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Wainscott, New York, United States of America

Wainscott vacation rentals

We found 2,000 vacation rentals — enter your dates for availability

Discover a selection of 2,000 vacation rentals in Wainscott, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $875 per night, and houses and cottages are popular options for a stay in Wainscott. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 1,914 Houses

Cottages

View 76 Cottages

Bungalows

View 76 Bungalows

Cabins

View 78 Cabins

Condos/Apartments

View 25 Condos/Apartments

Estates

View 20 Estates

Studios

View 15 Studios

Find the best place to stay — Wainscott

Child-Proofed Beach House and Cottage w/ pool fence- Walk to Beach!

Sleeps 14 · 5 Bedrooms · 4 Bathrooms
$2,048 avg/night
(19)

Renovated, Private home in Premier Location with Heated Gunite Pool and...

Sleeps 8 · 5 Bedrooms · 3 Bathrooms
$3,069 avg/night

Private, Charming, Lovely Farmhouse situated on 1 acre in Wainscott East Hampton

Sleeps 6 · 3 Bedrooms · 3 Bathrooms
$1,950 avg/night
(97)

Wainscott Private Oasis -Tennis and Pool plus Home Theater

5 Bedrooms · 5 Bathrooms
$2,203 avg/night

Perfect city escape! Luxury, private, gated heated pool, hot tub, Peloton

Sleeps 13 · 6 Bedrooms · 3 Bathrooms
$1,500 avg/night
(22)

Back Porch with Dining Area, Master Site with Ensuite Bath, Close to...

Sleeps 8 · 4 Bedrooms · 2 Bathrooms
$875 avg/night

Search 2,000 vacation rentals

Top rated rentals — Wainscott
Stayed Jun 2022

Even more beautiful than the pictures

There is so much attention given to details in this house. The design is modern, clean, and artful and you can be sure that anything you need for a comfortable vacation can be found somewhere on the property. John was also very responsive while fully...

Behzad S.
Behzad S.
Stayed May 2022

5-star house + host

John’s house is pristine, spotless, full of light and super easy to navigate. Garden is amazing with a great pool + outdoor dinner table, barbecue, living area and fire pit. Sag Harbor is just a few minutes away, and it’s easy to go to the beach as w...

Aude A.
Aude A.

New York, NY, USA

Stayed Apr 2022

Lovely home in great location

We had a nice relaxing stay at this house. It’s centrally located and close to the ocean. The downstairs bed was incredibly comfortable. Beautiful yard with plenty of room for my pup to run around. Owner and property manager were both very helpful an...

Rachel P.
Rachel P.

New York City, NY

Stayed Dec 2021

Fabulous house in a great location!

We had a wonderful weekend at Marias house for three nights over New Years. Three families fit with room for more. Every detail is taken care of and the house was immaculate. Beautiful furnishings, comfortable beds, every kitchen tool you could imagi...

Jennifer B.
Jennifer B.
Stayed Nov 2021

Amazing property!

Our family stayed in the property over Thanksgiving, while visiting friends in the area, and could not have been more pleased! Traveling with adult children can sometimes be challenging. However this spacious house, with all it's great amenities, all...

Thomas V.
Thomas V.
Stayed Oct 2021

Incredible Vacation Rental and Owner!

My family had our yearly get-together here at the end of October. There was more than enough room for all of us in this beautiful home. The house and grounds were immaculate. Everything we needed was there for us. The owner, Stephanie, was incredible...

Adam A.
Adam A.
Stayed Sep 2021

A Perfect Getaway

Being summer residents of Wainscott for over 30 years, we appreciate a perfect beach house when we see one. This cottage is a flawless gem. From the first second we walked into this home, we fell in love with it. Recently renovated, the interior is c...

Kyle E.
Kyle E.
Stayed Aug 2021

A Wonderful Stay Hosted By StayMarquis

My family recently stayed at a property hosted by StayMarquis in the Hamptons. When we arrived we were greeted by Miriam of StayMarquis who shows us the ins and outs of the property. She was delightful and showed us all aspects of the property and ho...

Kevin P.
Kevin P.
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How many vacation rentals are available around Wainscott, NY?

Our 2022 property listings offer a large selection of 2,000 vacation rentals around Wainscott. From 1,914 house rentals to 76 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Wainscott?

Yes, of course. Vrbo has 1,914 Houses in Wainscott. Our other popular types of vacation rentals in Wainscott include:

  • Cottages: 76 rentals available
  • Bungalows: 76 rentals available
  • Cabins: 78 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Wainscott?

Yes, you can select your preferred vacation rental with pool among our 1,457 vacation rentals with pool available in Wainscott. Please use our search bar to access the selection of vacation rentals available.

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