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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Long Island cottages

Balcony

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (55 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$276 nightly
The price is $316
Oct 18 - Oct 19
Total with taxes and fees
North Fork Resort
Exterior

2. Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveler
$432 nightly
The price is $460
Sep 20 - Sep 21
Total with taxes and fees
Seabreeze #3 Cozy Cottage steps to the beach
Terrace/patio

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.
$841 nightly
The price is $961
Oct 6 - Oct 7
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior

4. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$491 nightly
The price is $525
Sep 27 - Sep 28
Total with taxes and fees
Seabreeze 4 Charming Cottage footsteps to beach
Exterior

5. 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.
$135 nightly
The price is $152
Oct 6 - Oct 7
Total with taxes and fees
The Tiny Cottage & Mini Farm
House (4 Bedrooms) | Interior

6. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$652 nightly
The price is $749
Sep 21 - Sep 22
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
Exterior

7. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (56 reviews)
"We enjoyed our stay"
United States
JM B.
$206 nightly
The price is $233
Oct 14 - Oct 15
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

8. 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, (9 reviews)
"Great stay with friends! "
United States
Danielle V.
$291 nightly
The price is $328
Sep 22 - Sep 23
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Exterior

9. 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, (28 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$263 nightly
The price is $297
Oct 18 - Oct 19
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

10. 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.
$297 nightly
The price is $338
Sep 28 - Sep 29
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Outdoor dining

11. A Jersey Shore Vacation Getatway

A Jersey Shore Vacation Getatway
Highlands
9.8 out of 10, Exceptional, (214 reviews)
"Great host, location and accommodations. Awesome views from both decks."
United States
Rick G.
$412 nightly
The price is $454
Sep 25 - Sep 26
Total with taxes and fees
A Jersey Shore Vacation Getatway
Exterior

12. 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, (208 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.
$367 nightly
The price is $416
Oct 15 - Oct 16
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
Exterior

13. 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 home is very well kept and is in a wonderful location. We enjoyed it a great deal and would go back in a heart beat."
United States
Chrissy R.
$325 nightly
The price is $368
Oct 6 - Oct 7
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Terrace/patio

14. Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (24 reviews)
"Fantastic place to stay. "
United States
Cathy M.
$324 nightly
The price is $369
Sep 27 - Sep 28
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Marina

15. Pet friendly king-bed suite in historic downtown Mystic carriage house

Pet friendly king-bed suite in historic downtown Mystic carriage house
Mystic River Historic District
$392 nightly
The price is $444
Sep 22 - Sep 23
Total with taxes and fees
Pet friendly king-bed suite in historic downtown Mystic carriage house
Exterior

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

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.2 out of 10, Wonderful, (17 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
$544 nightly
The price is $616
Sep 23 - Sep 24
Total with taxes and fees
Nama-stay, sweet pink Saugatuck Shores beach cottage
Terrace/patio

17. 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.
$400 nightly
The price is $453
Oct 5 - Oct 6
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay
Exterior

18. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (95 reviews)
"Great cottage on the Sound!"
United States
David S.
$872 nightly
The price is $993
Sep 28 - Sep 29
Total with taxes and fees
Direct waterfront renovated cottage.
House (4 Bedrooms) | Interior

19. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
$701 nightly
The price is $806
Oct 5 - Oct 6
Total with taxes and fees
Groton Home < 1 Mi to Beach on Long Island Sound!
House (3 Bedrooms) | Interior

20. 3BD 102 Madison Ter

3BD 102 Madison Ter
2.0 star property
Springfield
$2,428 nightly
The price is $2,783
Sep 22 - Sep 23
Total with taxes and fees
3BD 102 Madison Ter
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

The L Hotel

The L Hotel

8/10 Good
"Hotel room was immaculate. Free parking on-site is unheard of in Brooklyn. Dated hotel for sure but served its purpose for a quick one-night stay."
Kerry 1-night trip
Posted 2 hours ago
The L Hotel

Find out more about Long Island

Long Island Cottages information

Number of reviews
683
Accommodation
16 Cottages
Lowest Price
$152
Highest Price
$2,783

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