Pound Ridge Holiday Rentals

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Holiday Rentals in Pound Ridge

Seaview Ave House-4BR/8PPL Retreat

9.6 out of 10, Exceptional, (10)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
The price is AU$1,232
includes taxes & fees
13 July - 14 July
Seaview Ave House-4BR/8PPL Retreat

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is AU$274
includes taxes & fees
14 July - 15 July
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The price is AU$302
includes taxes & fees
20 July - 21 July
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Upscale 4BR Retreat at the Reservoir!

The price is AU$1,497
includes taxes & fees
20 July - 21 July
Upscale 4BR Retreat at the Reservoir!

Centric property close to all the great things in the city

8.0 out of 10, Very good, (11)
"This rental was great accommodation"
The price is AU$461
includes taxes & fees
13 July - 14 July
Centric property close to all the great things in the city

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

The price is AU$2,280
includes taxes & fees
13 July - 14 July
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming 2-bedroom house with WiFi, AC in Fairfield

7.0 out of 10, Good, (2)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is AU$531
includes taxes & fees
23 July - 24 July
Charming 2-bedroom house with WiFi, AC in Fairfield

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (6)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
The price is AU$800
includes taxes & fees
21 July - 22 July
Marine Theme - 4 BR - Backyard - Fire pit

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (17)
"Very comfortable home. Lots of thought in providing all needed for a stay. We so appreciated the hosts communication...made life pleasant. We will repeat!"
The price is AU$1,009
includes taxes & fees
16 July - 17 July
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

10.0 out of 10, Exceptional, (6)
"And the bed was confortable"
The price is AU$925
includes taxes & fees
14 July - 15 July
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

Updated, cozy single family in Fairfield County

9.2 out of 10, Wonderful, (10)
"House was great, hosts were attentive. Enjoyed our stay"
The price is AU$987
includes taxes & fees
15 July - 16 July
Updated, cozy single family in Fairfield County

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is AU$3,728
includes taxes & fees
14 July - 15 July
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is AU$960
includes taxes & fees
14 July - 15 July
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is AU$1,726
includes taxes & fees
6 Aug - 7 Aug
Waterview House Walking Distance from Cove Beach

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is AU$1,902
includes taxes & fees
13 July - 14 July
Stylish Beach Home near Stamford Downtown/Beach

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is AU$808
includes taxes & fees
16 July - 17 July
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (21)
"Great home with fun ping pong table!"
The price is AU$3,222
includes taxes & fees
16 July - 17 July
New Beach Home near Stamford Downtown/Shippan

The Luxury downtown. Pool Jim basketball

The price is AU$392
includes taxes & fees
20 July - 21 July
The Luxury downtown. Pool Jim basketball

The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

The price is AU$843
includes taxes & fees
17 July - 18 July
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is AU$692
includes taxes & fees
17 July - 18 July
Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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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Frequently asked questions

Can I find a holiday rental in Pound Ridge?

Yes, there are holiday rentals close to the most popular sights in Pound Ridge, or you can select a more secluded option if you're looking for a relaxing stay. Pound Ridge is known for its sporting events and museums.

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

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!: This holiday home rental outside of Pound Ridge is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Pound Ridge?

With 7 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Caramoor Center for Music and the Arts and The Glass House.

What are holiday rentals like in Pound Ridge?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pound Ridge. Holiday rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.