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Our top choices for Long Island cottages

1. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is NZ$636
includes taxes & fees
10 Nov - 11 Nov
North Fork Resort

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
The price is NZ$797
includes taxes & fees
15 Nov - 16 Nov
Steps to the beach | Seabreeze Cottage #3

3. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is NZ$711
includes taxes & fees
15 Nov - 16 Nov
Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

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.
The price is NZ$1,461
includes taxes & fees
11 Nov - 12 Nov
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

5. 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.
The price is NZ$859
includes taxes & fees
30 Nov - 1 Dec
Walk to Beach | Seabreeze Cottage #4

6. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
The price is NZ$274
includes taxes & fees
11 Nov - 12 Nov
The Tiny Cottage & Mini Farm

7. 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, (214 reviews)
"Perfect spot for a quiet family weekend. Close to mystic restaurants and activities, but removed enough for space and peace. Kayaking, hot tub, playing with all the fish off the dock - perfection!"
United States
Caitlyn G.
The price is NZ$543
includes taxes & fees
1 Dec - 2 Dec
Lakeside cottage ON the water with beautiful views up the lake!

8. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
The price is NZ$409
includes taxes & fees
10 Nov - 11 Nov
1-bedroom cottage with Grove Beach 🏖️ access.

9. Historic, private riverfront cottage in peaceful Greenwich

Historic, private riverfront cottage in peaceful Greenwich
Greenwich
The price is NZ$652
includes taxes & fees
16 Nov - 17 Nov
Historic, private riverfront cottage in peaceful Greenwich

10. 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, (86 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
The price is NZ$516
includes taxes & fees
11 Nov - 12 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals

11. 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.
The price is NZ$517
includes taxes & fees
15 Nov - 16 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

12. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is NZ$1,669
includes taxes & fees
10 Nov - 11 Nov
4 Mi to Beach & Dtwn! Charming Fairfield Home

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, (10 reviews)
"Great stay with friends! "
United States
Danielle V.
The price is NZ$488
includes taxes & fees
10 Nov - 11 Nov
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

14. 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)
"A sweet get away for which the highlights included a breezy screened porch and sensational walks right from the property. Easy shopping and neighbors right out of central casting who provided additional restaurant suggestions and general warmth. Would stay here again in a heart beat. We were here for a week and were sad to leave."
United States
Mel O.
The price is NZ$966
includes taxes & fees
11 Nov - 12 Nov
Nama-stay, sweet pink Saugatuck Shores beach cottage

15. 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, (36 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is NZ$524
includes taxes & fees
11 Nov - 12 Nov
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

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, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is NZ$614
includes taxes & fees
10 Nov - 11 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly

17. Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome

Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome
Westerly
10.0 out of 10, Exceptional, (9 reviews)
"We enjoyed a lovely stay!"
United States
Rachel A.
The price is NZ$736
includes taxes & fees
22 Nov - 23 Nov
Ocean Shire ☆ Where the Woods Meet Sea - No Checkout Rules ꕀ Pets Welcome

18. A Jersey Shore Vacation Getatway

A Jersey Shore Vacation Getatway
Highlands
9.8 out of 10, Exceptional, (221 reviews)
"Great host, location and accommodations. Awesome views from both decks."
United States
Rick G.
The price is NZ$788
includes taxes & fees
15 Nov - 16 Nov
A Jersey Shore Vacation Getatway

19. Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is NZ$481
includes taxes & fees
10 Nov - 11 Nov
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
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.

Learn more about Long Island

Beaches, wineries, and historic mansions dot this diverse island, with the Hamptons offering a glimpse into celebrity summer life. Explore Fire Island's car-free paradise, catch a show at Jones Beach Theatre, or tour the opulent Gold Coast estates that inspired 'The Great Gatsby.'

A marina with several boats docked, a community bandstand, and a restaurant named American Legion.

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