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)

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## 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)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.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)

### 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 9 - Feb 10

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)

![Interior](https://images.trvl-media.com/lodging/112000000/111690000/111683300/111683284/163d5bad.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/112000000/111690000/111683300/111683284/218721ff.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)

![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.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)

![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)

### "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)

![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.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)

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/96000000/95900000/95891300/95891227/5eb9279b.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)

![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/120000000/119250000/119248500/119248411/4b24f4d8.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)

### 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)

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

![Interior](https://images.trvl-media.com/lodging/88000000/87230000/87226100/87226001/001088a3.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)

### 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 8 - Feb 9

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)

![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/67aed9f2.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)

![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.

$432 nightly

$489 total

Feb 10 - Feb 11

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)

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

![TV](https://images.trvl-media.com/lodging/79000000/78410000/78400400/78400391/1e85a3aa.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)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/03f47a0a.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)

![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110276000/110275967/59dbec3c.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96140000/96133300/96133224/31a3b952.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)

![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)

### Cozy Cottage with Fire Pit, near Beach

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

Fairfield

10/10

Exceptional

(27 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)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112370000/112364900/112364813/ac1bba42.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)

### 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)

![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)

![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)

### 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)

![55-inch Smart TV with digital channels, TV, streaming services](https://images.trvl-media.com/lodging/113000000/112050000/112048300/112048293/be85176a.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101740000/101736200/101736107/342451b5.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)

![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)

### 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/122000000/121530000/121520500/121520491/11e211e3.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/w3000h1944x0y0-bf620bb6.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)

![Interior](https://images.trvl-media.com/lodging/77000000/76820000/76813800/76813717/9f1b2838.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)

### 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)

![Interior](https://images.trvl-media.com/lodging/115000000/114300000/114291600/114291600/ec029251.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/115000000/114300000/114291600/114291600/9f9cf405.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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83980000/83980000/83979908/01af0402.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)

### 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)

![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/d9fd7f11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102150000/102145900/102145832/3745699f.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.

$367 nightly

$420 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=2026-02-21&endDate=2026-02-22&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

[](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=VACATION_HOME)

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)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Clean room "

[](https://expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.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)

![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg)

### Hampton Inn & Suites Yonkers - Westchester

10/10 Excellent

"We stayed at this Hampton Inn location many times on our trips up and down east coast. We even have our favorite room. The staff was extremely friendly, always welcoming you with a smile and eager to help you make your stay comfortable. Breakfast choices are good. Just wish that that Hilton corporation would move away from the use of disposable plates, cups and utensils to something more environmentally friendly. "

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.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)

## 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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- [Villas in Mount Kisco ](https://www.expedia.com/Mount-Kisco-Villas.d8984-aaVillas.Travel-Guide-Accommodation)
- [Condo Rentals in Mount Kisco ](https://www.expedia.com/Mount-Kisco-Condos.d8984-aaCondos.Travel-Guide-Accommodation)
- [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)