A serene park with a pond, a small boat, and autumn-colored trees.

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Pound Ridge holiday homes

Property grounds

1. 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, (42 reviews)
"This is a beautiful property. Great location. And the hosts are very nice and very great in communicating everything. Loved staying there"
United States
Martina F.
The price is HK$1,843
HK$3,170 total
includes taxes & fees
20 Sept - 21 Sept
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Property grounds

2. 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
9.8 out of 10, Exceptional, (18 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is HK$1,531
HK$2,968 total
includes taxes & fees
15 Sept - 16 Sept
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
2 bedrooms, iron/ironing board, WiFi, bed sheets

3. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is HK$1,835
HK$3,349 total
includes taxes & fees
28 Sept - 29 Sept
Gilded Age Luxury Surrounded by Nature
Smart TV

4. 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
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is HK$1,235
HK$2,075 total
includes taxes & fees
6 Sept - 7 Sept
Centric property close to all the great things in the city
Coffee/tea maker, fridge, microwave, oven

5. Private Country Getaway

Private Country Getaway
Bedford Hills
9.6 out of 10, Exceptional, (4 reviews)
"We had a busy and lovely weekend to attend and be part of my nieces wedding. The location was perfect and the property is beautiful. Kitchen was perfect for gathering in the morning and the great room was big and comfy for catching up! "
United States
Karin R.
The price is HK$9,409
HK$15,561 total
includes taxes & fees
12 Sept - 13 Sept
Private Country Getaway
Coffee/tea maker, fridge, microwave, oven

6. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
10.0 out of 10, Exceptional, (2 reviews)
"A great location. We were less than 15 minutes from everything we did. House was a super layout for our large group."
United States
Mark F.
The price is HK$2,547
HK$5,802 total
includes taxes & fees
10 Sept - 11 Sept
Spacious Retreat with Game Room and Fire Pit
TV

7. Spacious Stamford Home | Family, Work, Parking

Spacious Stamford Home | Family, Work, Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is HK$2,101
HK$4,322 total
includes taxes & fees
9 Sept - 10 Sept
Spacious Stamford Home | Family, Work, Parking
3 bedrooms, iron/ironing board, Internet, bed sheets

8. Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
The price is HK$2,117
HK$4,251 total
includes taxes & fees
6 Sept - 7 Sept
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
Smart TV, fireplace, table football, ping pong

9. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
Kyra S.
The price is HK$3,191
HK$7,284 total
includes taxes & fees
7 Sept - 8 Sept
5BR Beach House, Game Room + Huge Backyard
Private kitchen

10. Elite room stay

Elite room stay
Bridgeport
The price is HK$1,623
HK$2,674 total
includes taxes & fees
6 Sept - 7 Sept
Elite room stay
Smart TV, fireplace, books, stereo

11. Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border

Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Historic District
10.0 out of 10, Exceptional, (15 reviews)
"The property was very clean, host was excellent. The location is near restaurants, transportation, and grocery stores. Nice place to spend time with friends and family."
United States
Melissa H.
The price is HK$2,371
HK$5,560 total
includes taxes & fees
7 Sept - 8 Sept
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
Outdoor dining

12. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is HK$1,235
HK$3,293 total
includes taxes & fees
8 Sept - 9 Sept
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Interior

13. Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard

Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
West Side
9.4 out of 10, Exceptional, (8 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$3,183
HK$5,813 total
includes taxes & fees
7 Sept - 8 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
TV, fireplace

14. 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, (20 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is HK$1,960
HK$3,543 total
includes taxes & fees
21 Sept - 22 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Living area

15. Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC

Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC
White Plains
2.0 out of 10, (1 review)
"An hour before check-in we were called by the property manager, after four days of messaging them through the app without response, to advise us that the property had an alleged water pipe burst and was unavailable, then attempted to upcharge us for alternate accommodations. An alternate place to stay was finally provided at no additional charge but much smaller than what had been booked. Given the absence of communication for four days and then a sudden incident the day of check-in - the day...
United States
James D.
The price is HK$2,117
HK$4,305 total
includes taxes & fees
6 Sept - 7 Sept
Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC
Interior

16. 5BR Beach House, Water Views, Game Room, Backyard

5BR Beach House, Water Views, Game Room, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (31 reviews)
"House was a good location. Many fun outdoor activities."
United States
Heather G.
The price is HK$3,732
HK$7,508 total
includes taxes & fees
22 Sept - 23 Sept
5BR Beach House, Water Views, Game Room, Backyard
Beach nearby, sun-loungers, beach towels

17. 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, (39 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is HK$1,672
HK$4,547 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Coffee/tea maker, fridge, microwave, oven

18. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is HK$3,058
HK$6,474 total
includes taxes & fees
27 Sept - 28 Sept
Renovated Retreat with Heated Pool
Coffee/tea maker, fridge, microwave, oven

19. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (40 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is HK$1,960
HK$3,542 total
includes taxes & fees
30 Sept - 1 Oct
Contemporary Cozy Cottage
Terrace/patio

20. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
9.8 out of 10, Exceptional, (9 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is HK$1,153
HK$2,753 total
includes taxes & fees
5 Oct - 6 Oct
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
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

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester

8/10 Good
"Pool closes at 7 which sucks when you’re a later arrival. Breakfast was ok. Offered chicken sausage and egg whites and watery oatmeal Bathroom does not have a lock on it and can be seen through if closed too far (sliding door) People above us were really loud and sounded like a bowling alley"
Lori 1-night trip
Posted less than an hour ago
Hampton Inn & Suites Yonkers - Westchester

Find out more about Pound Ridge

Pound Ridge Vacation Homes information

Number of reviews
212
Accommodation
276 Vacation Homes
Lowest Price
HK$2,075
Highest Price
HK$15,561

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