Pound Ridge Holiday Rentals

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Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Pound Ridge holiday rentals

Iron/ironing board, free WiFi, bed sheets
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Exterior
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (87 reviews)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
The price is HK$1,016
HK$1,169 total
includes taxes & fees
15 Jan - 16 Jan
Stamford Suites
Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,798
HK$3,218 total
includes taxes & fees
25 Jan - 26 Jan
Guesthouse at Norwalk Inn
Fridge, microwave, oven, stovetop
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
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 HK$825
HK$2,250 total
includes taxes & fees
25 Jan - 26 Jan
Renovated 2BR Retreat / Modern Comforts Included
Interior
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
10.0 out of 10, Exceptional, (4 reviews)
"Nice little spot with a great host."
United States
J M.
The price is HK$959
HK$1,625 total
includes taxes & fees
20 Jan - 21 Jan
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Terrace/patio
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Apartment in Tunxis Hill

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
10.0 out of 10, Exceptional, (1 review)
"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.
The price is HK$968
HK$2,462 total
includes taxes & fees
31 Jan - 1 Feb
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Fridge, microwave, oven, stovetop
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Apartment in West End - West Side

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,053
HK$2,770 total
includes taxes & fees
14 Jan - 15 Jan
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Property grounds
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Holiday Home in Greenwich

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is HK$947
HK$2,009 total
includes taxes & fees
27 Jan - 28 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Desk, free WiFi, bed sheets
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Apartment in Croton-on-Hudson

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is HK$761
HK$1,834 total
includes taxes & fees
20 Jan - 21 Jan
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Property grounds
Piermont Oasis

Apartment in Piermont

Piermont Oasis
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is HK$935
HK$1,632 total
includes taxes & fees
3 Feb - 4 Feb
Piermont Oasis
Dining
Bright Escape, Top-Rated Design, Fire pit, Near Beach

Holiday Home in Fairfield

Bright Escape, Top-Rated Design, Fire pit, Near Beach
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 HK$1,357
HK$3,685 total
includes taxes & fees
3 Feb - 4 Feb
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Dining
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Apartment in CROTON HDSN

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
9.8 out of 10, Exceptional, (90 reviews)
"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.
The price is HK$820
HK$2,070 total
includes taxes & fees
20 Jan - 21 Jan
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Beach
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Holiday Home in Fairfield

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
10.0 out of 10, Exceptional, (24 reviews)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is HK$1,356
HK$3,721 total
includes taxes & fees
15 Jan - 16 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Interior
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

Luxury Designer 2 bedroom+office/3bed vacation home.
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 HK$1,242
HK$3,408 total
includes taxes & fees
13 Feb - 14 Feb
Luxury Designer 2 bedroom+office/3bed vacation home.
2 bedrooms, iron/ironing board, travel cot, WiFi
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen

Apartment in Brooklawn - St. Vincent

The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
8.0 out of 10, Very good, (1 review)
"It was clean "
United States
Burton
The price is HK$825
HK$2,250 total
includes taxes & fees
25 Jan - 26 Jan
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

Luxury NYC Home with Free Parking for 12
4.0 star property
The price is HK$3,508
HK$5,302 total
includes taxes & fees
25 Jan - 26 Jan
Luxury NYC Home with Free Parking for 12
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
The price is HK$779
HK$2,053 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Interior
Cozy secret apartment with free parking in Yonkers

Apartment in Northwest Yonkers

Cozy secret apartment with free parking in Yonkers
9.8 out of 10, Exceptional, (15 reviews)
"As described. Clean, responsive, great location, great communication. Staying again when avaliable!"
United States
Robert E.
The price is HK$974
HK$2,276 total
includes taxes & fees
25 Jan - 26 Jan
Cozy secret apartment with free parking in Yonkers
Property grounds
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Cottage in Greenwich

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"The location was perfect for our family getaway. The snow and river backdrop brought the holiday spirit out in our college age kids. There was plenty of room and the fireplace was great. All the appliances are high end and the communication was excellent. The host went out of his way to make the visit special. Would highly recommend "
United States
Scott and Linsay T.
The price is HK$4,082
HK$8,078 total
includes taxes & fees
19 Jan - 20 Jan
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
Exterior
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Holiday Home in North End

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
9.6 out of 10, Exceptional, (7 reviews)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
United States
Nancy H.
The price is HK$6,081
HK$11,387 total
includes taxes & fees
14 Jan - 15 Jan
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
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

HYATT house White Plains

HYATT house White Plains

10/10 Excellent
"Everything is perfect"
Maureen 1-night trip
Posted 3 days ago
HYATT house White Plains

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:

  • View our selection of featured holiday rentals in Pound Ridge
  • Use the map to find apartments and other holiday homes in the Pound Ridge neighbourhood you prefer
  • 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: This holiday home rental outside of Pound Ridge 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 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.