD | G$169,231 GYD | G$146,694 GYD | G$151,702 GYD | G$160,675 GYD |
| 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 vacation rentals that are pet-friendly in Wainscott

Total vacation rentals
Explore 170 vacation rentals in Wainscott

Nightly prices starting at
Wainscott vacation rentals start at G$20,867 GYD per night before taxes and fees

Verified guest reviews
Over 2,490 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
170 of Wainscott vacation rentals include wi-fi access

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

4.8 Average rating
Wainscott stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York 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
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a washer and dryer Wainscott
- Rentals with a fire pit Wainscott
- Fitness-friendly rentals Wainscott
- Rentals with outdoor seating Wainscott
- Rentals with a patio Wainscott
- Rentals with a hot tub Wainscott
- Rentals with pools Wainscott
- House rentals Wainscott
- Luxury rentals Wainscott
- Family-friendly rentals Wainscott
- Rentals with a fireplace Wainscott
- Rentals with beach access Wainscott
- Pet-friendly rentals Suffolk County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- East Matunuck State Beach
- Hammonasset Beach State Park
- Long Island Aquarium
- Mystic Seaport Museum
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Burlingame State Park
- Yale University Art Gallery
- Salty Brine State Beach
- Orient Beach State Park
- East Hampton Main Beach
- Meschutt Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Ditch Plains Beach
- Wesleyan University
- Saltwater Farm Vineyard




