Vacation rentals in Wainscott

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Top-rated vacation rentals in Wainscott

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 123 reviews

Relax into Coastal Life at a Sun-Drenched Sag Harbor Home

Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.

Sep 14 – 21

€ 601 per night
Superhost

Home in East Hampton

5.0 out of 5 average rating, 16 reviews

Renovated 1800s Modern Farmhouse - House A

Newly Renovated 1800s Scandinavian-Modern Farmhouse in East Hampton Village. LEFT SIDE HOME in a Legal 2 family home; PRIVATE open plan kitchen, living room, 3 bedrooms, each with en-suite bathroom and TV, and light-filled finished lower level with Media Room and additional recreational/office space, powder room and laundry room. Set upon a verdant front and backyard (7/10th acre) shared with the Right Side Home. Sidewalks take you to all East Hampton Village and only 1.5 miles to ocean beaches.

Apr 3 – 10

€ 421 per night
Guest favorite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 308 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.

Nov 29 – Dec 6

€ 233 per night

Popular amenities for Wainscott vacation rentals

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, 12 reviews

East hampton 3 bedroom home w/ pool great location

Oct 23 – 30

€ 439 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

Dec 30 – Jan 6

€ 154 per night
Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 26 reviews

Storybook Cottage Seconds to East Hampton Village

Oct 5 – 12

€ 471 per night
Guest favorite

Cottage in Bridgehampton

5.0 out of 5 average rating, 49 reviews

Bridgehampton Cottage Close to Town, South of HWY

Apr 11 – 18

€ 425 per night
Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 17 reviews

Chic cottage on lush, secluded acre by the beach.

Sep 11 – 18

€ 535 per night
Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 22 reviews

Book your summer Getaway(Heated Pool+Peloton Bike)

Jan 17 – 24

€ 546 per night
Superhost

Home in East Hampton

4.89 out of 5 average rating, 18 reviews

Private retreat on 4 acres

Apr 23 – 30

€ 796 per night
Superhost

Home in Sagaponack

4.87 out of 5 average rating, 45 reviews

Nature Retreat

Jan 27 – Feb 3

€ 878 per night
Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 14 reviews

Stunning 3 BR / 2.5 New Construction with Pool

Nov 24 – Dec 1

€ 987 per night
Superhost

Home in East Hampton

4.96 out of 5 average rating, 24 reviews

Bright Modern Home With Stunning Yard & Pool

Jan 31 – Feb 7

€ 692 per night
Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 91 reviews

Secluded Modern Beach Style House

Jan 3 – 10

€ 805 per night
Superhost

Guesthouse in Bridgehampton

4.82 out of 5 average rating, 55 reviews

Central Hamptons Guesthouse

Jul 13 – 20

€ 774 per night

Quick stats about vacation rentals in Wainscott

Total rentals

290 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

3.9K reviews

Nightly prices starting at

€ 55 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 240 homes with free parking, over 250 homes with air conditioning, over 250 homes with wifi, over 230 homes with a kitchen, 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 $80 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.

Destinations to explore

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