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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pound Ridge cottages

A two-story house with a front yard, a staircase, and a covered outdoor seating area.

1. Nyc-area Escape Near River, Trails & Mta!

Nyc-area Escape Near River, Trails & Mta!
3.0 star property
Ossining
$748 nightly
The price is $833
Oct 21 - Oct 22
Total with taxes and fees
Nyc-area Escape Near River, Trails & Mta!
A wooden deck with a railing overlooking a body of water and trees.

2. 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, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$349 nightly
The price is $399
Sep 30 - Oct 1
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A wooden house with a stone pathway leading to a wooden deck.

3. 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.
$1,434 nightly
The price is $1,634
Oct 18 - Oct 19
Total with taxes and fees
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.

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

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
$805 nightly
The price is $925
Sep 30 - Oct 1
Total with taxes and fees
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

Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good
"Beautiful hotel with friendly staff"
Michelle 3-night trip
Posted 9 hours ago
Sleepy Hollow Hotel, a Dolce by Wyndham

Find out more about Pound Ridge

Pound Ridge Cottages information

Number of reviews
24
Accommodation
65 Cottages
Lowest Price
$399
Highest Price
$1,634

Frequently asked questions

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