Pound Ridge Vacation Rentals from ￥27,250: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Pound Ridge vacation rentals

A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

1. Guesthouse at Norwalk Inn

Historic District

Ronbert

￥38,227 total

includes taxes & fees

Sep 14 - Sep 15

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

2. Stamford Suites

Downtown Stamford

Alice

￥28,070 total

includes taxes & fees

Sep 20 - Sep 21

A campfire with a wooden table and benches by a lake.

3. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Christopher J.

￥62,439 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

4. DUNE Fairfield Beach

Fairfield Beach

slava

￥40,638 total

includes taxes & fees

Sep 28 - Sep 29

A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

5. Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

￥63,566 total

includes taxes & fees

Sep 13 - Sep 14

A wooden staircase leading to a gazebo in a forested area with a metal railing.

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

Greenwich

"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...

Kathleen W.

￥34,594 total

includes taxes & fees

Sep 12 - Sep 13

A round outdoor seating area with a teal cushion and patterned pillows, surrounded by greenery and a bamboo wall with string lights.

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

Waterside

Leslie S.

￥57,874 total

includes taxes & fees

Sep 15 - Sep 16

A modern living room with a sofa, a coffee table, and a bar stool.

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

Downtown Stamford

michelle b.

￥51,209 total

includes taxes & fees

Sep 28 - Sep 29

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!

Brewster

Yasmin G.

￥27,250 total

includes taxes & fees

Sep 11 - Sep 12

A bedroom with a large arched window, a bed, a bedside table with a lamp, and a small seating area with cushions and a plant.

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

Downtown Bridgeport

Bailey

￥35,264 total

includes taxes & fees

Sep 13 - Sep 14

A dining table set with blue bowls, gold cutlery, and yellow lemons.

11. Romantic Hide Out

Waterside

Cheryl H.

￥37,135 total

includes taxes & fees

Sep 14 - Sep 15

A bedroom with a bed, bedside tables, a mirror, and a patterned rug.

12. Spacious Studio with Pool Table

Westport

Eadweard

￥38,192 total

includes taxes & fees

Sep 13 - Sep 14

A bedroom with two beds, a nightstand with a lamp, a framed picture on the wall, and a window with curtains.

13. Gilded Age Luxury Surrounded by Nature

Cranbury

￥65,653 total

includes taxes & fees

Sep 13 - Sep 14

A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

14. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

￥52,383 total

includes taxes & fees

Oct 9 - Oct 10

A modern kitchen with white cabinets, a marble island, and black bar stools.

15. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Mark F.

￥118,509 total

includes taxes & fees

Sep 16 - Sep 17

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.

16. Modern Luxury 1BR Stamford Getaway

Downtown Stamford

"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...

Debbie N.

￥55,326 total

includes taxes & fees

Sep 27 - Sep 28

A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Port Chester

Sarah W.

￥60,498 total

includes taxes & fees

Sep 20 - Sep 21

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

Greenwich

Mark

￥52,290 total

includes taxes & fees

Oct 9 - Oct 10

A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.

19. Luxury NYC Home Game Room Free Parking

White Plains

"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...

Jorge

￥62,302 total

includes taxes & fees

Sep 13 - Sep 14

A modern kitchen with a large island, white cabinetry, stainless steel appliances, and a view through large windows.

20. Private Country Getaway

Bedford Hills

Karin R.

￥323,763 total

includes taxes & fees

Sep 17 - Sep 18

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

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

Hampton Inn & Suites Yonkers - Westchester

8/10 Good

"BUENO"

La Quinta Inn & Suites by Wyndham Stamford / New York City

8/10 Good

"La Quinta Stamford offered a covenient location and price for stopping over on our way from New Hampshire to the D.C area. We arrived late at night and left early the next morning, unfortunately missing the convenient continental breakfast [so cannot comment on that]. Staff was friendly and efficient, very pleasant. The facility was a bit shabby, with worn areas of walls and doors, and the pretty pool surrounded by shipping boxes piled from floor to ceiling, but our room was clean and spacious, and bed and pillow very comfortable for a great night’s sleep. The bathroom was exceptionally clean with a sparkling and very enjoyable bathtub."

Ethan Allen Hotel

8/10 Good

"Upon arrival I asked for the pack and play I had called beforehand and requested and the manager to the staff helping me goes, “is there a note? Was it requested beforehand?” It was, but what if it wasn’t? Then I asked the front desk staff if I could have a room away from elevators and stairs and the manager, again from off to the side, goes, “we’re really booked right now with a wedding and a hockey team.” I go, “ok well I have a baby so just away from the hockey team would be great.” She goes on to say they can’t accommodate such things yadda yadda - then the front desk staff looks at me and goes, “I gave you a room in the middle of the floor away from stairs and elevators.” So not sure if the manager was just trying to find an issue or what. The elevator is inconveniently located on the complete opposite side of the hotel as the lobby and our room. The stairs were quick and easily accessible but because I had a stroller, I had to walk around 3 sides of the hotel. Get to our room - dirty stained carpet but otherwise clean. The tub and toilet were both clogged when we got there. I asked for them to be unclogged and left but the maintenance man only unclogged the toilet. When the pack and play arrived, I asked if I could have an extra towel and wash cloth for my baby and was told no by the housekeeper. In the middle of the night 4 ants were crawling on the toilet (I have pictures and video), the heat/ac unit front fell off everytime it kicked on. Hotel was nice, bad room."

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pound Ridge vacation rentals

1. Guesthouse at Norwalk Inn

2. Stamford Suites

3. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

4. DUNE Fairfield Beach

5. Modern Luxe 1BR Apt in Downtown Stamford

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

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

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

9. Welcome to Sweet Abby Rose!

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

11. Romantic Hide Out

12. Spacious Studio with Pool Table

13. Gilded Age Luxury Surrounded by Nature

14. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

15. Spacious Retreat with Game Room and Fire Pit

16. Modern Luxury 1BR Stamford Getaway

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

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

19. Luxury NYC Home Game Room Free Parking

20. Private Country Getaway

Find vacation rentals that suit your style

Top Pound Ridge Hotel Reviews

Hampton Inn & Suites Yonkers - Westchester

West Gate Inn Nyack

Sonesta White Plains Downtown

La Quinta Inn & Suites by Wyndham Stamford / New York City

Ethan Allen Hotel

Westchester Marriott

Amsterdam Hotel

HYATT house White Plains

Norwalk Inn & Conference Center

Find out more about Pound Ridge

Frequently asked questions

Go further with the Expedia app