Wainscott, NY Cottage Rentals from $347

A coastal landscape with a beach, ocean waves, and a sunset sky.

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Wainscott cottages

A residential area with houses, a driveway, and a body of water in the background.

1. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

$401 nightly

Nov 1 - Nov 2

Total with taxes and fees

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. North Fork Resort

Greenport

Altynai

$303 nightly

Oct 27 - Oct 28

Total with taxes and fees

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

3. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

$404 nightly

Nov 8 - Nov 9

Total with taxes and fees

4. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

$342 nightly

Oct 26 - Oct 27

Total with taxes and fees

A deck with a gray sofa, a wooden chair, and a metal fire pit.

5. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

$790 nightly

Nov 9 - Nov 10

Total with taxes and fees

6. 5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

Aquebogue

Leah O.

$893 nightly

Oct 27 - Oct 28

Total with taxes and fees

A sign for J&S Reeves Cottages with a view of a house and trees.

7. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

Aquebogue

Richard C.

$915 nightly

Oct 25 - Oct 26

Total with taxes and fees

8. 3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

Aquebogue

Wendy B.

$996 nightly

Oct 25 - Oct 26

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Private vacation homes

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Wainscott Hotel Reviews

Ocean Vista Resort

10/10 Excellent

"The location could not be more perfect! Right on the beach! The rooms are beautiful and spacious. We had to check in late and it could not be easier. We are really looking forward to our next stay here!"

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

Find out more about Wainscott

Wainscott Cottages information

Number of reviews	123
Accommodation	124 Cottages
Lowest Price	$347
Highest Price	$1,014

Frequently asked questions

Why book your cottage in Wainscott with Expedia?

Booking a cottage in Wainscott is as easy as working out your travel dates and choosing your ideal place for a vacation in the outdoors. From chic retreats to budget-friendly stays and cottages that have amenities like a kitchenette, Expedia has something for all tastes. As for awesome deals? We've have them as well!

How can I find cheap cottages in Wainscott?

The simplest way to track down cheap cottages in Wainscott is with Expedia's user-friendly filter tool. Narrow your search results by amenities, budget and star rating to snag unbeatable deals in just a few keystrokes.

Explore a world of travel with Expedia

Things to do in East Hampton

Room 1

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Wainscott cottages