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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pound Ridge cottages

Property grounds

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is ￥57,177
￥125,470 total
includes taxes & fees
Aug 18 - Aug 19
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
House (5 Bedrooms) | Interior

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
3.0 star property
White Plains
3 Mi to Downtown: Spacious White Plains Home
Exterior

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥37,466
￥89,413 total
includes taxes & fees
Aug 2 - Aug 3
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Property grounds

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, (7 reviews)
"This house is the perfect private getaway! Everything was just as described and the host was super helpful. Will definitely stay again. "
United States
Anna F.
The price is ￥88,763
￥207,502 total
includes taxes & fees
Aug 9 - Aug 10
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
House (4 Bedrooms) | Interior

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 ￥68,809
￥106,788 total
includes taxes & fees
Aug 2 - Aug 3
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

The Watershed

The Watershed

10/10 Excellent
"We loved our stay there! It was close to Fairfield University. We stayed for our daughter’s orientation date and it was comfortable, clean, and a quick drive to the university. We will definitely be back for future stays when visiting."
Suzanne 1-night trip
Posted 3 hours ago
The Watershed

Find out more about Pound Ridge

Pound Ridge Cottages information

Number of reviews
36
Accommodation
64 Cottages
Lowest Price
￥89,413
Highest Price
￥207,502

Frequently asked questions

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