Downstate New York Cottages

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Our top choices for Downstate New York cottages

A residential area with houses, a driveway, and a body of water in the background.

1. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"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...

Lydia

HK$3,561 total

includes taxes & fees

15 Nov - 16 Nov

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. North Fork Resort

Greenport

Altynai

HK$2,878 total

includes taxes & fees

11 Nov - 12 Nov

3. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

HK$3,172 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck with a railing overlooking a body of water and trees.

4. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Croton-on-Hudson

Eva C.

HK$3,165 total

includes taxes & fees

11 Nov - 12 Nov

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

Greenport

Jeannette M.

HK$6,028 total

includes taxes & fees

11 Nov - 12 Nov

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

6. Walk to Beach | Seabreeze Cottage #4

Hampton Bays

Weston B.

HK$3,915 total

includes taxes & fees

7 Dec - 8 Dec

A two-story house with a white picket fence, a garage, and a tree in front.

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

Westport

Mel O.

HK$4,190 total

includes taxes & fees

11 Nov - 12 Nov

A small white house with black shutters, a porch, and a red barn in the background.

8. The Tiny Cottage & Mini Farm

Oakdale,

Paul

HK$1,190 total

includes taxes & fees

15 Nov - 16 Nov

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

9. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

Marcy C.

HK$1,840 total

includes taxes & fees

12 Nov - 13 Nov

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

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

Branford

Vincent

HK$2,282 total

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a porch, a mailbox, and a lawn.

11. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

Samantha D.

HK$2,246 total

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

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

Tunxis Hill

HK$7,255 total

includes taxes & fees

11 Nov - 12 Nov

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!

Ledyard

Caitlyn G.

HK$2,398 total

includes taxes & fees

1 Dec - 2 Dec

A deck with wicker furniture overlooking a river.

14. Historic, private riverfront cottage in peaceful Greenwich

Greenwich

HK$2,856 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with a railing overlooking a well-maintained lawn and trees.

15. Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!

New Canaan

Susan K.

HK$5,245 total

includes taxes & fees

29 Nov - 30 Nov

A small, single-story house with a white porch and a wooden front door.

16. Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Waterford

Jenna K.

HK$2,333 total

includes taxes & fees

11 Nov - 12 Nov

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

Clinton

Wink V.

HK$2,674 total

includes taxes & fees

13 Nov - 14 Nov

A house with a view of a bridge and mountains.

18. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery

Jasmine

HK$2,473 total

includes taxes & fees

17 Nov - 18 Nov

A single-story house with a grey exterior, a front door, and two windows.

19. The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Stonington

Danielle V.

HK$2,070 total

includes taxes & fees

11 Nov - 12 Nov

A grey sectional sofa with patterned cushions, a round wooden coffee table with a green plant, and a window with a view of trees.

20. Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Goshen

Jessica C.

HK$2,193 total

includes taxes & fees

12 Nov - 13 Nov

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Top Downstate New York Hotel Reviews

The Belvedere Hotel

10/10 Excellent

"Very convenient location."

Hotel Edison Times Square

10/10 Excellent

"We stayed at the Hotel Edison for 1 night after attending a Broadway show. The hotel is in close proximity to the Theatre district (very walkable) and just a 1/2 block from Restaurant Row. The woman at the front desk was super friendly, professional, and very informative. Our room was clean and nicely decorated in a cool Art Deco theme (the entire hotel is Art Deco decor). While not lavishly appointed, the room had the essentials. The bed and pillows were very comfortable and clean and the television was adequate size for the room. Plenty of power outlets for charging electronics. The bathroom was nice with the usual shampoo, conditioner, and body wash. Average water pressure from the shower and plenty of linens. The price was very fair for a nicer NYC hotel near Times Square. There are dining options just off the hotel lobby that are associated with the hotel, but we did not eat there. Overall, we're very happy with the stay and I'd certainly recommend the Edison to anyone visiting the area."

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