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

Search Wainscott Cottage Rentals from CA $475

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Wainscott cottages

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

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (51 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $415
CA $475 total
includes taxes & fees
Sep 14 - Sep 15
North Fork Resort
A residential area with houses, a driveway, and a body of water in the background.

2. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $228
CA $778 total
includes taxes & fees
Aug 30 - Aug 31
Seabreeze #3 Cozy Cottage steps to the beach
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

3. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.4 out of 10, Exceptional, (6 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $193
CA $735 total
includes taxes & fees
Sep 8 - Sep 9
Seabreeze 4 Charming Cottage footsteps to beach
A deck with a gray sofa, a wooden chair, and a metal fire pit.

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

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is CA $902
CA $1,538 total
includes taxes & fees
Sep 15 - Sep 16
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
An aerial view of J&S Reeves Cottages, featuring a dock, boats, and a lake.

5. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is CA $941
CA $1,296 total
includes taxes & fees
Sep 7 - Sep 8
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wainscott Hotel Reviews

Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 10 hours ago
Kenny's Tipperary Inn

Find out more about Wainscott

Wainscott Cottages information

Number of reviews
20
Accommodation
129 Cottages
Lowest Price
CA $475
Highest Price
CA $1,538

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