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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Pound Ridge vacation rentals

Exterior

Modern Apartment with Private Entrance

Modern Apartment with Private Entrance
Historic District
The price is ￥27,720
￥44,640 total
includes taxes & fees
Jul 28 - Jul 29
Modern Apartment with Private Entrance
TV, stereo

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
The price is ￥65,778
￥97,725 total
includes taxes & fees
Aug 18 - Aug 19
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Internet, bed sheets

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 ￥16,383
￥30,184 total
includes taxes & fees
Jul 28 - Jul 29
Welcome to Sweet Abby Rose!
Exterior

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (143 reviews)
"Great location, friendly and helpful staff. Good value for money."
United States
ian
The price is ￥23,329
￥26,828 total
includes taxes & fees
Jul 29 - Jul 30
Stamford Suites
Offices

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 ￥23,592
￥51,541 total
includes taxes & fees
Jul 28 - Jul 29
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
1 bedroom, desk, iron/ironing board, WiFi (free)

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, (13 reviews)
"I was surprised by the large size of this apt, and that it had everything I needed for my stay. The location was perfect and very close to the event I was there for. Excellent host and I'm looking forward to booking this place again next year."
United States
Shamel
The price is ￥22,936
￥38,172 total
includes taxes & fees
Jul 28 - Jul 29
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Smart TV

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

Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
New Canaan
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
United States
danyelle s.
The price is ￥57,177
￥125,470 total
includes taxes & fees
Aug 18 - Aug 19
Charming 2 Bedroom Cottage in Peaceful New Canaan - Pet Friendly!
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

2-bedroom apartmet No cleaning Fee

2-bedroom apartmet No cleaning Fee
West Norwalk
The price is ￥29,489
￥37,681 total
includes taxes & fees
Jul 28 - Jul 29
2-bedroom apartmet No cleaning Fee
Classic Suite | Iron/ironing board, WiFi (free), bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (102 reviews)
"Staff is excellent very clean and comfortable. Nice pla e with great beach access!"
United States
Stacie
The price is ￥31,497
￥46,214 total
includes taxes & fees
Aug 25 - Aug 26
DUNE Fairfield Beach
Smart TV

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 ￥23,592
￥68,580 total
includes taxes & fees
Jul 28 - Jul 29
Modern Luxe 1BR Apt in Downtown Stamford
Property grounds

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, (16 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is ￥34,060
￥64,400 total
includes taxes & fees
Aug 25 - Aug 26
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Property grounds

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
7.6 out of 10, Good, (4 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 ￥17,989
￥25,283 total
includes taxes & fees
Jul 28 - Jul 29
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Dining

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 ￥18,136
￥40,517 total
includes taxes & fees
Aug 4 - Aug 5
Romantic Hide Out
TV

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Cove - East Side - Shippan
8.4 out of 10, Very Good, (7 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is ￥30,538
￥72,963 total
includes taxes & fees
Jul 28 - Jul 29
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
Coffee/tea maker, fridge, microwave, oven

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is ￥38,664
￥56,341 total
includes taxes & fees
Jul 29 - Jul 30
Stylish Home With Free ParkingZA
Property grounds

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

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
2.0 out of 10, (1 review)
"No lock on the entrance door so I had to use the bed frame against it to act as a barrier. I was woken up one morning by the host and had to leave the apartment ASAP because the housing inspector was there and she hid all my belongings that I couldn’t fully locate afterwards. "
United States
Ann E.
The price is ￥20,806
￥52,532 total
includes taxes & fees
Jul 28 - Jul 29
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
1 bedroom, desk, WiFi, bed sheets

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 ￥27,196
￥48,969 total
includes taxes & fees
Aug 24 - Aug 25
Spacious Studio with Pool Table
Fridge, microwave, stovetop, cookware/dishes/utensils

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
10.0 out of 10, Exceptional, (2 reviews)
"A wonderful place. Beds where comfortable. Would most definitely come back there again. Quiet and safe atmosphere. Not far from the highway. Host was very nice."
United States
Lisa J.
The price is ￥22,117
￥48,739 total
includes taxes & fees
Jul 28 - Jul 29
Zen, Spacious & Comfy 2 bed, Lux beds
Apartment (1 Bedroom) | Interior

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 ￥27,851
￥52,771 total
includes taxes & fees
Jul 28 - Jul 29
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Standard Room, 1 King Bed, Main Building | Property entrance

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 ￥58,815
￥67,637 total
includes taxes & fees
Jul 28 - Jul 29
Guesthouse at Norwalk Inn
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

The Watershed

The Watershed

10/10 Excellent
"We loved our stay there! It was close to Fairfield University. We stayed for our daughter’s orientation date and it was comfortable, clean, and a quick drive to the university. We will definitely be back for future stays when visiting."
Suzanne 1-night trip
Posted 4 hours ago
The Watershed

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:

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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?

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: Visitors like this Pound Ridge vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.