A serene park with a pond, a small boat, and autumn-colored trees.

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Pound Ridge cottages

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

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.6 out of 10, Exceptional, (10 reviews)
"lovely porch and backyard."
United States
Kaia W.
The price is AED 1,466
AED 3,961 total
includes taxes & fees
4 Nov - 5 Nov
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
A two-story house with a white picket fence, a garage, and a tree in front.

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

Nama-stay, sweet pink Saugatuck Shores beach cottage
Westport
9.4 out of 10, Exceptional, (18 reviews)
"Great fenced in yard for our pup"
United States
Deb S.
The price is AED 1,073
AED 2,017 total
includes taxes & fees
18 Oct - 19 Oct
Nama-stay, sweet pink Saugatuck Shores beach cottage
A two-story house with a front yard, a staircase, and a covered outdoor seating area.

3. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is AED 1,003
AED 2,993 total
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
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.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (25 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
The price is AED 918
AED 1,563 total
includes taxes & fees
18 Oct - 19 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

5. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A wooden house with a stone pathway leading to a wooden deck.

6. 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.
The price is AED 2,959
AED 5,890 total
includes taxes & fees
18 Oct - 19 Oct
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A two-story house with a white picket fence, a front porch, and a visible staircase leading to the entrance.

7. 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 AED 2,237
AED 3,399 total
includes taxes & fees
20 Oct - 21 Oct
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 Pound Ridge Hotel Reviews

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

10/10 Excellent
"Exceptional stuff, very cozy and warm environment. Very professional. Will totally stay there if in the area again. The rooms were very warm and comforting… It felt like home away from home. Very professional and the workers in this hotel I cannot say enough! Hard-working, attentive to detail and top-tier service!"
Petra 1-night trip
Posted 1 hour ago
Norwalk Inn & Conference Center

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