
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.

Cozy, serene and private Hamptons home near it all
Escape to your private, serene and peaceful Hamptons home! Set on .5 acre of nature and beauty, near all of the best attractions. Cozy up at the wood-burning fireplace, cook in the large Chef's kitchen + stream on your 80' TV. Spark up the BBQ + firepit under the starry sky! Choose from the large book collection. Walk 1 block to the marina for water views. During Summer swim all day in the pool, enjoy beaches within 3-5 minutes, seaside dining within 5-10 minutes, Main Street and so much 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

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.

Aqua Vista
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.

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.

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!

DITCH PLAINS SURF HOUSE
Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!
Popular amenities for Wainscott pet-friendly home rentals
Pet-friendly house rentals

Hamptons Home w/ Salt Water Pool

Private & Pristine with Pool and Kid’s Playard

Sea Roost

Central Private Bridgehampton

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

Secluded Farmhouse - Studio Apartment Style Unit

Hamptons Modern Retreat NEW CONS

Secluded Luxury: New Gunite Pool, Walk to Bay
Pet-friendly home rentals with a pool

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

Stylish+Cozy Hamptons Winter Getaway-5min to Beach

La casita J place

Civilian Surf Club: a family-friendly beach house

Head of Pond House - Waterfront Cottage

Montauk Cottage Escape

Renovated Southampton Home+Pool

Beautiful E. Hampton Home w/ Brand New heated pool
Private, pet-friendly home rentals

Seabreeze #4: Charming Cottage Footsteps to Beach

Light, spacious 3bdr home steps to Wades Beach

Close to all! Peaceful Holiday *Pool! *Month

Perfect Beach Home in Sag Harbor

Southampton apt walk to village

Oak Cottage

Cozy & private getaway beach view house

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ2,020 | ﺩ.ﺇ2,255 | ﺩ.ﺇ2,255 | ﺩ.ﺇ2,251 | ﺩ.ﺇ2,798 | ﺩ.ﺇ3,720 | ﺩ.ﺇ5,277 | ﺩ.ﺇ5,645 | ﺩ.ﺇ2,978 | ﺩ.ﺇ2,204 | ﺩ.ﺇ2,204 | ﺩ.ﺇ2,204 |
| 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 ﺩ.ﺇ367 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!
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- Pet-friendly rentals Suffolk County
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Mohegan Sun
- Long Island Aquarium
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- East Matunuck State Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Burlingame State Park
- Salty Brine State Beach
- Orient Beach State Park
- Meschutt Beach
- East Hampton Main Beach
- Wölffer Estate Vineyard
- Bluff Point State Park
- Ditch Plains Beach
- Napatree Point Conservation Area
- Devil's Hopyard State Park




