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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

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, (70 reviews)
"Everything was perfect 💞"
United States
Altynai
$296 nightly
The price is $338
Nov 2 - Nov 3
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
$406 nightly
The price is $432
Nov 1 - Nov 2
Total with taxes and fees
Steps to the beach | Seabreeze Cottage #3
Terrace/patio

3. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
Hampton Bays
$342 nightly
The price is $391
Oct 27 - Oct 28
Total with taxes and fees
Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
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.
$783 nightly
The price is $895
Nov 9 - Nov 10
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio

5. 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 27 - Oct 28
Total with taxes and fees
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

6. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.8 out of 10, Excellent, (9 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$404 nightly
The price is $429
Nov 8 - Nov 9
Total with taxes and fees
Walk to Beach | Seabreeze Cottage #4
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 27 - Oct 28
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A lakeside cottage with a covered porch, a sign for J&S Reeves Cottages, and a grassy lawn with lounge chairs.

8. 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.
1st 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. 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.
3rd 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.
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A small white house with black shutters, a porch, and a red barn in the background.

11. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
$124 nightly
The price is $139
Oct 29 - Oct 30
Total with taxes and fees
The Tiny Cottage & Mini Farm
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

12. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
$251 nightly
The price is $284
Nov 1 - Nov 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
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, (212 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
$304 nightly
The price is $344
Nov 4 - Nov 5
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

14. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (85 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
$263 nightly
The price is $298
Nov 4 - Nov 5
Total with taxes and fees
Cozy Home near private beach , close to New Haven area colleges Hospitals
A wooden house with a stone pathway leading to a wooden deck.

15. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
$1,094 nightly
The price is $1,239
Oct 28 - Oct 29
Total with taxes and fees
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A single-story house with a grey exterior, a front door, and two windows.

16. 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.
$258 nightly
The price is $291
Oct 27 - Oct 28
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.

17. 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, (30 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
$265 nightly
The price is $299
Oct 27 - Oct 28
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.

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

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (19 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
$406 nightly
The price is $460
Nov 11 - Nov 12
Total with taxes and fees
Nama-stay, sweet pink Saugatuck Shores beach cottage
A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

19. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$805 nightly
The price is $925
Oct 27 - Oct 28
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
A two-story house with a porch, a mailbox, and a lawn.

20. 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
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$319 nightly
The price is $361
Nov 6 - Nov 7
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
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

Bklyn House

Bklyn House

8/10 Good
"This is a great budget friendly location for exploring Brooklyn and Manhatten, There is easy access to public transit and walkable to many shops and restuarants. Our room was large and th beds were comfy."
KATHY 2-night trip
Posted 1 hour ago
Bklyn House

Find out more about Long Island

Long Island Cottages information

Number of reviews
562
Accommodation
13 Cottages
Lowest Price
$139
Highest Price
$1,239

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