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
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pound Ridge holiday rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (198 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is 4.361.961 ₫
5.016.255 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

2. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is 9.276.919 ₫
10.668.457 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Guesthouse at Norwalk Inn
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 4.585.082 ₫
6.849.145 ₫ total
includes taxes & fees
29 Oct - 30 Oct
DUNE Fairfield Beach
A wooden gazebo with a lattice roof overlooking a forested area with a stream.

4. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is 8.501.689 ₫
13.048.671 ₫ total
includes taxes & fees
26 Oct - 27 Oct
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A modern living room with a flat-screen TV mounted on a white wall, wooden flooring, and a large abstract rug.

5. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
4.0 out of 10, (1 review)
"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...
United States
Jorge
The price is 12.791.295 ₫
18.480.354 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Luxury NYC Home Game Room Free Parking
A breakfast buffet with pastries, fruits, and a coffee station.

6. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
2.0 out of 10, (4 reviews)
"It was a fraude. You pay but property Is not to rent. I lost my money."
United States
daniel
The price is 10.465.605 ₫
16.281.606 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Luxury NYC Home with Free Parking for 12
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

7. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is 11.963.681 ₫
25.573.492 ₫ total
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table
A breakfast buffet with pastries, fruits, and a coffee station.

8. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is 23.256.900 ₫
29.752.681 ₫ total
includes taxes & fees
26 Oct - 27 Oct
3BR Prime Luxury NY - Free Parking
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

9. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is 22.094.055 ₫
28.457.562 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Prime Luxe 3-BR NYC - Free Parking
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

10. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is 4.628.123 ₫
9.143.722 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Elegant Hideaway with Free Parking
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

11. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is 27.791.995 ₫
41.005.145 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Beechmont - Perfect for Family Retreat!
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

12. 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 15.737.169 ₫
23.914.295 ₫ total
includes taxes & fees
26 Oct - 27 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

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Excellent property"
Miriam 9-night trip
Posted 4 hours ago
Hyatt Regency Greenwich

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.

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.