Pound Ridge Holiday Rentals

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Our top choices for Pound Ridge holiday rentals

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

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
10.0 out of 10, Exceptional, (5 reviews)
"Nice little spot with a great host."
United States
J M.
The price is AU$276
includes taxes & fees
21 Apr - 22 Apr
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is AU$405
includes taxes & fees
19 Apr - 20 Apr
Renovated 2BR Retreat / Modern Comforts Included

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, (31 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AU$405
includes taxes & fees
20 Apr - 21 Apr
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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 AU$372
includes taxes & fees
19 Apr - 20 Apr
Centric property close to all the great things in the city

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 AU$665
includes taxes & fees
20 Apr - 21 Apr
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22 reviews)
"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.
The price is AU$579
includes taxes & fees
20 Apr - 21 Apr
Luxury Designer 2 bedroom+office/3bed vacation home.

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (16 reviews)
"Excellent space and accommodations. "
United States
angela c.
The price is AU$292
includes taxes & fees
29 Apr - 30 Apr
Piermont Oasis

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"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.
The price is AU$680
includes taxes & fees
20 Apr - 21 Apr
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Brooklawn - St. Vincent
8.0 out of 10, Very good, (1 review)
"It was clean "
United States
Burton
The price is AU$405
includes taxes & fees
19 Apr - 20 Apr
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

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
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$498
includes taxes & fees
4 May - 5 May
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

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)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is AU$545
includes taxes & fees
19 Apr - 20 Apr
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

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)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is AU$442
includes taxes & fees
20 Apr - 21 Apr
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is AU$453
includes taxes & fees
19 Apr - 20 Apr
Zen, Spacious & Comfy 2 bed, Lux beds

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 AU$372
includes taxes & fees
20 Apr - 21 Apr
DUNE Fairfield Beach

Modern 1BR Apt / Free Parking / Near NYC

Modern 1BR Apt / Free Parking / Near NYC
White Plains
10.0 out of 10, Exceptional, (1 review)
"Very clean, fully stocked with all you need to cook full meals. If coming back to the area, 10/10 would stay again."
United States
Mike J.
The price is AU$435
includes taxes & fees
20 Apr - 21 Apr
Modern 1BR Apt / Free Parking / Near NYC

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 AU$372
includes taxes & fees
22 Apr - 23 Apr
Spacious Studio with Pool Table

Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
6.8 out of 10, (3 reviews)
"Cozy get away"
United States
Anonymous traveller
The price is AU$491
includes taxes & fees
21 Apr - 22 Apr
Modern 2 Bed in BlackRock

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is AU$686
includes taxes & fees
1 May - 2 May
Luxury NYC Home Game Room Free Parking

Marine Theme - 4 BR - Backyard - Fire pit

Marine Theme - 4 BR - Backyard - Fire pit
North End
9.4 out of 10, Exceptional, (10 reviews)
"We were in town for a short stay and everything was very nice"
United States
Kevin B.
The price is AU$568
includes taxes & fees
21 Apr - 22 Apr
Marine Theme - 4 BR - Backyard - Fire pit

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay
White Plains
The price is AU$413
includes taxes & fees
26 Apr - 27 Apr
Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pound Ridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pound Ridge holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pound Ridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pound Ridge holiday rentals we have selected for you start as low as AU$199 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pound Ridge rentals

At Expedia, we put the best Pound Ridge holiday 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 holiday.

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 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, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Pound Ridge offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.