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

Search Pound Ridge Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Pound Ridge cottages

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

1. 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.
The price is £326
includes taxes & fees
8 Oct - 9 Oct
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
A two-story house with a front yard, a staircase, and a covered outdoor seating area.

2. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home
3.0 star property
Ossining
The price is £630
includes taxes & fees
21 Oct - 22 Oct
Snow Days & City Escapes: Spacious Ossining Home
A two-story house with a wooden exterior, a front porch, and a staircase leading to the entrance.

3. 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.
The price is £358
includes taxes & fees
6 Oct - 7 Oct
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A wooden house with a stone pathway leading to a wooden deck.

4. 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 £1,307
includes taxes & fees
27 Oct - 28 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.

5. 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 £698
includes taxes & fees
7 Oct - 8 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pound Ridge Hotel Reviews

The Circle Hotel Fairfield

The Circle Hotel Fairfield

10/10 Excellent
"The room was clean and very comfortable. The staff was very welcoming and considerate!"
April 1-night trip
Posted 5 hours ago
The Circle Hotel Fairfield

Find out more about Pound Ridge

Pound Ridge Cottages information

Number of reviews
24
Accommodation
67 Cottages
Lowest Price
£326
Highest Price
£1,307

Frequently asked questions

Why book your cottage in Pound Ridge with Expedia?
Expedia has some superb cottages in Pound Ridge, so start packing for an unforgettable stay on nature's doorstep. If you're on a budget, select how much you want to spend and your preferred property star rating. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Pound Ridge?
The best way to spot cheap cottages in Pound Ridge is with Expedia's user-friendly filter tool. Refine your search results by amenities, budget and star rating to discover excellent rates in a few clicks.