Pound Ridge, NY Vacation Homes from $256

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

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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.

Greenwich

Christopher J.

$286 nightly

Nov 12 - Nov 13

Total with taxes and fees

A living room with a sofa, armchair, ottoman, and coffee table.

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

Cove - East Side - Shippan

james w.

$376 nightly

Nov 12 - Nov 13

Total with taxes and fees

An outdoor seating area with a round table, a chair, and a hanging light fixture.

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

Waterside

Christopher E.

$390 nightly

Nov 16 - Nov 17

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a built-in oven.

4. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

Cranbury

Kevin I.

$514 nightly

Nov 19 - Nov 20

Total with taxes and fees

A modern kitchen with white cabinets, a marble island, and black bar stools.

5. Spacious Retreat with Game Room and Fire Pit

West Norwalk

Linda S.

$686 nightly

Nov 18 - Nov 19

Total with taxes and fees

A two-story house with a front porch, a chimney, and a well-maintained garden with a stone pathway leading to the entrance.

6. Gilded Age Luxury Surrounded by Nature

Cranbury

$351 nightly

Nov 18 - Nov 19

Total with taxes and fees

A modern living room with a white sofa, a glass coffee table, and a piano.

7. Spacious 3BR Townhome | Garage + Near Downtown

West Side

Dave J.

$476 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with a central island, pendant lights, and a view of the outdoors.

8. Renovated Retreat with Heated Pool

Redding

Alejandro A.

$574 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern living room with a fireplace, a television, and a dining area with chairs and a table.

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

Historic District

Melissa H.

$578 nightly

Nov 15 - Nov 16

Total with taxes and fees

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.

10. 5BR Beach House | Water Views + Sauna + Game Room

Cove - East Side - Shippan

Maxx V.

$814 nightly

Nov 15 - Nov 16

Total with taxes and fees

A residential street with houses, a wooden fence, and a garden area.

11. Private Single Fam, walk 2 train/ Theater- Dogs OK

Greenwich

$788 nightly

Dec 6 - Dec 7

Total with taxes and fees

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

Nathan R.

$1,952 nightly

Nov 16 - Nov 17

Total with taxes and fees

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.

Carmel Hamlet

Robert T.

$307 nightly

Nov 12 - Nov 13

Total with taxes and fees

14. 5BR Beach House, Game Room + Huge Backyard

Cove - East Side - Shippan

Linda M.

$896 nightly

Dec 6 - Dec 7

Total with taxes and fees

A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

15. Centric property close to all the great things in the city

Brooklawn - St. Vincent

Alma B.

$225 nightly

Nov 18 - Nov 19

Total with taxes and fees

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

Fairfield

Kim G.

$480 nightly

Nov 12 - Nov 13

Total with taxes and fees

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

Fairfield

Tara C.

$480 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a central island with stools.

18. 5BR Beach Home | Walk to Cove Beach + Private Yard

Cove - East Side - Shippan

Maury A.

$1,249 nightly

Nov 27 - Nov 28

Total with taxes and fees

An outdoor patio with a fire pit, green chairs, and a table.

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

New Rochelle

Drew C.

$253 nightly

Nov 16 - Nov 17

Total with taxes and fees

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

20. Elite room stay

Bridgeport

$288 nightly

Nov 12 - Nov 13

Total with taxes and fees

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Top Pound Ridge Hotel Reviews

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good

"Room was clean, there was a leak in the bathroom but they change my room.. all in all like staying here when I’m in the area"

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"We had an amazing stay at Hotel Nyack! The rooms are clean and comfortable. The bar and restaurant offer a wide variety of choices and the food was delicious. The staff were so friendly and accommodating. One item for consideration…if you opt for a room with a balcony, you will be on the side of the hotel facing the highway. The traffic noise at night might be a bit much for light sleepers. We had a great time exploring the restaurants and shops in town. Will definitely stay here again!"

The Stamford Hotel

10/10 Excellent

"The hotel is in a good area close to restaurants and stores. Although this hotel is well worn, the bed was comfortable and it was very quiet at night. I liked the security feature of requiring room key to access the elevator and security guard on Sat night ( which happened to be Halloween). I did eat or drink at the bar area in the lobby, but it looked fine and would have if I had been there longer. The staff was very friendly and helpful. I would stay here again."

Find out more about Pound Ridge

Pound Ridge Vacation Homes information

Number of reviews	216
Accommodation	266 Vacation Homes
Lowest Price	$256
Highest Price	$2,222

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Upfront pricing

Check prices for these dates

Our top choices for Pound Ridge vacation homes

1. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

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

4. 3-bedroom 2-bath house in Norwalk with in-law suite, pool, BBQ

5. Spacious Retreat with Game Room and Fire Pit

6. Gilded Age Luxury Surrounded by Nature