Pound Ridge Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Pound Ridge holiday rentals

Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is HK$2,586
HK$4,125 total
includes taxes & fees
1 May - 2 May
Luxury NYC Home Game Room Free Parking
Iron/ironing board, free WiFi, bed sheets

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (84 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is HK$1,402
HK$2,090 total
includes taxes & fees
11 May - 12 May
DUNE Fairfield Beach
Front of property

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is HK$6,993
HK$10,784 total
includes taxes & fees
28 Apr - 29 Apr
Beechmont - Perfect for Family Retreat!
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is HK$2,735
HK$4,295 total
includes taxes & fees
2 May - 3 May
Luxury 3BR Home Game Room Free Parking
Fridge, microwave, oven, stovetop

Modern + Spacious 5BR/2BA Home, Renovated Backyard

Modern + Spacious 5BR/2BA Home, Renovated Backyard
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Used for family weekend at SHU. Convenient location and plenty of space for the whole family! "
United States
Laurene S.
The price is HK$2,784
HK$5,870 total
includes taxes & fees
29 Apr - 30 Apr
Modern + Spacious 5BR/2BA Home, Renovated Backyard
Smart TV

Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,081 total
includes taxes & fees
29 Apr - 30 Apr
Centric property close to all the great things in the city
Beach

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (31 reviews)
"Hosts were readily available to address any needs that arose. Home was comfortable for our weekend visit."
United States
Meg S.
The price is HK$1,502
HK$3,823 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Property grounds

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, (32 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is HK$1,128
HK$2,254 total
includes taxes & fees
28 Apr - 29 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Dining

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is HK$2,351
HK$3,786 total
includes taxes & fees
1 May - 2 May
Prime Luxe 3-BR NYC - Free Parking
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 HK$2,419
HK$2,782 total
includes taxes & fees
10 May - 11 May
Guesthouse at Norwalk Inn
Exterior detail

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (35 reviews)
"Stunning property!!"
United States
Samantha
The price is HK$2,155
HK$3,755 total
includes taxes & fees
29 Apr - 30 Apr
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
Fridge, microwave, stovetop, cookware/dishes/utensils

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is HK$1,199
HK$2,554 total
includes taxes & fees
28 Apr - 29 Apr
Zen, Spacious & Comfy 2 bed, Lux beds
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is HK$1,391
HK$3,890 total
includes taxes & fees
30 Apr - 1 May
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,869
HK$3,435 total
includes taxes & fees
10 May - 11 May
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Exterior

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
9.6 out of 10, Exceptional, (9 reviews)
"Beautiful old home with tons of space!"
United States
Rebeccca H.
The price is HK$6,876
HK$12,385 total
includes taxes & fees
28 Apr - 29 Apr
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
Interior

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
West Side
9.4 out of 10, Exceptional, (6 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 HK$3,017
HK$5,491 total
includes taxes & fees
10 May - 11 May
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...
1 bedroom, desk, iron/ironing board, free WiFi

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
The price is HK$1,097
HK$1,787 total
includes taxes & fees
1 May - 2 May
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Fridge, microwave, oven, stovetop

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (33 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is HK$1,763
HK$3,316 total
includes taxes & fees
4 May - 5 May
Contemporary Cozy Cottage
Interior

3 Mi to Downtown: Spacious White Plains Home

3 Mi to Downtown: Spacious White Plains Home
3.0 star property
White Plains
The price is HK$2,178
HK$6,378 total
includes taxes & fees
23 May - 24 May
3 Mi to Downtown: Spacious White Plains Home
Fridge, microwave, oven, stovetop

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,911
HK$4,919 total
includes taxes & fees
28 Apr - 29 Apr
"Country outside the city " 3 bedrooms 2 full bathrooms
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

Amsterdam Hotel

Amsterdam Hotel

2/10 Terrible
"The hotel was dated. TV was so small it felt like my phone was better off to watch."
Jose 1-night trip
Posted 1 hour ago
Amsterdam Hotel

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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  • 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 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?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside of Pound Ridge is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden 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.