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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Pound Ridge vacation homes

A room with large windows overlooking a lake and greenery.

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, (46 reviews)
"Nice stay"
United States
Christopher J.
$305 nightly
The price is $346
Nov 1 - Nov 2
Total with taxes and fees
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
An outdoor seating area with a round table, a chair, and a hanging light fixture.

2. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
$392 nightly
The price is $447
Nov 2 - Nov 3
Total with taxes and fees
Gem by the water+ firepit and all fenced backyard
A modern kitchen with white cabinets, a marble island, and black bar stools.

3. Spacious Retreat with Game Room and Fire Pit

Spacious Retreat with Game Room and Fire Pit
West Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay."
United States
Linda S.
$700 nightly
The price is $794
Nov 18 - Nov 19
Total with taxes and fees
Spacious Retreat with Game Room and Fire Pit
A living room with a sofa, armchair, ottoman, and coffee table.

4. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of 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.
$408 nightly
The price is $465
Nov 2 - Nov 3
Total with taxes and fees
Stamford Home | Family, Work and Plenty of Parking
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

5. 5BR Beach Home | Walk to Cove Beach + Private Yard

5BR Beach Home | Walk to Cove Beach + Private Yard
Cove - East Side - Shippan
9.6 out of 10, Exceptional, (27 reviews)
"The house was perfect! Plenty of bedding and the kitchen was well appointed. We were there for my fathers memorial and the living room provided a great space for us to connect and talk together. "
United States
Maury A.
$919 nightly
The price is $976
Nov 5 - Nov 6
Total with taxes and fees
5BR Beach Home | Walk to Cove Beach + Private Yard
A modern living room with a white sofa, a glass coffee table, and a piano.

6. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 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.
$512 nightly
The price is $583
Nov 2 - Nov 3
Total with taxes and fees
Spacious 3BR Townhome | Garage + Near Downtown
A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

7. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
$485 nightly
The price is $554
Nov 1 - Nov 2
Total with taxes and fees
Gilded Age Luxury Surrounded by Nature
A modern living room with a fireplace, a television, and a dining area with chairs and a table.

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.
$560 nightly
The price is $642
Nov 9 - Nov 10
Total with taxes and fees
Family Cottage with 4 King Beds and Fire Pit, Norwalk/Westport Border
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

9. 5BR Beach House, Water Views, Steps to Beach, Backyard

5BR Beach House, Water Views, Steps to Beach, Backyard
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
$946 nightly
The price is $1,004
Nov 1 - Nov 2
Total with taxes and fees
5BR Beach House, Water Views, Steps to Beach, Backyard
A modern kitchen with a central island, pendant lights, and a view of the outdoors.

10. 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.
$553 nightly
The price is $633
Nov 2 - Nov 3
Total with taxes and fees
Renovated Retreat with Heated Pool
Open concept kitchen

11. 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)
"Very spacious and nicely decorated"
United States
Linda M.
$1,305 nightly
The price is $1,385
Nov 6 - Nov 7
Total with taxes and fees
5BR Beach House, Game Room + Huge Backyard
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

12. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
$2,170 nightly
The price is $2,455
Nov 1 - Nov 2
Total with taxes and fees
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

13. 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
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
$324 nightly
The price is $351
Nov 3 - Nov 4
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

14. 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
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
$235 nightly
The price is $266
Nov 2 - Nov 3
Total with taxes and fees
Centric property close to all the great things in the city
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

15. Elite room stay

Elite room stay
Bridgeport
$301 nightly
The price is $341
Oct 31 - Nov 1
Total with taxes and fees
Elite room stay
A staircase with white balusters, a wicker chair, a lamp, and a television mounted on the wall.

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, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
$480 nightly
The price is $547
Nov 3 - Nov 4
Total with taxes and fees
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a dishwasher.

17. 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)
"Beautiful home, clean and exactly as described.We loved our stay and plan on returning.The host was wonderful to work with.An overall excellent experience."
United States
Tara C.
$542 nightly
The price is $617
Nov 9 - Nov 10
Total with taxes and fees
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

18. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
$769 nightly
The price is $787
Nov 3 - Nov 4
Total with taxes and fees
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

19. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (42 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
$350 nightly
The price is $400
Nov 1 - Nov 2
Total with taxes and fees
Contemporary Cozy Cottage
An outdoor patio with a fire pit, green chairs, and a table.

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
10.0 out of 10, Exceptional, (12 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
$291 nightly
The price is $332
Nov 8 - Nov 9
Total with taxes and fees
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

Tarrytown House Estate

Tarrytown House Estate

8/10 Good
"Beautiful property and the staff was great. The room was a little noisy in the Putnam building so we would try another next time as there are several accomodations to choose from."
Jay 3-night trip
Posted less than an hour ago
Tarrytown House Estate

Find out more about Pound Ridge

Pound Ridge Vacation Homes information

Number of reviews
271
Accommodation
266 Vacation Homes
Lowest Price
$266
Highest Price
$2,455

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