Skip to content
Sign up
Log in
Vacation rentals in Wainscott

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.

Romantic Getaway in Sag Harbor
SUPERHOSTEntire guesthouse · 3 guests · 2 beds · 1 bath
Romantic Getaway in Sag Harbor

Why share your space if you can have a cozy and spacious barn/cottage for yourself? 2 stories with bdrm upstairs and kitchen and living area downstairs. 15 min walk to Main st. Sag Harbor with tons of cute stores, restaurants, and attractions.

What guests are saying:

“Andy's place is fantastic! Andy's family truly goes out of their way to make you feel at home. They are super responsive and accessible. We were welcomed with a bottle of red wine waiting on the dining table that made our first night a great start. They also left the fire pit ready for us one day to cook dinner and it was such a wonderful treat. The place is stylish and has everything you need. The bedroom is upstairs and it's beautiful. The shower has the perfect water pressure. You have the basics to cook your meal and you can enjoy it outside in the beautiful garden. The location is great, quick drive to town of you can have a nice walk. We can't wait to go back!!”

Sag Harbor Cottage, Walk to the Beach!
SUPERHOSTEntire house · 6 guests · 3 beds · 1 bath
Sag Harbor Cottage, Walk to the Beach!

Renovated to perfection, our fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy and mature landscaping.

What guests are saying:

“My family of 5 had a great stay at Riley’s cottage. Riley is an amazing host who responded quickly to all of our questions. The house was well equipped for small children which made our stay very comfortable. Our kids really enjoyed playing in the backyard and the media room. The proximity to the beach is great and we loved taking long bike rides with the bikes that were provided. The beds were all very comfortable and everything was clean. The kitchen was a bit small to cook meals in but the table was big enough for us all to eat together. The bathroom was also small and doesn’t have much space to put any toiletries on the vanity but we were glad there was a tub for the kids and shower water pressure was great. Overall, we enjoyed our stay and loved the open layout and coziness of the cottage. Highly recommend!”

New! Hamptons Sag Harbor Village Pool& Beach House
SUPERHOSTEntire house · 8 guests · 6 beds · 2 baths
New! Hamptons Sag Harbor Village Pool& Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The large heated pool, deck & yard gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & heart of all the Hamptons has to offer. Come feel the vacation vibes as soon as you walk through the door. The central location, luxurious finishes and year-round breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

What guests are saying:

“Thanks MJ for a wonderful stay! The house was sparkling clean, just as described (if not nicer!) & had everything you could possibly need. MJ is also a responsible and very efficient host, answering any question right away. RENT this house if your in the sag harbor area! It’s a winner.”

Vacation rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Wainscott vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Wainscott

Sunset in village + standup board + bike + Kayak
SUPERHOSTPrivate room
Sunset in village + standup board + bike + Kayak
Price:$401 CAD/night
Getaway in the Woods with Private Suite & Entrance
PLUSEntire guest suite
Getaway in the Woods with Private Suite & Entrance
Price:$321 CAD/night
best view in village  + bike + kayak
SUPERHOSTPrivate room
best view in village + bike + kayak
Price:$365 CAD/night
Queen Room in  village + bike + kayak
SUPERHOSTPrivate room
Queen Room in village + bike + kayak
Price:$382 CAD/night
Artists Apartment & Guest Cabin.
Entire apartment
Artists Apartment & Guest Cabin.
Price:$391 CAD/night
Sunsets and Beach
SUPERHOSTEntire apartment
Sunsets and Beach
Price:$243 CAD/night
Luxury STEPS from East Hampton Village!
SUPERHOSTEntire villa
Luxury STEPS from East Hampton Village!
Price:$1,621 CAD/night
Private Southampton Apartment - Free Bike use!
SUPERHOSTEntire apartment
Private Southampton Apartment - Free Bike use!
Price:$801 CAD/night
Carriage House - Cottage in East Hampton Village
SUPERHOSTEntire cottage
Carriage House - Cottage in East Hampton Village
Price:$400 CAD/night
East Hampton Safe Haven from New York City
SUPERHOSTEntire house
East Hampton Safe Haven from New York City
Price:$1,050 CAD/night
Ritz-East Hampton Cottage- 5 stars
SUPERHOSTEntire house
Ritz-East Hampton Cottage- 5 stars
Price:$726 CAD/night
Rex- East Hampton Cottage- 5 stars
SUPERHOSTEntire house
Rex- East Hampton Cottage- 5 stars
Price:$726 CAD/night
Show all