Photo by AnnMarie Guli Photography

Search Shirley Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Cottages in Shirley

Exterior
Cozy Country Cottage #4
Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
$283 nightly
The price is $323
Nov 29 - Nov 30
Total with taxes and fees
Cozy Country Cottage #4
Property grounds
Cozy Country Cottage #2
Cozy Country Cottage #2
9.0 out of 10, Wonderful, (14)
"We were looking for a property close to my in-laws where we could bring our 2 pups and we found this wonderful home. The cottage is much bigger than expected and beautifully furnished and well-equipped. Full size washer and dryer with newer appliances and a fenced in yard for the dogs. AC also worked very nicely during a very warm week. Plenty of towels, sheets, and roll away bed made our stay perfect. Definitely would stay again!"
United States
Robin M.
$297 nightly
The price is $339
Nov 9 - Nov 10
Total with taxes and fees
Cozy Country Cottage #2
Exterior
Cozy Country Cottage #3
Cozy Country Cottage #3
10.0 out of 10, Exceptional, (29)
"Place was very clean and quaint, exactly what we were looking for for the week. Owner was responsive prior to arriving but didn’t need anything during our stay. "
United States
Grace D.
$285 nightly
The price is $326
Nov 8 - Nov 9
Total with taxes and fees
Cozy Country Cottage #3
Exterior
East End Escape
East End Escape
$463 nightly
The price is $529
Nov 8 - Nov 9
Total with taxes and fees
East End Escape
Property grounds
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (105)
"2 friends and I rented John's place for a mini reunion. It was perfect for us. Very clean, very cutely decorated, loved the access to the bay, and sitting on the swings overlooking the bay. Geat deck to eat and relax. Though we didn't meet our host, he answered all of our communications in a timely fashion."
United States
Ruth E.
$686 nightly
The price is $784
Dec 1 - Dec 2
Total with taxes and fees
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
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 Shirley Hotel Reviews

Jake's 58 Casino Hotel - Adult Only

Jake's 58 Casino Hotel - Adult Only

10/10 Excellent
"Great property , clean and staff is friendly "
Jeffrey 2-night trip
Posted 3 days ago
Jake's 58 Casino Hotel - Adult Only

Find out more about Shirley

Shirley Cottages information

Number of reviews
57
Accommodation
74 Cottages
Lowest Price
$323
Highest Price
$529

Frequently asked questions

Why book your cottage in Shirley with Expedia?
Expedia has some excellent cottages in Shirley, so start packing your bags for a memorable stay close to nature. If you need to stick to a budget, click on how much you'd like to spend and your preferred property star rating. Or, make the most of our filters to search for cottages with free WiFi or a kitchen. We'll help you find the right digs whatever your style of travel or plans.
How can I find cheap cottages in Shirley?
Expedia is here to help you look for cheap cottages in Shirley. To discover a terrific stay in just a few keystrokes, use the filter tool to tailor your search results by star rating, budget and amenities.

Explore a world of travel with Expedia