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

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$286 nightly
The price is $326
Sep 7 - Sep 8
Total with taxes and fees
North Fork Resort
A residential area with houses, a driveway, and a body of water in the background.

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
$457 nightly
The price is $488
Sep 9 - Sep 10
Total with taxes and fees
Seabreeze #3 Cozy Cottage steps to the beach
A wooden deck with a railing overlooking a calm body of water, boats in the distance, and a clear sky.

3. Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife

Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
Northport
9.0 out of 10, Wonderful, (11 reviews)
"Very kind folks here, would stay again"
United States
Ronald T.
$644 nightly
The price is $736
Sep 6 - Sep 7
Total with taxes and fees
Waterfront Beach Cottage Studio Sunsets Private 90 mins MetLife
An aerial view of J&S Reeves Cottages with a dock and boats, surrounded by greenery and houses.

4. 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.
$726 nightly
The price is $739
Sep 14 - Sep 15
Total with taxes and fees
6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A deck with a gray sofa, a wooden chair, and a metal fire pit.

5. 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.
$871 nightly
The price is $995
Sep 30 - Oct 1
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.

6. Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.0 out of 10, Wonderful, (7 reviews)
"Great stay. Would stay again. "
United States
Weston B.
$454 nightly
The price is $484
Sep 8 - Sep 9
Total with taxes and fees
Seabreeze 4 Charming Cottage footsteps to beach
An aerial view of J&S Reeves Cottages, featuring a dock, boats, and a lake.

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.
$920 nightly
The price is $936
Sep 7 - Sep 8
Total with taxes and fees
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A grassy deck with a view of a lake, boats, and a cottage.

8. 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.
$794 nightly
The price is $808
Sep 11 - Sep 12
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 white house with black shutters, a porch, and a red barn in the background.

9. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
$133 nightly
The price is $149
Sep 7 - Sep 8
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.

10. 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, (206 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.
$333 nightly
The price is $377
Sep 10 - Sep 11
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
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, (55 reviews)
"We enjoyed our stay"
United States
JM B.
$208 nightly
The price is $236
Oct 5 - Oct 6
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A white cottage with a front door, a garage, and a small porch with a potted plant.

12. 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.
$291 nightly
The price is $329
Sep 8 - Sep 9
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A single-story house with a grey exterior, a front door, and two windows.

13. 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.
$284 nightly
The price is $320
Sep 9 - Sep 10
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A living room with a blue sofa, a wicker ottoman, and a side table with a lamp and a potted plant.

14. Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
$191 nightly
The price is $191
Sep 6 - Sep 7
Total with taxes and fees
Private One-Bedroom Cottage
A covered outdoor seating area with a view of a lake and dock.

15. 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.
$286 nightly
The price is $324
Sep 9 - Sep 10
Total with taxes and fees
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A two-story house with a porch, a mailbox, and a lawn.

16. 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, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$320 nightly
The price is $362
Sep 8 - Sep 9
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A small, single-story house with a white porch and a wooden front door.

17. 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, (32 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.
$379 nightly
The price is $429
Oct 6 - Oct 7
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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)
"The place was so clean and neat. Barbara was very communicative and accommodating. Wonderful place in Westerly."
United States
Amy V.
$475 nightly
The price is $542
Sep 7 - Sep 8
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.
$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
A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

20. 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 7 - Sep 8
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
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.
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Top Long Island Hotel Reviews

Hotel The Villa

Hotel The Villa

10/10 Excellent
"Staff was super friendly and helpful when we struggled to get a cab. I recommended to my family and friends. It is also only 15 min drive to Manhattan. Would definitely stay there again."
Edith 4-night trip
Posted 6 hours ago
Hotel The Villa

Find out more about Long Island

Long Island Cottages information

Number of reviews
253
Accommodation
16 Cottages
Lowest Price
$149
Highest Price
$995

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