Vacation rentals in Wainscott

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Top-rated vacation rentals in Wainscott

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Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 310 reviews

Artists Sag Harbor Village Retreat

January special -book second night for $125! 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. Ideal for a fall or winter visit to explore the area during the quieter season. Main Street is lively and all restaurants are open. Central heat & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

Dec 1 – 8

€ 239 per night

Guest favorite

Apartment in Sagaponack

4.97 out of 5 average rating, 38 reviews

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.

Jun 1 – 8

€ 504 per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 29 reviews

Storybook Cottage Seconds to East Hampton Village

Beach Cottage at edge of East Hampton Village. This fresh and bright cottage with three bedrooms and two new bathrooms is a compact and convenient jewel box with everything you'd expect in the Hamptons - including a beautiful pool with built-in hot tub. Just blocks from the heart of East Hampton on a quiet no-traffic cul-de-sac, not far from beach, shopping, dining and train... sparkling kitchen with new 'retro style' appliances, gleaming hardwood floors throughout, and a cozy front porch.

Oct 23 – 30

€ 537 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 119 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Nov 29 – Dec 6

€ 687 per night

Guest favorite

Guest suite in East Hampton

4.96 out of 5 average rating, 142 reviews

Private peaceful poolside Suite close to bch/town

Beautiful, bright, spacious king suite w fireplace, two bathrooms & private separate poolside entrance in the country. We are just minutes to golf, hiking, biking, yoga, wineries and beaches. Play games, grill poolside 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/snacks and breakfast treats provided.

Mar 11 – 18

€ 344 per night

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 131 reviews

Updated apartment in historic village home

Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Jun 26 – Jul 3

€ 515 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 116 reviews

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.

Oct 1 – 8

€ 903 per night

Guest favorite

Home in Sag Harbor

4.95 out of 5 average rating, 129 reviews

Luxury Private King Suite + 2 Floor Living Space

Your modern, spacious, sparkling clean guest home has 2 private floors and a private entrance. The bedroom provides luxury and calm as light from the green trees filters in. Watch movies & chill in your living room complete with kitchenette, wine cooler, powder room and adjoining dining space. You’re in a peaceful neighborhood facing a land forest preserve, 5 minutes from bay beaches and the plethora of farm fresh, organic Sag Harbor eateries.

Nov 8 – 15

€ 412 per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 20 reviews

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.

Nov 3 – 10

€ 346 per night

Superhost

Apartment in Sag Harbor

4.87 out of 5 average rating, 15 reviews

Well-appointed one bedroom Apt

Well-appointed 600 sf one bedroom apartment downstairs next to my Pilates studio in Sag Harbor. Exactly 1 mile from Sag Habor Main Street and Docks. The coziest of all the Hamptons, Sag Harbor offers the best in strolling and shopping, and include 3 of the best rated restaurants out east! We are also on the Mohonk Bike Path and I have 2 bikes available as well. Easy to access and lots of parking make this a perfect little getaway.

Apr 23 – 30

€ 169 per night

Guest favorite

Cottage in East Hampton

4.98 out of 5 average rating, 263 reviews

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).

Nov 12 – 19

€ 307 per night

Guest favorite

Apartment in East Hampton

4.98 out of 5 average rating, 80 reviews

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 .

Oct 22 – 29

€ 395 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wainscott vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wainscott's top sights

Townline BBQ36 locals recommend

La Capannina12 locals recommend

The Wine Stand at Wölffer Estate25 locals recommend

Levain Bakery - Wainscott21 locals recommend

The Clubhouse45 locals recommend

HomeGoods4 locals recommend

Other great vacation rentals in Wainscott

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 13 reviews

East hampton 3 bedroom home w/ pool great location

Nov 13 – 20

€ 448 per night

Superhost

Home in East Hampton

5.0 out of 5 average rating, 18 reviews

Renovated 1800s Modern Farmhouse - House A

Apr 21 – 26

€ 459 per night

Guest favorite

Guest suite in East Hampton

5.0 out of 5 average rating, 6 reviews

1 Bedroom Apartment with Pool in Springs

Feb 14 – 21

€ 158 per night

Superhost

Home in Sagaponack

4.87 out of 5 average rating, 45 reviews

Nature Retreat

Feb 17 – 24

€ 900 per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 16 reviews

Stunning 3 BR / 2.5 New Construction with Pool

Oct 23 – 30

€ 1,011 per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 92 reviews

Secluded Modern Beach Style House

Jun 8 – 15

€ 744 per night

Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 87 reviews

Marvelous 4 Bed East Hampton home w Heated Pool

Sep 6 – 13

€ 1,027 per night

Superhost

Home in East Hampton

4.97 out of 5 average rating, 69 reviews

Stylish Artist's Home in EH 4B, Pool, Paradise

Sep 28 – Oct 5

€ 1,089 per night

Show all

Quick stats about vacation rentals in Wainscott

Total rentals
280 properties
Rentals with a pool
230 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
250 properties are a good fit for families
Total number of reviews
3.4K reviews
Nightly prices starting at
€ 47 before taxes and fees

Frequently Asked Questions

Are there Wainscott vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Wainscott, available on Airbnb. Make a splash and soak up the sun in style!
Are there pet-friendly vacation rentals in Wainscott?
Four-legged friends are welcome in Wainscott. Choose from more than 130 vacation rentals for guests traveling with pets.
Do house rentals in Wainscott have air conditioning?
Absolutely! We offer over 250 house rentals with air conditioning in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Wainscott?
Yes! Work meets play with ease at over 160 vacation rentals in Wainscott featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Wainscott have wifi?
Absolutely! We offer over 250 house rentals with wifi in Wainscott. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wainscott have a kitchen?
Absolutely! We offer over 230 house rentals with a kitchen in Wainscott. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Wainscott?
Enhance your stay in our House Rentals with the most popular amenities: over 230 homes with a kitchen, over 250 homes with air conditioning, over 250 homes with wifi, over 240 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Wainscott?
Experience the best of Wainscott with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Wainscott?
Wainscott has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Wainscott have free parking?
Absolutely! We offer over 240 house rentals with free parking in Wainscott. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Wainscott

Top-rated vacation rentals in Wainscott

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Wainscott vacation rentals

Stay near Wainscott's top sights

Other great vacation rentals in Wainscott

Home in East Hampton

Home in East Hampton

Guest suite in East Hampton

Home in Sagaponack

Home in East Hampton

Home in Sag Harbor

Home in East Hampton

Home in East Hampton

Quick stats about vacation rentals in Wainscott

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there Wainscott vacation rentals on Airbnb with pools?

Are there pet-friendly vacation rentals in Wainscott?

Do house rentals in Wainscott have air conditioning?

Are there vacation rentals with a dedicated workspace in Wainscott?

Do house rentals in Wainscott have wifi?

Do house rentals in Wainscott have a kitchen?

What are the most popular amenities for House Rentals in Wainscott?

How much does it cost to stay in house rentals in Wainscott?

Are there family-friendly vacation rentals in Wainscott?

Do house rentals in Wainscott have free parking?

Destinations to explore