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

Pound Ridge Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Pound Ridge vacation rentals

Standard Room, 1 King Bed, Main Building | Property entrance

1. 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 ￥33,473
￥38,494 total
includes taxes & fees
Sep 15 - Sep 16
Guesthouse at Norwalk Inn
Exterior

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (173 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥24,579
￥28,265 total
includes taxes & fees
Sep 20 - Sep 21
Stamford Suites
Property grounds

3. 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, (42 reviews)
"Nice stay"
United States
Christopher J.
The price is ￥29,334
￥53,650 total
includes taxes & fees
Oct 4 - Oct 5
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

4. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ￥27,394
￥40,921 total
includes taxes & fees
Sep 28 - Sep 29
DUNE Fairfield Beach
Smart TV

5. 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 ￥22,078
￥64,026 total
includes taxes & fees
Sep 17 - Sep 18
Modern Luxe 1BR Apt in Downtown Stamford
Property grounds

6. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
8.0 out of 10, Very Good, (5 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is ￥26,123
￥34,835 total
includes taxes & fees
Sep 12 - Sep 13
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Property grounds

7. Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
9.8 out of 10, Exceptional, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is ￥29,736
￥58,127 total
includes taxes & fees
Sep 15 - Sep 16
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Offices

8. 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 ￥24,702
￥51,566 total
includes taxes & fees
Sep 28 - Sep 29
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
1 bedroom, internet, bed sheets

9. Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is ￥15,332
￥28,413 total
includes taxes & fees
Sep 15 - Sep 16
Welcome to Sweet Abby Rose!
1 bedroom, desk, iron/ironing board, WiFi (free)

10. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.8 out of 10, Exceptional, (17 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is ￥21,465
￥34,344 total
includes taxes & fees
Sep 17 - Sep 18
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Dining

11. Romantic Hide Out

Romantic Hide Out
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.
The price is ￥16,674
￥37,393 total
includes taxes & fees
Sep 14 - Sep 15
Romantic Hide Out
1 bedroom, desk, WiFi, bed sheets

12. 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 ￥20,225
￥37,926 total
includes taxes & fees
Sep 13 - Sep 14
Spacious Studio with Pool Table
2 bedrooms, iron/ironing board, WiFi, bed sheets

13. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is ￥36,127
￥65,940 total
includes taxes & fees
Sep 13 - Sep 14
Gilded Age Luxury Surrounded by Nature
Apartment (1 Bedroom) | Interior

14. 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 ￥28,871
￥52,749 total
includes taxes & fees
Sep 30 - Oct 1
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Coffee/tea maker, fridge, microwave, oven

15. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is ￥53,774
￥117,327 total
includes taxes & fees
Sep 16 - Sep 17
Spacious Retreat with Game Room and Fire Pit
Private kitchen

16. Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"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 ￥30,724
￥55,712 total
includes taxes & fees
Sep 27 - Sep 28
Modern Luxury 1BR Stamford Getaway
TV

17. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is ￥33,966
￥60,921 total
includes taxes & fees
Sep 20 - Sep 21
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Property grounds

18. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, Very Good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
The price is ￥22,078
￥52,655 total
includes taxes & fees
Oct 9 - Oct 10
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Villa, Garden View | Living area

19. 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 ￥34,738
￥62,735 total
includes taxes & fees
Sep 13 - Sep 14
Luxury NYC Home Game Room Free Parking
Coffee/tea maker, fridge, microwave, oven

20. Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is ￥199,316
￥323,763 total
includes taxes & fees
Sep 17 - Sep 18
Private Country Getaway
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

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

8/10 Good
"It is fine for the price. Clean environment and easy checkin. Not very fancy just a solid hotel for the price."
Mary 1-night trip
Posted less than an hour ago
Hampton Inn & Suites Yonkers - Westchester

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 vacation rental in Pound Ridge?

Yes, there are vacation rentals in Pound Ridge close to Pound Ridge Library, or you can choose a secluded option if you're looking for extra privacy while you relax. Pound Ridge is known for its sporting events and museums.

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

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Pound Ridge vacation home rental. It offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Pound Ridge?

With 8 Expedia vacation rentals, you're sure 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 larger area, you’ll find Pound Ridge Library and Caramoor Center for Music and the Arts.

What are vacation rentals like in Pound Ridge?

Vacation rentals are privately owned properties you can book for a couple days or more in Pound Ridge. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.