Pound Ridge Vacation Rentals

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Our top choices for Pound Ridge vacation rentals

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
$83 nightly
The price is $96
Dec 30 - Dec 31
Total with taxes and fees
The Mansion Hotel-style

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$220 nightly
The price is $252
Jan 8 - Jan 9, 2026
Total with taxes and fees
DUNE Fairfield Beach

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$257 nightly
The price is $291
Dec 28 - Dec 29
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
9.4 out of 10, Exceptional, (8)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
United States
Chrystie
$200 nightly
The price is $227
Jan 2 - Jan 3, 2026
Total with taxes and fees
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.0 out of 10, Wonderful, (2)
"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."
United States
Alex C.
$137 nightly
The price is $155
Dec 28 - Dec 29
Total with taxes and fees
Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,
10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
$278 nightly
The price is $315
Dec 29 - Dec 30
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
8.0 out of 10, Very Good, (1)
"It was clean "
United States
Burton
$246 nightly
The price is $280
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$232 nightly
The price is $267
Dec 28 - Dec 29
Total with taxes and fees
Guesthouse at Norwalk Inn
9.6 out of 10, Exceptional, (23)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
$212 nightly
The price is $240
Jan 1 - Jan 2, 2026
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
10.0 out of 10, Exceptional, (2)
"Wonderful "
United States
Nolufefe Z.
$345 nightly
The price is $391
Jan 11 - Jan 12, 2026
Total with taxes and fees
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (11)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
$413 nightly
The price is $478
Jan 11 - Jan 12, 2026
Total with taxes and fees
Bright Escape, Top-Rated Design, Fire pit, Near Beach
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
$230 nightly
The price is $263
Dec 28 - Dec 29
Total with taxes and fees
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$478 nightly
The price is $541
Jan 5 - Jan 6, 2026
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
$230 nightly
The price is $263
Jan 26 - Jan 27, 2026
Total with taxes and fees
Elegant Hideaway with Free Parking
10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
$212 nightly
The price is $242
Jan 4 - Jan 5, 2026
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (23)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
$425 nightly
The price is $481
Jan 26 - Jan 27, 2026
Total with taxes and fees
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$257 nightly
The price is $279
Dec 28 - Dec 29
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (22)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
$396 nightly
The price is $449
Dec 29 - Dec 30
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (82)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
$110 nightly
The price is $127
Dec 28 - Dec 29
Total with taxes and fees
Stamford Suites
9.8 out of 10, Exceptional, (8)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
$383 nightly
The price is $433
Dec 30 - Dec 31
Total with taxes and fees
Marine Theme - 4 BR - Backyard - Fire pit
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

Everything you need to know about Pound Ridge vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pound Ridge vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pound Ridge vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pound Ridge vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pound Ridge. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pound Ridge in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pound Ridge rentals

At Expedia, we put the best Pound Ridge vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pound Ridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pound Ridge vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pound Ridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Pound Ridge?

Yes, there are vacation rentals close to well known points of interest in Pound Ridge, or you can choose a more remote option if you're looking for relaxation. 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, 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 7 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 Caramoor Center for Music and the Arts and The Glass House.

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.