Pound Ridge Holiday Rentals

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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Pound Ridge holiday rentals

Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

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
DUNE Fairfield Beach
2 bedrooms, iron/ironing board, travel cot, WiFi
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)
"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$824
HK$2,247 total
includes taxes & fees
4 Jan - 5 Jan
Renovated 2BR Retreat / Modern Comforts Included
2 bedrooms, in-room safe, desk, iron/ironing board
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)
"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$874
HK$2,130 total
includes taxes & fees
4 Jan - 5 Jan
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Private kitchen
The Mansion Hotel-style

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
The price is HK$645
HK$742 total
includes taxes & fees
3 Jan - 4 Jan
The Mansion Hotel-style
Fridge, microwave, oven, stovetop
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)
"It was clean "
United States
Burton
The price is HK$824
HK$2,247 total
includes taxes & fees
4 Jan - 5 Jan
The Blue Sapphire: Modern & Stylish 2BR w/ 2 King Beds & Full Kitchen
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, (24)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
The price is HK$973
HK$2,022 total
includes taxes & fees
28 Jan - 29 Jan
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Fridge, microwave, oven, stovetop
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)
"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$966
HK$2,434 total
includes taxes & fees
27 Jan - 28 Jan
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Property grounds
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)
"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$1,310
HK$3,451 total
includes taxes & fees
2 Jan - 3 Jan
Luxury Designer 2 bedroom+office/3bed vacation home.
Fridge, microwave, oven, stovetop
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)
"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$1,385
HK$3,738 total
includes taxes & fees
4 Jan - 5 Jan
Bright Escape, Top-Rated Design, Fire pit, Near Beach
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (84)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is HK$934
HK$1,074 total
includes taxes & fees
21 Jan - 22 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)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is HK$2,128
HK$2,448 total
includes taxes & fees
2 Jan - 3 Jan
Guesthouse at Norwalk Inn
Exterior
'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)
"Great stay!"
United States
Ann S.
The price is HK$809
HK$1,886 total
includes taxes & fees
4 Jan - 5 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, (10)
"Easy check in; quick access to NYC. "
United States
Leah B.
The price is HK$934
HK$1,638 total
includes taxes & fees
11 Jan - 12 Jan
Piermont Oasis
1 bedroom, desk, iron/ironing board, free WiFi
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)
"Nice little spot with a great host."
United States
J M.
The price is HK$973
HK$1,640 total
includes taxes & fees
7 Jan - 8 Jan
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Fridge, microwave, oven, stovetop
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Apartment in Croton-on-Hudson

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
10.0 out of 10, Exceptional, (6)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is HK$1,035
HK$2,367 total
includes taxes & fees
4 Jan - 5 Jan
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Fridge, microwave, oven, stovetop
Modern Luxe 1BR Apt in Downtown Stamford

Apartment in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
9.6 out of 10, Exceptional, (5)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is HK$1,050
HK$2,838 total
includes taxes & fees
11 Jan - 12 Jan
Modern Luxe 1BR Apt in Downtown Stamford
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)
"Wonderful "
United States
Nolufefe Z.
The price is HK$1,219
HK$2,973 total
includes taxes & fees
27 Jan - 28 Jan
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
Outdoor dining
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)
"Great family home. Location is perfect, close to everything yet private and quiet. "
United States
Margaret W.
The price is HK$1,385
HK$3,750 total
includes taxes & fees
4 Jan - 5 Jan
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
Outdoor dining
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Apartment in New Fairfield

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
10.0 out of 10, Exceptional, (34)
"Stunning property!!"
United States
Samantha
The price is HK$2,140
HK$3,675 total
includes taxes & fees
5 Jan - 6 Jan
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake
2 bedrooms, iron/ironing board, WiFi, bed sheets
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.

Apartment in Downtown Bridgeport

Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
9.0 out of 10, Wonderful, (2)
"Very convenient location to everything in Bridgeport. Very easy and explicit check in directions! The unit was very clean!"
United States
Kelly
The price is HK$1,945
HK$3,011 total
includes taxes & fees
2 Jan - 3 Jan
Enjoy the Venues of downtown Bridgeport's vibrant energy, at Park City Place.
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
"This is an amazing hotel with friendly staff."
Cesar A. 3-night trip
Posted 2 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.