A marina with various boats docked, a house with an American flag, and a clear sky.

Search Long Island Cottages

  • 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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Long Island 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, (63 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$222 nightly
The price is $254
Oct 13 - Oct 14
Total with taxes and fees
North Fork Resort
A residential area with houses, a driveway, and a body of water in the background.

2. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"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...
United States
Lydia
$407 nightly
The price is $433
Oct 11 - Oct 12
Total with taxes and fees
Steps to the beach | Seabreeze Cottage #3
A deck with a gray sofa, a wooden chair, and a metal fire pit.

3. 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.
$803 nightly
The price is $917
Oct 19 - Oct 20
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

4. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$409 nightly
The price is $435
Oct 12 - Oct 13
Total with taxes and fees
Walk to Beach | Seabreeze Cottage #4
A lakeside cottage with a covered porch, a sign for J&S Reeves Cottages, and a grassy lawn with lounge chairs.

5. 1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.0 out of 10, Wonderful, (7 reviews)
"Nice scenery. Spartan kitchen furnishings and bathroom toiletries. Paid booking (including all ocuppants and pets) and was invoiced by vrbo. Received addtional invoice from the owner adding 250 dolars pet fee (125x2 pets) which was not listed on the property description that only mentions "pet friendly"."
United States
Simon C.
$996 nightly
The price is $1,014
Oct 13 - Oct 14
Total with taxes and fees
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Terrace/patio

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

5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic experience. Cabin was clean and quiet. Beautiful mornings on the water."
United States
Leah O.
$893 nightly
The price is $908
Oct 11 - Oct 12
Total with taxes and fees
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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

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.
$915 nightly
The price is $931
Oct 11 - Oct 12
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A sign for J&S Reeves Cottages with a view of a house and trees.

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

3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
8.6 out of 10, Excellent, (7 reviews)
"We loved everything about our stay at the cottage. Such beautiful property and surroundings. If you’re looking to spend some quality time with family in a quiet setting with beautiful surroundings , look no further. Thanks Sandy. We will be Back."
United States
Wendy B.
$996 nightly
The price is $1,014
Oct 12 - Oct 13
Total with taxes and fees
3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A sign for J&S Reeves Cottages with a view of a house and trees.

9. 6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
$849 nightly
The price is $864
Oct 11 - Oct 12
Total with taxes and fees
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A waterfront property with a grassy lawn, a dock with boats, and a patio area with outdoor furniture.

10. 2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.6 out of 10, Exceptional, (5 reviews)
"Great rental experience. Owners friendly and available"
United States
Patricia and Michael F.
$996 nightly
The price is $1,014
Oct 12 - Oct 13
Total with taxes and fees
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

11. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
$164 nightly
The price is $185
Oct 12 - Oct 13
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A small white house with black shutters, a porch, and a red barn in the background.

12. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
$124 nightly
The price is $139
Oct 13 - Oct 14
Total with taxes and fees
The Tiny Cottage & Mini Farm
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

13. Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (211 reviews)
"Sweet, cozy and clean. We had a nice time fishing, spotted a wide variety of birds, and enjoyed a few rounds of croquet. The lake was peaceful and quiet but is only a few minutes from the Foxwoods complex for shopping, dining, casino and shows. Thanks for a great stay!"
United States
Marcy P.
$296 nightly
The price is $335
Oct 15 - Oct 16
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A two-story house with a porch, a mailbox, and a lawn.

14. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$322 nightly
The price is $364
Oct 20 - Oct 21
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A single-story house with a grey exterior, a front door, and two windows.

15. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Stonington
10.0 out of 10, Exceptional, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
$268 nightly
The price is $303
Nov 4 - Nov 5
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A white cottage with a front door, a garage, and a small porch with a potted plant.

16. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$265 nightly
The price is $299
Oct 13 - Oct 14
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A two-story house with a white picket fence, a garage, and a tree in front.

17. Nama-stay, sweet pink Saugatuck Shores beach cottage

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (18 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
$438 nightly
The price is $496
Oct 18 - Oct 19
Total with taxes and fees
Nama-stay, sweet pink Saugatuck Shores beach cottage
A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

18. Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!

Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
Westerly
10.0 out of 10, Exceptional, (7 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
$373 nightly
The price is $425
Nov 2 - Nov 3
Total with taxes and fees
Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

19. 115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay
Groton
8.8 out of 10, Excellent, (8 reviews)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
$356 nightly
The price is $403
Nov 9 - Nov 10
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay
A small, single-story house with a white porch and a wooden front door.

20. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (33 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
$355 nightly
The price is $402
Oct 19 - Oct 20
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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 Long Island Hotel Reviews

Pod Brooklyn

Pod Brooklyn

10/10 Excellent
"Almost everything about this hotel is great. The location is fantastic. There’s easy access to the subway system, many coffee, shops, and restaurants to choose from including one right in the hotel lobby. The staff were very friendly and helpful. The only thing I did not care for was the fact that the toilet was located in the shower. I know this is similar to many hostels so it’s not a big deal. I would recommend bringing shower shoes or flip-flops for taking showers. Overall, I enjoyed my stay there and would definitely book again when coming to New York."
David 4-night trip
Posted 1 hour ago
Pod Brooklyn

Find out more about Long Island

Long Island Cottages information

Number of reviews
509
Accommodation
16 Cottages
Lowest Price
$139
Highest Price
$1,014

Frequently asked questions

Why book your cottage in Long Island with Expedia?
We think that vacations should be hassle-free, so if you're seeking cottages in Long Island at an affordable rate, Expedia is here to help. Keep costs down and select an economical option far away from the hustle and bustle, or book a luxury cottage to really pamper your favorite people.
How can I find cheap cottages in Long Island?
With Expedia's convenient filter tool, sourcing cheap cottages in Long Island is easy. To discover stays that'll make your hip pocket happy, tailor your search results by star rating, budget and amenities.

Explore a world of travel with Expedia