Title: Pound Ridge, NY Vacation Homes from $197 | Expedia.com

[Pound Ridge Travel Guide](https://expedia.com/Pound-Ridge.dx3000449463)[Hotels in Pound Ridge](https://expedia.com/Pound-Ridge-Hotels.d3000449463.Travel-Guide-Hotels)[Vacation Rentals in Pound Ridge](https://expedia.com/Pound-Ridge-Vacation-Rentals.d3000449463.Travel-Guide-VacationRentals)[Flights to Pound Ridge](https://expedia.com/Cheap-Flights-To-Pound-Ridge.d3000449463.Travel-Guide-Flights)[Car Rentals in Pound Ridge](https://expedia.com/Car-Rentals-In-Pound-Ridge.d3000449463.Car-Rental-Guide)[Pound Ridge Vacation Packages](https://expedia.com/Pound-Ridge.d3000449463.Destination-Travel-Guides)

![The Spring bloom creates a colorful scene.](https://images.trvl-media.com/place/3000449463/a0fa9f4e-2071-432b-bc85-3dd175484ad9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000449463/a0fa9f4e-2071-432b-bc85-3dd175484ad9.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=3000449463&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pound Ridge vacation homes

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/5b614a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

Greenwich

9.8/10

Exceptional

(27 reviews)

"Very kind host very comfortable rooms"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

brendan o.

$211 nightly

$239 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/1366870a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/a9bb69c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/6a37565c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/163d5bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming & Private 1-bed & 1 ba ,sleeps 2, on 1st floor of a 5 bed 3ba House,

[](https://www.expedia.com/Charming.h111683284.Hotel-Information)

Shelton

9.0/10

Wonderful

(2 reviews)

"The house was very clean. Rudolph and his son were very personable and welcoming. Very much enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alex C.

$174 nightly

$197 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Charming.h111683284.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/d8805194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Country outside the city " 3 bedrooms 2 full bathrooms 

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

Holmes

9.6/10

Exceptional

(4 reviews)

"Great house! We had a fantastic weekend!! Thank you so much "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela w.

$517 nightly

$585 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike. 

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

Carmel Hamlet

9.8/10

Exceptional

(13 reviews)

"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah P.

$344 nightly

$373 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/bcb11e3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/d50b7da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/48a60c9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/343b9d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marine Theme - 4 BR - Backyard - Fire pit

[](https://www.expedia.com/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information)

North End

9.8/10

Exceptional

(8 reviews)

"We were in town for a short stay and everything was very nice"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevin B.

$367 nightly

$416 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-Marine-Theme-4-BR-Backyard-Fire-Pit.h95891227.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/b499b2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/52658795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

[](https://www.expedia.com/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

North End

$1,200 nightly

$1,380 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/3a1df8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/2106b7f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/72e8d656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/33d9009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centric property close to all the great things in the city

[](https://www.expedia.com/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information)

Brooklawn - St. Vincent

7.0/10

Good

(14 reviews)

"This rental was great accommodation"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alma B.

$263 nightly

$297 total

Feb 7 - Feb 8

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-Golden-Colonial-Home-Family-Friendly.h87226001.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/05c87dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/3933ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/4390f269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67ba7f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

[](https://www.expedia.com/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information)

New Fairfield

10/10

Exceptional

(18 reviews)

"Great location and condition. Roome enough for everyone."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher H.

$424 nightly

$480 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/86ae4160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/421a785c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/a65c4dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/185a287e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

[](https://www.expedia.com/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

West Side

9.4/10

Exceptional

(6 reviews)

"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dave J.

$468 nightly

$503 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Modern-3-Bdrm-Home-W-Parking.h78400391.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/d1c3f1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/59dbec3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/a3eab038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/03f47a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Cape Near beach, with Fire Pit and BBQ

[](https://www.expedia.com/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information)

Fairfield

10/10

Exceptional

(11 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mary G.

$425 nightly

$481 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-Renovated-Retreat-WFire-Pit.h110275967.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/383d7f27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/8da70dbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/0e94e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/1ec1e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage with Fire Pit, near Beach

[](https://www.expedia.com/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information)

Fairfield

10/10

Exceptional

(26 reviews)

"Great family home. Location is perfect, close to everything yet private and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Margaret W.

$436 nightly

$493 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-Family-Friendly-Renovated.h96133224.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/3138ca99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ebebe95b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/bdaff4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/2730f6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

Waterside

10/10

Exceptional

(11 reviews)

"Fantastic place. We had a great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara C.

$309 nightly

$350 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Charming-2-Bedroom-House-In-Fabulous-Stamford-With-AC.h112364813.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/05363ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/b806fd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/009311c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83930000/83925200/83925171/f114158e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fun, Friends, and Family Lakefront Home w/Dock and Beach

[](https://www.expedia.com/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

Mahopac

10/10

Exceptional

(15 reviews)

"Super convenient location :)"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sean M.

$666 nightly

$721 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Mahopac-Hotels-Fun.h83925171.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/79be2bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/72602a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/b5a9021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/7643b925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

[](https://www.expedia.com/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

North End

9.6/10

Exceptional

(7 reviews)

"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nancy H.

$1,291 nightly

$1,461 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-Charming-Colonial-Retreat-Perfect-For-Family-Getaways.h112048293.Hotel-Information)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/ae2c7036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/e3e3d768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/be624494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/a17843ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The B&W Haven 5BR Home with yard theater + Office

[](https://www.expedia.com/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information)

Brooklawn - St. Vincent

9.4/10

Exceptional

(8 reviews)

"Lovely home with plenty of room! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David S.

$593 nightly

$672 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Bridgeport-Hotels-The-BW-Haven-5BR-Home-With-Yard-Theater-Office.h101736107.Hotel-Information)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 45 Wolden Rd Ossining NY 10562

[](https://www.expedia.com/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

$836 nightly

$932 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/218349d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/4740d81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/49a95d9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/9f1b2838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious 

[](https://www.expedia.com/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information)

Tunxis Hill

9.4/10

Exceptional

(20 reviews)

"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emily K.

$656 nightly

$742 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-Grand-Fairfield-Getaway-5BR-Fam-Friendly-Near-I95Shops-SpaciousGracious.h76813717.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/0e6e3fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/4c1237e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/ec029251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/9f9cf405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 🌟 Fairfield Luxury Estate for Short or Mid Term Stays | 🏊 Pool | 🎾 Tennis | 🧖 Sauna

[](https://www.expedia.com/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.Hotel-Information)

Tunxis Hill

10/10

Exceptional

(1 review)

"The Host was welcoming and responsive to our inquiries!Our stay was wonderful! The property was spectacular and offered all the amenities we needed for a comfortable and enjoyable visit. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Patricia B.

$1,853 nightly

$2,086 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Fairfield-Hotels-Luxury-Estate-W-Heated-Pool.h114291600.Hotel-Information)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/59c98581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/d45254db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/23cad84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/a18fd2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New Beach Home near Stamford Downtown/Shippan

[](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information)

Cove - East Side - Shippan

10/10

Exceptional

(24 reviews)

"Great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kyra S.

$821 nightly

$872 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-New-Beach-Home-Near-Stamford-DowntownShippan.h83979908.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/32d0bc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/e5a3641b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/449fc3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Contemporary Cozy Cottage

[](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

Lake Peekskill

10/10

Exceptional

(31 reviews)

"Very clean comfortable quiet place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mauro C.

$358 nightly

$409 total

Feb 14 - Feb 15

Total with taxes and fees

[](https://www.expedia.com/Lake-Peekskill-Hotels-Contemporary-Cozy-Cottage.h102145832.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=3000449463&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Apartments

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Private vacation homes

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America&regionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America&regionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America&regionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=COTTAGE)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America&regionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Pound+Ridge%2C+New+York%2C+United+States+of+America&regionId=3000449463&latLong=41.208443%2C-73.574821&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

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## Top Pound Ridge Hotel Reviews

![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg)

### Hampton Inn White Plains/Tarrytown

10/10 Excellent

"Good stay. Love the cookies"

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information)

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Amazing courteous and professional staff very good p"

[](https://expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![Hotel Nyack, a JdV by Hyatt Hotel](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c_y.jpg)

### Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Very quiet and the staff stayed out of my way as I wanted. Beautiful property and the price was exceptional. Will make this my go to whenever I am in the Hudson Valley. "

[](https://expedia.com/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information)

![Hotel Zero Degrees Danbury](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f_y.jpg)

### Hotel Zero Degrees Danbury

10/10 Excellent

"Excellent all around. Despite several birthday parties and a wedding in the restaurant the room was very quiet."

[](https://expedia.com/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information)

![SpringHill Suites by Marriott Tuckahoe Westchester County](https://images.trvl-media.com/lodging/36000000/35530000/35521400/35521309/dac7bbff_y.jpg)

### SpringHill Suites by Marriott Tuckahoe Westchester County

10/10 Excellent

"Room was clean, staff was nice. Beds were comfy."

[](https://expedia.com/Tuckahoe-Hotels-SpringHill-Suites-By-Marriott-Tuckahoe-Westchester-County.h35521309.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Stamford / New York City](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d_y.jpg)

### La Quinta Inn & Suites by Wyndham Stamford / New York City

10/10 Excellent

"Quiet, privacy, clean"

[](https://expedia.com/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information)

![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg)

### Hotel NoMa, Trademark Collection by Wyndham

10/10 Excellent

"Great"

[](https://expedia.com/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information)

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Room was very clean and comfortable. "

[](https://expedia.com/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Ardsley Acres Hotel Westchester](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg)

### Ardsley Acres Hotel Westchester

10/10 Excellent

"Fine for what i paid. This is a nice room if you just need a place to stay. Wifi was very good. Clean, comfy, warm. Heat and hot water worked well."

[](https://expedia.com/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information)

## Find out more about Pound Ridge

## Pound Ridge Vacation Homes information

| Number of reviews | 231                |
| ----------------- | ------------------ |
| Accommodation     | 361 Vacation Homes |
| Lowest Price      | $197               |
| Highest Price     | $2,086             |

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- [Aparthotels in Mount Kisco ](https://www.expedia.com/Mount-Kisco-Apart-Hotels.d8984-aaApartHotels.Travel-Guide-Accommodation)
- [Mount Kisco Hotels ](https://www.expedia.com/Mount-Kisco-Hotels.d8984.Travel-Guide-Hotels)

- [Flights to New York ](https://www.expedia.com/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
- [Flights from Westchester County ](https://www.expedia.com/lp/airports/hpn/flights-from-westchester-county-airport)
- [Flights to Bedford ](https://www.expedia.com/Cheap-Flights-To-Bedford.d553248628384502029.Travel-Guide-Flights)
- [Flights from Bedford ](https://www.expedia.com/lp/flights/553248628384502029/flights-from-bedford)
- [Flights to Cross River ](https://www.expedia.com/Cheap-Flights-To-Cross-River.d3000448270.Travel-Guide-Flights)
- [Flights from South Salem ](https://www.expedia.com/lp/flights/553248635975855094/flights-from-south-salem)
- [Flights from Town of Lewisboro ](https://www.expedia.com/lp/flights/553248635976002127/flights-from-town-of-lewisboro)
- [Flights to Katonah ](https://www.expedia.com/Cheap-Flights-To-Katonah.d505584.Travel-Guide-Flights)
- [Flights from Katonah ](https://www.expedia.com/lp/flights/505584/flights-from-katonah)
- [Flights to Bedford Hills ](https://www.expedia.com/Cheap-Flights-To-Bedford-Hills.d3000448022.Travel-Guide-Flights)
- [Flights from Bedford Hills ](https://www.expedia.com/lp/flights/3000448022/flights-from-bedford-hills)

- [Visit Bedford ](https://www.expedia.com/Bedford.dx553248628384502029)
- [Bedford Vacations ](https://www.expedia.com/Bedford.d553248628384502029.Destination-Travel-Guides)
- [Visit Cross River ](https://www.expedia.com/Cross-River.dx3000448270)
- [Caramoor Center for Music and the Arts ](https://www.expedia.com/Caramoor-Center-For-Music-And-The-Arts-Katonah.d6193983.Vacation-Attraction)
- [John Jay Homestead State Historic Site ](https://www.expedia.com/John-Jay-Homestead-State-Historic-Site-Katonah.d502062.Vacation-Attraction)
- [Westmoreland Sanctuary ](https://www.expedia.com/Westmoreland-Sanctuary-New-York.d553248621587293688.Vacation-Attraction)
- [Visit Waccabuc ](https://www.expedia.com/Waccabuc.dx3000351335)
- [Katonah Museum of Art ](https://www.expedia.com/Katonah-Museum-Of-Art-Katonah.d6193975.Vacation-Attraction)
- [Arthur W. Butler Memorial Sanctuary ](https://www.expedia.com/Arthur-W-Butler-Memorial-Sanctuary-Mount-Kisco.d553248621587293689.Vacation-Attraction)
- [Visit Katonah ](https://www.expedia.com/Katonah.dx505584)
- [Katonah Vacations ](https://www.expedia.com/Katonah.d505584.Destination-Travel-Guides)
- [Visit Bedford Hills ](https://www.expedia.com/Bedford-Hills.dx3000448022)
- [Bedford Hills Vacations ](https://www.expedia.com/Bedford-Hills.d3000448022.Destination-Travel-Guides)
- [Brynwood Golf and Country Club ](https://www.expedia.com/Brynwood-Golf-And-Country-Club-Armonk.d6193981.Vacation-Attraction)
- [Eugene and Agnes Meyer Nature Preserve ](https://www.expedia.com/Eugene-And-Agnes-Meyer-Nature-Preserve-Armonk.d553248621558039725.Vacation-Attraction)
- [Grand Prix New York / Spins Bowl ](https://www.expedia.com/Grand-Prix-New-York-Spins-Bowl-Mount-Kisco.d553248621532664568.Vacation-Attraction)

- [Car rentals near Scotts Corners ](https://www.expedia.com/Car-Rentals-In-Scotts-Corners.d553248634999167251.Car-Rental-Guide)
- [Car rentals near Bedford ](https://www.expedia.com/Car-Rentals-In-Bedford.d553248628384502029.Car-Rental-Guide)
- [Car rentals near Cross River ](https://www.expedia.com/Car-Rentals-In-Cross-River.d3000448270.Car-Rental-Guide)
- [Car rentals near South Salem ](https://www.expedia.com/Car-Rentals-In-South-Salem.d553248635975855094.Car-Rental-Guide)
- [Car rentals near Waccabuc ](https://www.expedia.com/Car-Rentals-In-Waccabuc.d3000351335.Car-Rental-Guide)
- [Car rentals near Katonah ](https://www.expedia.com/Car-Rentals-In-Katonah.d505584.Car-Rental-Guide)
- [Car rentals near Bedford Hills ](https://www.expedia.com/Car-Rentals-In-Bedford-Hills.d3000448022.Car-Rental-Guide)
- [Enterprise Rental Cars in Bedford Hills ](https://www.expedia.com/Enterprise-Car-Rentals-In-Bedford-Hills.d3000448022-c15.Car-Rental-Guide-Suppliers)
- [Car rentals near Grand Prix New York / Spins Bowl ](https://www.expedia.com/Car-Rentals-In-Grand-Prix-New-York-Spins-Bowl.d553248621532664568.Car-Rental-Guide)

- [Cross River Vacation Rentals ](https://www.expedia.com/Cross-River-Vacation-Rentals.d3000448270.Travel-Guide-VacationRentals)
- [Katonah Vacation Rentals ](https://www.expedia.com/Katonah-Vacation-Rentals.d505584.Travel-Guide-VacationRentals)
- [Bedford Hills Vacation Rentals ](https://www.expedia.com/Bedford-Hills-Vacation-Rentals.d3000448022.Travel-Guide-VacationRentals)

- [Things to do in Bedford ](https://www.expedia.com/Things-To-Do-In-Bedford.d553248628384502029.Travel-Guide-Activities)
- [Things to do in Mount Kisco ](https://www.expedia.com/Things-To-Do-In-Mount-Kisco.d8984.Travel-Guide-Activities)