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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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)
"Nice stay"
United States
Christopher J.
The price is £243
includes taxes & fees
21 Oct - 22 Oct
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, (19 reviews)
"Very nice location, easy check in and check out. Also very comfortable."
United States
Leslie S.
The price is £265
includes taxes & fees
19 Oct - 20 Oct
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 £308
includes taxes & fees
28 Sept - 29 Sept
Gilded Age Luxury Surrounded by Nature
Coffee/tea maker, fridge, microwave, oven

4. 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 £584
includes taxes & fees
24 Sept - 25 Sept
Spacious Retreat with Game Room and Fire Pit
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.
Private Country Getaway
TV, fireplace

6. 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 £306
includes taxes & fees
27 Sept - 28 Sept
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Coffee/tea maker, fridge, microwave, stovetop

7. NYC-Area Escape Near River, Trails & MTA!

NYC-Area Escape Near River, Trails & MTA!
Ossining
8.2 out of 10, Very good, (19 reviews)
"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"
United States
Justeen P.
NYC-Area Escape Near River, Trails & MTA!
Smart TV, fireplace, books, stereo

8. 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 £535
includes taxes & fees
21 Oct - 22 Oct
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
TV

9. 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 £433
includes taxes & fees
21 Sept - 22 Sept
Spacious Stamford Home | Family, Work, Parking
Interior

10. 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 £626
includes taxes & fees
21 Sept - 22 Sept
5BR Beach House, Water Views, Game Room, Backyard
Coffee/tea maker, fridge, microwave, oven

11. 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 £553
includes taxes & fees
23 Sept - 24 Sept
Urban Oasis 45 min to NYC 2.5 Bath + Garage + Yard
Smart TV

12. 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 £201
includes taxes & fees
21 Sept - 22 Sept
Centric property close to all the great things in the city
Coffee/tea maker, fridge, microwave, oven

13. Renovated Retreat with Heated Pool

Renovated Retreat with Heated Pool
Redding
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house, very clean, spacious and a great host!!!"
United States
Alejandro A.
The price is £572
includes taxes & fees
7 Oct - 8 Oct
Renovated Retreat with Heated Pool
Coffee/tea maker, fridge, microwave, oven

14. 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 £317
includes taxes & fees
30 Sept - 1 Oct
Contemporary Cozy Cottage
Private kitchen

15. Elite room stay

Elite room stay
Bridgeport
The price is £255
includes taxes & fees
21 Sept - 22 Sept
Elite room stay
Beach nearby, sun-loungers, beach towels

16. 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 £453
includes taxes & fees
21 Oct - 22 Oct
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
3 bedrooms, iron/ironing board, Internet, bed sheets

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

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
White Plains
2.0 out of 10, (1 review)
"This guy is a scammer, an hour before my checkin they finally sent me the "location" and claimed they needed more time to clean the property. Then at 5 pm and hour after they claimed their was a gas leak and I couldn't stay there. Only thing is the address they sent me wasn't real and I am convinced this listing is fake in and used to trick people into staying at their actual property in yonkers. DO NOT RENT FROM THEM!"
United States
Ethan G.
The price is £400
includes taxes & fees
21 Sept - 22 Sept
Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups
Living area

18. 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 £409
includes taxes & fees
21 Sept - 22 Sept
Spacious Luxury Retreat Sleeps 16 • Prime Area • Free Parking • Near NYC
Coffee/tea maker, fridge, microwave, oven

19. 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, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is £456
includes taxes & fees
24 Sept - 25 Sept
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
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, (10 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is £258
includes taxes & fees
6 Oct - 7 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

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent
"Quiet rooms ( 2nd time here). We had fun in the pool and having drinks lounging by the pool. Staff is pleasant and answers questions well"
Paula 2-night trip
Posted 12 hours ago
Hotel Nyack, a JdV by Hyatt Hotel

Find out more about Pound Ridge

Pound Ridge Holiday Homes information

Number of reviews
254
Accommodation
272 Holiday Homes
Lowest Price
£201
Highest Price
£626