
Vacation rentals in Wainscott
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Wainscott
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool
Heart of the Hamptons is situated this bright, beach house 5 min from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated (add charge) pool (MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway

Hamptons Elegant and Comfortable Apartment
Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Serenity + privacy; 1 block to waterfront dining
Enjoy the privacy and space of your own home! Located near all of the best Hampton's attractions. Enjoy your large home surrounded by nature and serenity. Swim in your pool, spark up the BBQ + firepit, enjoy al fresco dining under the stars. Stream on your 80' TV + cook in your large Chef's kitchen. Stroll just 1 block to the best waterfront dining + cafe for drinks/dinner/morning coffee on the sea. You will be 8 mins to Main St., 10 mins to beaches, close to museums, coffee + so much more!

Whaling Captain Pierson's Apartment TOO
Whaling Captain Pierson's Apartment TOO is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment and Whaling Captain Pierson's Cottage)

Beautiful E. Hampton Home w/ Brand New heated pool
RECENTLY RENOVATED BASEMENT LEVEL SEE PICS Charming and beautifully designed, our East Hampton home is the perfect getaway. Enjoy a HEATED pool and easy access to local attractions - we're just 2 miles from the village and a short drive to the beach. Inside, you'll find three large HD TVs with cable and internet, as well as gas grill for summer fun. Our private entry lower apartment includes a kitchenette, full bath, and many extras. Book your stay today and experience luxury and relaxation!

Peaceful cottage
Take a break and unwind at this quiet, peaceful retreat! This 3 level cottage includes lower level garage parking for one car and laundry. The main level holds a full kitchen, spacious living room, and half bath. The second floor bedroom has an en-suite bathroom. Situated beside the main house, on 2.5 acres surrounded by forest, with easy access to trails. Close to ocean and bay beaches, midway between East Hampton and Sag Harbor. Perfect for a couple with an appreciation for nature!

Hamptons Home w/ Salt Water Pool
3 Bed/ 2 Bath Sag Harbor Retreat w/ Salt Water Pool. Nestled close to both Sag Harbor Village and Sagaponack, this charming home offers the perfect blend of comfort and convenience. With 3 bedrooms, 2 baths, and situated on a generous .66-acre lot. Outdoors, the expansive yard features a 35x17 saltwater pool. Located just moments from Sag Harbor Village, you'll enjoy easy access to boutique shops, acclaimed restaurants, Wolffer Estate Vineyards, and picturesque waterfront views.

Artists Sag Harbor Village Retreat
This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

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 .

Super sweet king en-suite prvt access pool central
Beautiful, bright, spacious King suite w fireplace, two en-suite bathrooms & private separate poolside entrance. We are just minutes to beaches, boating, golf, hiking, biking, yoga and wineries. Play games, grill or cozy up fireside w a good book or movie. The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w/your choice of pillows. Complimentary coffee/tea/treats

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Renovated Guest Cottage close to E.Hampton Village
This modern beach guesthouse has white washed wood floors, all new stainless steel appliances , central air, and very conveniently located . We are a short walk to East Hampton Village and 1.9 miles to the nearest beach.There is a private back patio with a cedar outdoor shower and sitting area in a serene setting .
Popular amenities for Wainscott vacation rentals
Other great vacation rentals in Wainscott

Historic East Hampton Home - Private Beach Access
Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

NEW- Private Modern East Hampton Apartment!

Private Wainscott Oasis | Heated Pool | Near beach

Sunny and Secluded Modernist Gem with Heated Pool

Spacious East Hampton Getaway with Pool

Relaxing Spacious House. *pets welcomed*

Peaceful Hamptons Contemporary Retreat
When is the best time to visit Wainscott?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €597 | €608 | €602 | €602 | €738 | €906 | €1,172 | €1,204 | €804 | €597 | €597 | €623 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Wainscott?
Wainscott has more than 330 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Wainscott?
Experience the best of Wainscott with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Wainscott?
Four-legged friends are welcome in Wainscott. Choose from more than 170 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Wainscott?
Yes! Work meets play with ease at over 210 vacation rentals in Wainscott featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Wainscott vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 310 vacation homes with pools in Wainscott, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Wainscott?
Make yourself at home in Wainscott by choosing from our most frequently booked neighborhoods. We have over 840 vacation rentals in Sagaponack, and over 2,150 vacation rentals in Wainscott.
Do house rentals in Wainscott have air conditioning?
Absolutely! We offer over 330 house rentals with air conditioning in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wainscott have a kitchen?
Absolutely! We offer over 310 house rentals with a kitchen in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wainscott have wifi?
Absolutely! We offer over 330 house rentals with wifi in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wainscott have free parking?
Absolutely! We offer over 330 house rentals with free parking in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Wainscott

Total vacation rentals
Explore 360 vacation rentals in Wainscott

Nightly prices starting at
Wainscott vacation rentals start at €77 per night before taxes and fees

Verified guest reviews
Over 5,920 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
310 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

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

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

4.9 Average rating
Wainscott stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a fire pit Wainscott
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- Rentals with beach access Wainscott
- Rentals with a hot tub Wainscott
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- Rentals with a fireplace Wainscott
- Family-friendly rentals Wainscott
- Rentals with a patio Wainscott
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- House rentals Wainscott
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