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, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
$282 nightly
The price is $322
Sep 30 - Oct 1
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
$464 nightly
The price is $496
Sep 1 - Sep 2
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.
$705 nightly
The price is $805
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, featuring a dock, boats, and a lake.

4. 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 1 - Sep 2
Total with taxes and fees
4th 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.

5. 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.
$461 nightly
The price is $492
Sep 7 - Sep 8
Total with taxes and fees
Seabreeze 4 Charming Cottage footsteps to beach
A deck with a gray sofa, a wooden chair, and a metal fire pit.

6. 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.
$943 nightly
The price is $1,077
Sep 15 - Sep 16
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A grassy deck with a view of a lake, boats, and a cottage.

7. 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

8. 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.
$920 nightly
The price is $936
Sep 1 - Sep 2
Total with taxes and fees
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
An aerial view of J&S Reeves Cottages with a dock and boats.

9. 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.
$1,072 nightly
The price is $1,091
Sep 1 - Sep 2
Total with taxes and fees
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A white cottage with a front door, a garage, and a small porch with a potted plant.

10. 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 1 - Sep 2
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
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, (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 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
9.6 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay"
United States
JM B.
$203 nightly
The price is $229
Sep 1 - Sep 2
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, a mailbox, and a lawn.

13. 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.
$158 nightly
The price is $366
Sep 7 - Sep 8
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

14. 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 1 - Sep 2
Total with taxes and fees
4 Mi to Beach & Dtwn! Charming Fairfield Home
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

15. 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.
$388 nightly
The price is $439
Sep 10 - Sep 11
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A deck with a table and chairs, overlooking a river and a bridge.

16. A Jersey Shore Vacation Getatway

A Jersey Shore Vacation Getatway
Highlands
9.8 out of 10, Exceptional, (213 reviews)
"Great host, location and accommodations. Awesome views from both decks."
United States
Rick G.
$409 nightly
The price is $451
Sep 7 - Sep 8
Total with taxes and fees
A Jersey Shore Vacation Getatway
A single-story house with a grey exterior, a front door, and two windows.

17. 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.
$256 nightly
The price is $289
Sep 1 - Sep 2
Total with taxes and fees
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

18. 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.
$408 nightly
The price is $462
Sep 29 - Sep 30
Total with taxes and fees
115 Rose Cottage with 2 bedroom walk to Groton Bay
A building with a porch, two bicycles, and potted plants.

19. Boutique 3-bedroom cottage, 2 separate units located in Waterford close to beach

Boutique 3-bedroom cottage, 2 separate units located in Waterford close to beach
Waterford
$571 nightly
The price is $646
Sep 8 - Sep 9
Total with taxes and fees
Boutique 3-bedroom cottage, 2 separate units located in Waterford close to 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.
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Top Long Island Hotel Reviews

The William Vale

The William Vale

10/10 Excellent
"Very nice hotel, everything i was looking for, including spectacular views of NYC . Will definitely be back"
Abigail 1-night trip
Posted 1 hour ago
The William Vale

Find out more about Long Island

Long Island Cottages information

Number of reviews
372
Accommodation
16 Cottages
Lowest Price
$149
Highest Price
$1,091

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