Some info has been automatically translated. Show original language

Vacation rentals in Wainscott

Find and book unique accommodations on Airbnb

0 of 0 items showing
1 of 3 pages
0 of 0 items showing
1 of 12 pages

Popular amenities for Wainscott vacation rentals

Stay near Wainscott's top sights

Wölffer Estate Vineyard277 locals recommend
American Hotel124 locals recommend
Sen81 locals recommend
Sag Harbor Whaling and Historical Museum77 locals recommend
Lulu Kitchen & Bar62 locals recommend
Sag Pizza59 locals recommend

Other great vacation rentals in Wainscott

Superhost
A serene beach landscape stretches along the coastline, with soft, sandy shores meeting calm waters under a clear blue sky. Gentle waves lap at the shoreline, and greenery borders the edge of the beach, creating a tranquil atmosphere.
Home in North Fork
4.81 out of 5 average rating, 90 reviews

Summer Retreat at the beach , enjoy Wine Country

AmyRating, 5 stars4 months ago
We had a great stay. The house was warm and inviting. Very peaceful and quiet. Plenty of room for the family. Very easy to get to and very close to downtown. I would highly recommend!!! Steve was very friendly and responsive to all our needs!
Superhost
Large windows allow natural light to fill the open living space, showcasing the stunning view of the Great South Bay. A comfortable sofa with decorative pillows faces the water, complemented by a dining area nearby. Warm wood tones enhance the cozy atmosphere of the room.
Cabin in Shirley
4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

JenniferRating, 5 stars1 week ago
Amber’s place was immaculate and stunning. This was my 2nd time staying and it was just as magical! The place had plenty of space for a family of 3 and the washer/dryer was very convenient. We had a great time and would stay here again!
Guest favorite
Cottage in North Fork
5 out of 5 average rating, 13 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

ChristinaRating, 5 stars1 week ago
Had a great weekend at the cottage! Meredith was so great letting us check in early and was super helpful and responsive. The cottage is gorgeous and has everything you need. Loved it! Thank you!
Guest favorite
A waterfront balcony is featured, showcasing wood paneling and a clear view of the water. The deck is equipped with a railing and lights, offering a relaxing spot to enjoy the scenery. The sunlight casts shadows along the planks, highlighting the serene environment.
Home in North Fork
5 out of 5 average rating, 9 reviews

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

KristinaRating, 5 stars3 days ago
Had a wonderful time over Easter with my family and dog. The view was exquisite and the house very comfortable. Eileen was very responsive and even had hair dryers sent over. The house was very well equipped with lots of kitchen staple goods. Just be aware there is no microwave, but there is a very nice Breville toaster oven. Also, there is a large table outside for a group, but only a small table and counter seating in kitchen inside. We didn't have any issue since the weather was perfect for us to enjoy our Easter dinner outside. Overall, a beautiful home and only minutes from Greenport and wineries.
Top guest favorite
An outdoor space features a clear blue swimming pool surrounded by a stylish patio. Lounge chairs and umbrellas provide shaded seating areas, while lush green landscaping and decorative gravel enhance the serene environment.
Home in East Patchogue
5 out of 5 average rating, 20 reviews

Ho Hum Holiday In Bellport with Pool

GraceRating, 5 stars4 months ago
We needed a dog-friendly ranch style to home with three bedrooms and two bedrooms close to Sayville, where we would be celebrating Thanksgiving. I was lucky enough to find this rental which was clean, comfortable and ideal for our two-night stay. Adam was attentive and easily accessible via text. I would highly recommend this lovely home.
Guest favorite
A bright living room features a high wooden ceiling and large windows, allowing natural light to fill the space. Comfortable seating options include a spacious sofa and woven chairs. A decorative area rug is positioned on wood flooring, creating a cozy gathering place.
Home in Hampton Bays
4.89 out of 5 average rating, 99 reviews

Hamptons Escape minutes from Beaches and Nightlife

KrisRating, 5 stars3 weeks ago
Our stay here with our family was absolutely wonderful. The house was so comfortable and spacious and the hot tub in the backyard was a real treat during the off season. The location is great for Hampton Bays beaches and a very quick drive to the popular restaurants in town. Also a nice to drive surrounding towns. Communication with Aida was excellent and she had the hot tub ready to go during check in which was much needed after a long drive. Bedrooms are spacious and the kitchen has all the key equipment to make food at home. Backyard is large and fenced in if you have any pets. We definitely will book again in the future.
Guest favorite
A shoreline is depicted with a mixture of smooth, round pebbles covering the sand. Gentle waves are seen rolling onto the beach, and a colorful sunset fills the sky, casting reflections over the water's surface.
Cabin in Rocky Point
4.89 out of 5 average rating, 484 reviews

Great little place just for a couple

AllaireRating, 5 stars4 days ago
We had a great time staying with Marina. The space was so clean and the perfect size for two adults and our senior pup. The outdoor space was beautifully landscaped and the beach was only a 5 minute walk. We would definitely come back!
Guest favorite
A spacious outdoor area is highlighted by a refreshing pool surrounded by lounge chairs. The pool house, featuring a white exterior, sits in the background amidst lush greenery. Flower pots and garden plants frame the scene, enhancing the tranquil environment.
Guesthouse in Shelter Island
4.96 out of 5 average rating, 27 reviews

Sleek and Chic cottage/Pool House

YuryRating, 5 stars11 months ago
Perfect getaway in Shelter Island! The pool house is as amazing as it looks in the listing :) Cute house on a beautiful, peaceful and very private green lot. Primael was very welcoming and responsive. She was also very flexible in terms of our check in and check out. Everything went super smoothly. We enjoyed our stay a lot!

Quick stats about vacation rentals in Wainscott

  • Total rentals

    370 properties

  • Nightly prices starting at

    $100 before taxes and fees

  • Total number of reviews

    5.4K reviews

  • Family-friendly rentals

    330 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with a pool

    310 properties have a pool

Frequently Asked Questions

  • 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!

  • Are there pet-friendly vacation rentals in Wainscott?

    Four-legged friends are welcome in Wainscott. Choose from more than 160 vacation rentals for guests traveling with pets.

  • 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.

  • Are there vacation rentals with a dedicated workspace in Wainscott?

    Yes! Work meets play with ease at over 220 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 330 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 310 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 330 homes with wifi, over 330 homes with air conditioning, over 320 homes with free parking, over 310 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 $100 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 330 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 320 house rentals with free parking in Wainscott. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Suffolk County
  5. Wainscott