
Pet-friendly vacation rentals in Wainscott
Find and book unique pet-friendly homes on Airbnb
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.ﺇ 624 per night before taxes and fees

Verified guest reviews
Over 2,500 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!
Top-rated pet-friendly home rentals in Wainscott
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Serene w/ large pool ~1 block to waterfront dining
Serene, chic, Hamptons oasis! 1 block to waterfront dining + 8 minutes to Main St. + beaches Enjoy your calm, zen, private home nestled in nature + peacefulness. Swim in your pool all day, spark up the firepit + BBQ under the starry sky! Curl up in the living room; cook in the Chef's kitchen + stream on the 80' TV. Enjoy a 1 block stroll to waterfront dining + cafe for coffee on the sea + dinner/drinks watching the sunset over the harbor You'll be 8 mins to Main St., beaches + so much more!
Outdoor spacesPetsTV

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.
WalkabilityPetsAmenities

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
WalkabilityOutdoor spacesLaundry

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".)
WalkabilityOutdoor spacesLocation

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!
PetsOutdoor spacesQuiet

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. (No AI used in these photos!)
Outdoor spacesWalkabilityBiking

Modern East Hampton Home w/ Heated Saltwater Pool
Peace and serenity in East Hampton and minutes from the Village. This exquisite modern home features high-end finishes such as Sub-Zero and Wolf appliances, quartzite waterfall kitchen island and counters, marble tiled bathrooms, designer mid-century decor and separately zoned air conditioning. The heated saltwater pool is surrounded by a bluestone patio, Ipe deck and huge yard. The house also features two wood-burning fireplaces in the living room and den and an outdoor fire-pit. RR# 26-891
WalkabilityOutdoor spacesParks

Oasis backyard, Pool, Gym, and Sunroom!
Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.
PetsOutdoor spacesPool

East Hampton Oasis - Pool and Hot Tub
Nestled at the end of a private road in the Springs section of East Hampton, this classic Hamptons home will keep you and your friends/family entertained. Living room with sonos sound system, kitchen, 3 bedrooms, 2 bathrooms, outdoor living area with lounge chairs, a bbq, bar, pool and hot tub. All 3 bedrooms have AC. Towels and linens provided. Washer/dryer available. CLOSE TO BEACH AND EH VILLAGE. The pool is open May 5 through October 5. The hot tub remains open year round.
WalkabilityPetsComfort

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .
PetsWalkabilityHeating

Pool Central Private Bridgehampton Home
Longer stay and reduced rate please email 169bridgehamptoncottage@gmail.com. NOTE* Rest assured, as always, even more so now, our housekeeper is aware to put in the extra tedious clean needed for a happy healthy stay! 7 minute drive to Hampton classic or less 20 min bike ride. Restaurants, studio 89 gym, on same rd. Ocean+bay 5-10 min drive. Bike to 1 ocean Yoga/winery. Halfway to Sag Harbor+Bridgehampton. There is pet fee.
Outdoor spacesWalkabilityNearby

Secluded Farmhouse - Studio Apartment Style Unit
Private studio suite with separate entrance and full bath in a modern North Fork farmhouse on a peaceful farm property. Enjoy a screened porch, fire pit, and outdoor seating. Includes mini fridge, Keurig, tea, homemade granola, and seasonal eggs/produce. Attached to our home, so some light household noise is possible. Private chef + yoga services available.
WalkabilityPetsAmenities
Popular amenities for Wainscott pet-friendly home rentals
Pet-friendly house rentals

Modern farmhouse w/ pool, beach, horses and winery
PetsOutdoor spacesQuiet

Contemporary East Hampton 4 Bedroom, Pool
Outdoor spacesWalkabilityGetting around

Walk to Village Sag Harbor Victorian
PetsOutdoor spacesComfort

3 BR/Pool. Walk to Beach & Town!
WalkabilityPetsTV

Family Retreat with Heated Pool, Hot Tub, Sauna.
Outdoor spacesWalkabilityLaundry

Hampton Oasis with private Tennis, Pool, Theater
Outdoor spacesAmenitiesBeach

¤¤¤ Wonderful retreat on 4 acres with pool ¤¤¤
PetsOutdoor spacesAir conditioning

East Hampton Secluded Escape with Gunite Pool
Outdoor spacesWalkabilityCondition
Pet-friendly home rentals with a pool

East Hampton Escape | Heated Pool + Outdoor Living
PetsOutdoor spacesAccess

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit
Outdoor spacesIndoor spacesDecor

Head of Pond House - Waterfront Cottage
WalkabilityOutdoor spacesCleanliness

Beautiful E. Hampton Home w/ Brand New heated pool
Outdoor spacesPetsTV

Tasteful Hampton 4 Bedroom w Heated Pool EH / Sag
Outdoor spacesPetsLayout

Close to all! Peaceful Heated Pool! *Month
Outdoor spacesAir conditioningQuiet

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool
WalkabilityPetsLocation

Private Wainscott Oasis | Heated Pool | Near beach
BathroomAccuracyAccess
Private, pet-friendly home rentals

New Bridgehampton Sag Harbor Hamptons Cottage
PetsGetting aroundIndoor spaces

Private Newly built Modern East Hampton Apartment!
Outdoor spacesPetsComfort

Enchanting studio cottage, walk everywhere
WalkabilityBeachQuiet

Sag Harbor Village Waterfront Cottage
Outdoor spacesWalkabilityGetting around

NEW Private, modern centrally located Apartment!
WalkabilityCheck-inGetting around

Artists pet friendly apartment and cabin, sauna.
PetsOutdoor spacesIndoor spaces

Cozy East Hampton Getaway
WalkabilityOutdoor spacesBackyard

Kenney's Beach Loft - Vineyards, Horton Lighthouse
Outdoor spacesWalkabilityGetting around
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,615 | ﺩ.ﺇ 2,596 | ﺩ.ﺇ 2,556 | ﺩ.ﺇ 2,611 | ﺩ.ﺇ 3,103 | ﺩ.ﺇ 4,433 | ﺩ.ﺇ 5,277 | ﺩ.ﺇ 5,645 | ﺩ.ﺇ 2,978 | ﺩ.ﺇ 2,582 | ﺩ.ﺇ 2,670 | ﺩ.ﺇ 2,828 |
| 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 |
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