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

Pound Ridge Holiday Rentals

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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 holiday rentals

Interior

1. Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!

Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
Downtown Stamford
10.0 out of 10, Exceptional, (3 reviews)
"Had a lovely stay. Close to the train station and close to things in Stamford. Lovely space and owner was super helpful!"
United States
Marisa C.
The price is HK$1,177
HK$2,107 total
includes taxes & fees
18 Oct - 19 Oct
Centrally-located Downtown Gem w/ free parking & Wi-Fi - convenient to NYC!
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (195 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is HK$1,287
HK$1,480 total
includes taxes & fees
22 Oct - 23 Oct
Stamford Suites
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

3. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is HK$1,392
HK$2,080 total
includes taxes & fees
29 Oct - 30 Oct
DUNE Fairfield Beach
A modern living room with a flat-screen TV, a grey sofa, a coffee table, and a large plant.

4. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is HK$1,162
HK$2,152 total
includes taxes & fees
20 Oct - 21 Oct
Spacious Studio with Pool Table
A modern living room with a sofa, a coffee table, and a bar stool.

5. Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"loved walking the city. pizza was good."
United States
michelle b.
The price is HK$1,130
HK$2,445 total
includes taxes & fees
18 Oct - 19 Oct
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

6. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (45 reviews)
"Nice stay"
United States
Christopher J.
The price is HK$1,491
HK$2,908 total
includes taxes & fees
15 Nov - 16 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

7. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is HK$2,817
HK$3,240 total
includes taxes & fees
18 Oct - 19 Oct
Guesthouse at Norwalk Inn
A room with a wooden floor, a black leather chair, a piano, and a large window with a view of a deck and trees.

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
9.8 out of 10, Exceptional, (11 reviews)
"lovely porch and backyard."
United States
Kaia W.
The price is HK$2,974
HK$8,258 total
includes taxes & fees
4 Nov - 5 Nov
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

9. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful experience! The RV was very nice and cozy. Everything was clean and well maintained. The property was beautiful. The host was very helpful and accommodating. Definitely plan on coming back!"
United States
Fernanda
The price is HK$785
HK$1,446 total
includes taxes & fees
19 Oct - 20 Oct
Welcome to Sweet Abby Rose!
A beige sofa with blue cushions, a white vase with flowers, and a white door with a glass panel.

10. Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
10.0 out of 10, Exceptional, (1 review)
"This was a great deal on the busy weekend we stayed. The space was even better than described."
United States
Derek H.
The price is HK$1,254
HK$2,329 total
includes taxes & fees
21 Oct - 22 Oct
Modern Apartment with Private Entrance
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

11. Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is HK$1,130
HK$3,253 total
includes taxes & fees
18 Oct - 19 Oct
Modern Luxe 1BR Apt in Downtown Stamford
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a sink. There are two bar stools at the counter.

12. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
8.0 out of 10, Very good, (2 reviews)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is HK$1,562
HK$2,816 total
includes taxes & fees
28 Oct - 29 Oct
Modern Luxury 1BR Stamford Getaway
A modern kitchen with a central island, pendant lights, and built-in shelves.

13. Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is HK$1,601
HK$2,416 total
includes taxes & fees
2 Nov - 3 Nov
Stylish Home With Free ParkingZA
A bedroom with a bed, bedside tables, a mirror, a wardrobe, and a painting on the wall.

14. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is HK$1,760
HK$3,653 total
includes taxes & fees
26 Oct - 27 Oct
Gem by the water+ firepit and all fenced backyard
A modern kitchen with a central island, pendant lights, and built-in shelves.

15. Stylish Home and Cozy200

Stylish Home and Cozy200
Downtown Stamford
The price is HK$1,601
HK$2,408 total
includes taxes & fees
3 Nov - 4 Nov
Stylish Home and Cozy200
A dining table set with plates, cutlery, and a bowl of lemons.

16. Romantic hideout. 1Br. Lower Level

Romantic hideout. 1Br. Lower Level
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
Romantic hideout. 1Br. Lower Level
A spacious living room with a large sliding glass door leading to a patio, a cozy seating area with a sofa and armchairs, and a modern art piece on the wall.

17. Solara – Luxury 1BR Downtown

Solara – Luxury 1BR Downtown
Downtown Stamford
The price is HK$1,649
HK$3,332 total
includes taxes & fees
27 Oct - 28 Oct
Solara – Luxury 1BR Downtown
A modern living room with a large window, a sofa, a coffee table, and a TV.

18. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
The price is HK$895
HK$1,562 total
includes taxes & fees
29 Oct - 30 Oct
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A motel with a blue awning and a '6 Now Open' sign.

19. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.4 out of 10, Very good, (5 reviews)
The price is HK$875
HK$1,001 total
includes taxes & fees
20 Oct - 21 Oct
1 Queen Bed | Non-Smoking
A modern hotel room with a large bed, bedside tables, a desk, and a chair.

20. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Bethel
The price is HK$858
HK$987 total
includes taxes & fees
18 Oct - 19 Oct
1 Queen Bed | Non-Smoking
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

West Gate Inn Nyack

West Gate Inn Nyack

8/10 Good
"Excellent hot breakfast. I loved the fact that even being a buffet it was served by the personnel which talks about caring and healthy consideration. Room was clean, comfortable big and enough for the four of us. Parking was easy and just at the room's door. Staff was nice and helpful. The caveat was the wifi not working properly for us, probably signal not good enough since we were at the further distance from the lobby."
Jesus 1-night trip
Posted 16 hours ago
West Gate Inn Nyack

Find out more about Pound Ridge

Search for holiday rentals in Pound Ridge on Expedia! You can easily find your home rentals, villas, holiday apartments in Pound Ridge using one of the methods below:

  • View our selection of featured holiday rentals in Pound Ridge
  • Use the map to find apartments and other holiday homes in the Pound Ridge neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pound Ridge while they last

Look no further and take a look at our great range of rental properties in Pound Ridge!

Frequently asked questions

Can I find a holiday rental in Pound Ridge?

Yes, there are holiday rentals in Pound Ridge close to Pound Ridge Library, or you can select a more secluded option if you're looking for a relaxing stay. Pound Ridge is known for its sporting events and museums.

What are some of the best holiday rentals that Pound Ridge has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Pound Ridge offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Pound Ridge?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Pound Ridge stay.

What can I see and do in Pound Ridge?

Pound Ridge Town Park and Mianus River Gorge Preserve are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Pound Ridge Library and Caramoor Center for Music and the Arts.

What are holiday rentals like in Pound Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pound Ridge. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.