Photo by AnnMarie Guli Photography

Search Cottages in Shirley

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 68 Cottages in Shirley with updated reviews, rates, and availability.

East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

10.0 out of 10, Exceptional, (84)
"Place was beautiful. It was very clean. Easy to get to. Would stay again"
East End cottage on water!Pet Friendly! Wood FP Minutes from Hamptons & wineries

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (15)
"This is our second time and the cottages are well equipped with everything you need. They are very cozy, we especially enjoyed the fireplace/heater in the cool evenings."
The price is AED 551
AED 1,047 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Country Cottage #3

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (3)
"Rob was great. The neighborhood was great. The house was great. If you are a baseball player, you'll love this place! Will return."
The price is AED 514
AED 1,003 total
includes taxes & fees
17 Mar - 18 Mar
Cozy Country Cottage #4

Hamptons Vacation Rental w/ Seasonal Pool!

10.0 out of 10, Exceptional, (5)
"My family enjoyed staying at this lovely property. The backyard was especially great! My kids splashed in the heated pool and jumped on the trampoline every day! The location was ideal and very close to the beach. We would definitely return. "
Hamptons Vacation Rental w/ Seasonal Pool!

Lovely North Fork Beach Cottage (2 BR/2 bath)!

10.0 out of 10, Exceptional, (113)
"This cottage was so cute and cozy but very spacious! Can’t wait to come back here!"
Lovely North Fork Beach Cottage (2 BR/2 bath)!

Cozy Riverside Cottage

10.0 out of 10, Exceptional, (1)
"Cottage is very comfortable and clean. Neighborhood is quiet and in natural surroundings. Be prepared for spotty reception (screenshot access code) but WiFi is excellent in home, so is the TV/music system. Over all, excellent value and great accommodations in a beautiful spot. Only needed it for the weekend, but would book as a destination for some peace and quiet."
Cozy Riverside Cottage

Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

2.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent Host, great stay, beautiful property and set up and very modern."
Charming Modern Cottage by the Bay and Beach - 3 bedroom/2 baths - Hampton Bays

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (36)
"Cottage was beautifully updated and very comfortable. We were disappointed with the beach access. We knew there were stairs but not very easy for some of us. The other beaches nearby were similar with no beach parking and we didn’t have beach passes. However, we did have a great time with many things to do nearby. Suggestion: ski lift…lol Thank you. ."
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

Walk to Love Lane! Immaculately renovated private cottage.

10.0 out of 10, Exceptional, (16)
"Prefect size for us, 2 adults, 2 small kids and the dog. House was clean and fully stocked with anything we could have needed. "
Walk to Love Lane! Immaculately renovated private cottage.

A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

2.0 star property
10.0 out of 10, Exceptional, (2)
"The pictures do not do this cottage justice. The Christmas decorations were a great surprise too. Plenty of room for all 8 of us with everything we need nearby. "
A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

Hampton Cottage.

10.0 out of 10, Exceptional, (3)
"we had a great stay at this property. the house was perfect. great value for the price. it is new and modern and extremely clean. the area itself was also nice. on a dead end street so nice and secluded. the host also included many amenities for guests to use which was a plus. would definitely stay here again. "
The price is AED 610
AED 903 total
includes taxes & fees
17 Mar - 18 Mar
Hampton Cottage.

Cozy Country Cottage #2

7.8 out of 10, Good, (7)
"This was a perfect location to SBU nestled in a quiet family neighborhood. Location is everything and this was it. Host is extremely communicative and accommodating "
The price is AED 588
AED 1,080 total
includes taxes & fees
18 Mar - 19 Mar
Cozy Country Cottage #2

Hamptons Waterfront- Great Location!

10.0 out of 10, Exceptional, (39)
"Great property, everything you may need to enjoy the property and the beach is there, kayaks, beach gear, toys for kids. House is very new and many parts recently renovated. Location is great too, owner very helpful!"
Hamptons Waterfront- Great Location!

Fair Harbor Fire island

Fair Harbor Fire island

Quaint Cottage on Long Island's South Shore

10.0 out of 10, Exceptional, (1)
Quaint Cottage on Long Island's South Shore

THE SURF SHACK "A WAVE FROM IT ALL"

9.6 out of 10, Exceptional, (23)
"Such a cute neighborhood and friendly neighbors! room to enjoy time together in the open concept, and the great back deck!!! would definitely stay here again if I'm in this area. Thank you!"
THE SURF SHACK "A WAVE FROM IT ALL"

Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

9.8 out of 10, Exceptional, (10)
"What a great little get away weekend in a beautiful cottage in the middle of wine country. Great host a lovely accommodations"
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

Charming and Serene Waterfront 2-bedroom Cottage in Quogue

Charming and Serene Waterfront 2-bedroom Cottage in Quogue

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (5)
"My husband and I stayed here for a weekend in September and loved every minute. Cottage was well decorated, very clean and had everything you would need. We loved the outdoor shower and the host was so accommodating and thoughtful. Highly recommend and hope to return soon. "
Charming and Bright Cottage with Salt Water Pool

Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!

9.8 out of 10, Exceptional, (6)
"Owner was extremely attentive and friendly. Left groceries on the front porch the next morning and made an excellent dinner recommendation. It is a lovely cottage within a pleasant walking distance to the beach. Owner offered meticulous attention to detail and decor. Very clean. Highly recommended. "
Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!
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.
Don't see what you're looking for?
See all available properties in Shirley
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Shirley

3 Story Beach Waterview, 3 KING bed, golf putting green!

10.0 out of 10, Exceptional, (15)
"We stayed on Long Island for 4 nights to coach a Perfect Game Baseball Tournament. This property was spacious enough to host my wife and I along with 4 other coaches (6 adults total). We were also able to bring our two jack russells with us. We had a great time, and look forward to staying here again."
The price is AED 547
AED 1,836 total
includes taxes & fees
19 Mar - 20 Mar
3 Story Beach Waterview, 3 KING bed, golf putting green!

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10.0 out of 10, Exceptional, (168)
"We had a wonderful stay. The house was great and check in and check out were both easy. We definition would love to stay again."
WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball
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.

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.