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

Pound Ridge Vacation Rentals

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Our top choices for Pound Ridge vacation rentals

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 CA $495
CA $570 total
includes taxes & fees
Oct 11 - Oct 12
Guesthouse at Norwalk Inn

2. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (186 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is CA $209
CA $241 total
includes taxes & fees
Oct 12 - Oct 13
Stamford Suites

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, (43 reviews)
"Nice stay"
United States
Christopher J.
The price is CA $230
CA $446 total
includes taxes & fees
Oct 8 - Oct 9
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

4. 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 CA $205
CA $591 total
includes taxes & fees
Oct 4 - Oct 5
Modern Luxe 1BR Apt in Downtown Stamford

5. 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 CA $252
CA $377 total
includes taxes & fees
Oct 7 - Oct 8
DUNE Fairfield Beach

6. 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 CA $205
CA $445 total
includes taxes & fees
Oct 4 - Oct 5
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

7. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is CA $496
CA $954 total
includes taxes & fees
Oct 27 - Oct 28
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

8. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
The price is CA $539
CA $1,157 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Retreat with Game Room and Fire Pit

9. Luxurious 3BR/2BA Modern Haven Downtown Stamford

Luxurious 3BR/2BA Modern Haven Downtown Stamford
Downtown Stamford
10.0 out of 10, Exceptional, (9 reviews)
"Great location with comfy beds and plenty of space."
United States
Nick D.
The price is CA $624
CA $1,068 total
includes taxes & fees
Oct 22 - Oct 23
Luxurious 3BR/2BA Modern Haven Downtown Stamford

10. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $333
CA $609 total
includes taxes & fees
Oct 4 - Oct 5
Gilded Age Luxury Surrounded by Nature

11. 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, (20 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is CA $224
CA $470 total
includes taxes & fees
Oct 6 - Oct 7
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

12. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is CA $658
CA $1,320 total
includes taxes & fees
Oct 14 - Oct 15
5BR Beach House, Water Views, Steps to Beach, Backyard

13. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (26 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
The price is CA $441
CA $1,068 total
includes taxes & fees
Oct 6 - Oct 7
5BR Beach Home | Walk to Cove Beach + Private Yard

14. 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 CA $283
CA $509 total
includes taxes & fees
Oct 4 - Oct 5
Modern Luxury 1BR Stamford Getaway

15. Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is CA $316
CA $760 total
includes taxes & fees
Nov 1 - Nov 2
Seabreeze at the beach west beach Stamford ct.

16. 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 CA $186
CA $364 total
includes taxes & fees
Oct 6 - Oct 7
Spacious Studio with Pool Table

17. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is CA $427
CA $838 total
includes taxes & fees
Oct 4 - Oct 5
Spacious Stamford Home | Family, Work, Parking

18. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is CA $438
CA $1,013 total
includes taxes & fees
Oct 4 - Oct 5
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

19. Stylish Home and Cozy

Stylish Home and Cozy
Downtown Stamford
The price is CA $683
CA $928 total
includes taxes & fees
Oct 4 - Oct 5
Stylish Home and Cozy

20. Stylish Home and Cozy200

Stylish Home and Cozy200
Downtown Stamford
The price is CA $290
CA $424 total
includes taxes & fees
Oct 27 - Oct 28
Stylish Home and Cozy200
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

Find out more about Pound Ridge

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pound Ridge. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.