Title: Ossining Vacation Home Rentals from CA $363: Search Top Private Vacation Homes for Rent | Expedia.ca

[Hotels in Ossining](https://expedia.ca/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Vacation Rentals in Ossining](https://expedia.ca/Ossining-Vacation-Rentals.d6190653.Travel-Guide-VacationRentals)[Flights to Ossining](https://expedia.ca/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights)[Ossining Car Rentals](https://expedia.ca/Car-Rentals-In-Ossining.d6190653.Car-Rental-Guide)[Ossining Vacation Packages](https://expedia.ca/Ossining.d6190653.Destination-Travel-Guides)

![Main building at Maryknoll](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by louann ohora

![](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)  
###  
Change your mind  
Book hotels with free cancellation
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)  
###  
Treat yourself  
Sign in to save 10% or more on thousands of hotels  
[Sign in](https://www.expedia.ca/login)
- ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)  
###  
Be picky  
Search almost a million properties worldwide

## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=6190653&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 three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6190653&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)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ossining vacation homes

![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/05588dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/0ca0a1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/f958fa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/6407ae3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information)

Ossining

9.2/10

Wonderful

(7 reviews)

"Super fun location! Host was very helpful. The house is very comfortable for large groups "

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

natalie l.

CA $648

CA $1,300 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information)

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

![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Villa](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.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

CA $715

CA $1,488 total

includes taxes & fees

Mar 15 - Mar 16

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

CA $215

CA $453 total

includes taxes & fees

Mar 3 - Mar 4

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

![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)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/07a03d02.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.ca/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.

CA $227

CA $483 total

includes taxes & fees

Mar 4 - Mar 5

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

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

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

Greenwich

9.8/10

Exceptional

(27 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

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

Crystal

CA $172

CA $363 total

includes taxes & fees

Mar 3 - Mar 4

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

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

### Contemporary Cozy Cottage

[](https://www.expedia.ca/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.

CA $307

CA $577 total

includes taxes & fees

Mar 3 - Mar 4

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

![Property grounds](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/120febc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/7c3fd8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/2f9d1a89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/123000000/122930000/122929100/122929001/e249d080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

[](https://www.expedia.ca/Cornwall-Hotels-3-Bedroom-Dream-Hudson-Valley-Views.h122929001.Hotel-Information)

Cornwall

10/10

Exceptional

(6 reviews)

CA $266

CA $549 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Cornwall-Hotels-3-Bedroom-Dream-Hudson-Valley-Views.h122929001.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/92f8429f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/9832ea44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### House on the Babbling Brook- Quiet 2BR + King Bed!

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

Highland Falls

10/10

Exceptional

(6 reviews)

"Good stay, awesome place"

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

Scott G.

CA $104

CA $449 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/7ad8e5a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/b762fce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/82ecc5c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sleek Escape: Modern 3 BR- 4 Min from West Point !

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

Highland Falls

9.6/10

Exceptional

(5 reviews)

"Looked like this property was recently renovated. Very clean and nice. "

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

Ellie M.

CA $143

CA $568 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/8fad8a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/973f29b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ae162913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR West Point Retreat-3min to Back Gate+ King Bed

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

Highland Falls

8.0/10

Very good

(6 reviews)

"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "

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

Penny D.

CA $150

CA $597 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/5211a032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/79b962d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/6b4b9156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95630000/95621700/95621659/eaee0fe6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 45 Minutes from NYC, Entire House near Stamford Downtown,

[](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.Hotel-Information)

Downtown Stamford

10/10

Exceptional

(22 reviews)

"The house was excellent in accomadations, cleanliness and location."

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

Rene M.

CA $242

CA $539 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/Stamford-Hotels-45-Minutes-From-NYC.h95621659.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/df26ff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/324aa83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/634ccf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/24e015e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3 BR Near NYC with Easy Parking

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

Bryn Mawr

CA $549

CA $790 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/6a09d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/f77cbaf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/3207c5e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105180000/105177900/105177891/719e347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 3BR Home with parking-Walk to WP Gate!

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

Highland Falls

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

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

Briana T.

CA $256

CA $488 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Highland-Falls-Hotels-Lovely-3BR-Home-With-Parking-Walk-To-WP-Gate.h105177891.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/575b2a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/d8954b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/760d8df7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95770000/95764600/95764526/6ea08c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 1 family home in Tuckahoe that's near train

[](https://www.expedia.ca/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information)

Tuckahoe

CA $532

CA $972 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Tuckahoe-Hotels-Comfortable-1-Family-Home-In-Tuckahoe-Thats-Near-Train.h95764526.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/a15ca564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/5b69a2fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/bb3d83e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/92000000/91998600/91998590/cc196904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3 Bd Home Pet Friendly, Parking and Laundry

[](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information)

Cove - East Side - Shippan

9.4/10

Exceptional

(3 reviews)

"the home was nice clean if in the area I would stay here again"

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

james w.

CA $263

CA $618 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Stamford-Hotels-Spacious-3-Bd-Home-Pet-Friendly.h91998590.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/be15b260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/116022ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/8cbcd139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378708/ab2c7ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fabulous 3bdrm Home w/parking!

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

Highland Falls

9.2/10

Wonderful

(5 reviews)

"Clean home, conveniently located to West Point. Very comfortable beds. "

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

Danielle B.

CA $197

CA $400 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Highland-Falls-Hotels-Fabulous-3bdrm-Home-Wparking.h114378708.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124510000/124506600/124506570/e2b8e44b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124510000/124506600/124506570/02282cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124510000/124506600/124506570/b2675af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, toilet paper](https://images.trvl-media.com/lodging/125000000/124510000/124506600/124506570/45f54ce0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom house in beautiful Yonkers with AC

[](https://www.expedia.ca/Yonkers-Hotels-Cozy-1-Bedroom-House-In-Beautiful-Yonkers-With-AC.h124506570.Hotel-Information)

Lincoln Park

CA $120

CA $381 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Yonkers-Hotels-Cozy-1-Bedroom-House-In-Beautiful-Yonkers-With-AC.h124506570.Hotel-Information)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/bf2402ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

[](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

Carmel Hamlet

10/10

Exceptional

(19 reviews)

"Lovely house with all the amenities. We had a wonderful time."

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

Diana P.

CA $735

CA $1,332 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/2f040710.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/d44795b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/35068c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124060000/124052800/124052744/44968177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury House Near West Point

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

Highland Falls

CA $273

CA $447 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Highland-Falls-Hotels-Luxury-House-Near-West-Point.h124052744.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/53e1403f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video-game console, books, offices](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/48a4e1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/fe085224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/71000000/70590000/70580500/70580407/73215319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Beach Home near Stamford Downtown/Beach

[](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.Hotel-Information)

Cove - East Side - Shippan

10/10

Exceptional

(25 reviews)

"A very nice house, with excellent service and an unbeatable location. We had a great time."

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

Armando V.

CA $449

CA $1,057 total

includes taxes & fees

Mar 3 - Mar 4

[](https://www.expedia.ca/Stamford-Hotels-Stylish-Beach-Home-Near-Stamford-DowntownBeach.h70580407.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.ca/Hotel-Search?startDate=2026-03-16&endDate=2026-03-17&regionId=6190653&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6190653)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VILLA)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CABIN)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=CONDO)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-05-31&d1=2026-05-31&endDate=2026-06-03&d2=2026-06-03&lodging=RESIDENCE)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Private-Vacation-Homes.d6190653-aaPrivateVacationHomes.Travel-Guide-Accommodation)[

Sign up, it's free

](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Private-Vacation-Homes.d6190653-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Top Ossining Hotel Reviews

![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842_y.jpg)

### Amsterdam Hotel

10/10 Excellent

"Cleanliness, friendly staff"

[](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125_y.jpg)

### Sonesta White Plains Downtown

10/10 Excellent

"Great place"

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

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"It was perfect. The room is what I expected very clean, comfortable and staff are very helpful. Would definitely come back and stay here again on a non snowy day."

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

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg)

### Royal Regency Hotel

10/10 Excellent

"Great breakfast"

[](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information)

![LIV Hotel Bronx](https://images.trvl-media.com/lodging/118000000/117970000/117967600/117967593/1c497b69_y.jpg)

### LIV Hotel Bronx

10/10 Excellent

"The room was nice "

[](https://expedia.ca/New-York-Hotels-LIV-Hotel-Bronx.h117967593.Hotel-Information)

![Hyatt Place New York/Yonkers](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-5267f15f_y.jpg)

### Hyatt Place New York/Yonkers

10/10 Excellent

"Every thing was very good. "

[](https://expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information)

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/2db42e29_y.jpg)

### Hampton Inn & Suites Yonkers

10/10 Excellent

"Excellent services, very clean and comfortable room. Awesome breakfast I will book again and strongly recommend "

[](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information)

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce_y.jpg)

### Windrose On Hudson

10/10 Excellent

"Room was clean and hotel has wonderful amenities and nice people! Nelson and Marco were amazing! Will stay again "

[](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Everything was wonderful "

[](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

## Find out more about Ossining

## Ossining Vacation Homes information

| Number of reviews | 165                |
| ----------------- | ------------------ |
| Accommodation     | 325 Vacation Homes |
| Lowest Price      | CA $363            |
| Highest Price     | CA $1,488          |

## Explore a world of travel with Expedia

- Lodging
- Flights
- Packages
- Cars
- Vacation Rental
- Other
- More ways to book

- [4 Star Hotels in Briarcliff Manor ](https://www.expedia.ca/4Star-Briarcliff-Manor-Hotels.s40-0-d7040.Travel-Guide-Filter-Hotels)
- [Aparthotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Apart-Hotels.d7040-aaApartHotels.Travel-Guide-Accommodation)
- [Condo Rentals in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Condos.d7040-aaCondos.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Beach-Hotel.0-0-d7040-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Cheap-Hotels.0-0-d7040-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Luxury-Hotel.0-0-d7040-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Spa Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Spa-Hotel.0-0-d7040-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Briarcliff Manor Hotels ](https://www.expedia.ca/Briarcliff-Manor-Hotels.d7040.Travel-Guide-Hotels)
- [Residences in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Residences.d7040-aaResidences.Travel-Guide-Accommodation)
- [Townhomes in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Townhomes.d7040-aaTownhomes.Travel-Guide-Accommodation)
- [Cheap Hotels in Congers ](https://www.expedia.ca/Congers-Hotels-Cheap-Hotels.0-0-d3000448249-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Congers ](https://www.expedia.ca/Congers-Hotels-Luxury-Hotel.0-0-d3000448249-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Congers Hotels ](https://www.expedia.ca/Congers-Hotels.d3000448249.Travel-Guide-Hotels)
- [Motels in Congers ](https://www.expedia.ca/Congers-Motels.d3000448249-aaMotels.Travel-Guide-Accommodation)
- [Hotels near Croton-Harmon Station ](https://www.expedia.ca/Croton-Harmon-Station-Hotels.d553248635921551034.Travel-Guide-Hotels)
- [B&B in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Bed-And-Breakfast.d183658-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Boutique Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Boutique-Hotel.0-0-d183658-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Cheap-Hotels.0-0-d183658-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels with Early Check-in in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Hotel-With-Early-Check-In.0-0-d183658-thotelwithearlycheckin.Travel-Guide-Filter-Hotels)
- [Hotels with Kitchenettes in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Hotels-With-Kitchenettes.0-0-d183658-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels)
- [Lake Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Lake-Hotels.0-0-d183658-tLakeHotels.Travel-Guide-Filter-Hotels)
- [Croton-On-Hudson Hotels ](https://www.expedia.ca/Croton-On-Hudson-Hotels.d183658.Travel-Guide-Hotels)
- [Inns in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Inns.d183658-aaInns.Travel-Guide-Accommodation)
- [Treehouses in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Treehouses.d183658-aaTreehouses.Travel-Guide-Accommodation)
- [Hotels near Croton Point Park ](https://www.expedia.ca/Croton-Point-Park-Hotels.0-l6093731-0.Travel-Guide-Filter-Hotels)
- [Hotels with a Pool in Crotonville ](https://www.expedia.ca/Crotonville-Hotels-Hotel-With-Pool.0-0-d553248635975868892-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Crotonville ](https://www.expedia.ca/Crotonville-Hotels-Luxury-Hotel.0-0-d553248635975868892-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Crotonville Hotels ](https://www.expedia.ca/Crotonville-Hotels.d553248635975868892.Travel-Guide-Hotels)
- [Town of Mount Pleasant Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Mount-Pleasant.d553248635976002508.Hotel-Destinations)
- [Town of New Castle Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-New-Castle.d553248635976002180.Hotel-Destinations)
- [Beach Hotel Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Beach-Hotel.0-0-d553248628619664994-tBeachHotel.Hotel-Filter-Destinations)
- [Family Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Family-Hotel.0-0-d553248628619664994-tFamilyHotel.Hotel-Filter-Destinations)
- [Luxury Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Luxury-Hotel.0-0-d553248628619664994-tLuxuryHotel.Hotel-Filter-Destinations)
- [Pet-Friendly Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Pet-Friendly-Hotel.0-0-d553248628619664994-tPetfriendlyHotel.Hotel-Filter-Destinations)
- [Westchester County Hotels ](https://www.expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Hotel-Destinations)
- [B&B in Fishers Island ](https://www.expedia.ca/Fishers-Island-Bed-And-Breakfast.d1208-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Fishers Island ](https://www.expedia.ca/Fishers-Island-Guest-Houses.d1208-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Fishers Island ](https://www.expedia.ca/Fishers-Island-Inns.d1208-aaInns.Travel-Guide-Accommodation)
- [Hotels near Hudson Hills Golf Course ](https://www.expedia.ca/Hudson-Hills-Golf-Course-Hotels.0-l553248621532664565-0.Travel-Guide-Filter-Hotels)
- [Manhattan Hotels ](https://www.expedia.ca/Manhattan-New-York-Hotels.0-n129440-0.Travel-Guide-Filter-Hotels)
- [Castles in Maryknoll ](https://www.expedia.ca/Maryknoll-Castles.d3000449058-aaCastles.Travel-Guide-Accommodation)
- [Cheap Hotels in Maryknoll ](https://www.expedia.ca/Maryknoll-Hotels-Cheap-Hotels.0-0-d3000449058-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Resorts in Maryknoll ](https://www.expedia.ca/Maryknoll-Resort-Hotels.d3000449058-aaResortHotels.Travel-Guide-Accommodation)
- [Aparthotels in Millwood ](https://www.expedia.ca/Millwood-Apart-Hotels.d3000449093-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Millwood ](https://www.expedia.ca/Millwood-Bed-And-Breakfast.d3000449093-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Chalets in Millwood ](https://www.expedia.ca/Millwood-Chalets.d3000449093-aaChalets.Travel-Guide-Accommodation)
- [Cheap Hotels in Millwood ](https://www.expedia.ca/Millwood-Hotels-Cheap-Hotels.0-0-d3000449093-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Millwood Hotels ](https://www.expedia.ca/Millwood-Hotels.d3000449093.Travel-Guide-Hotels)
- [Inns in Millwood ](https://www.expedia.ca/Millwood-Inns.d3000449093-aaInns.Travel-Guide-Accommodation)
- [Motels in Millwood ](https://www.expedia.ca/Millwood-Motels.d3000449093-aaMotels.Travel-Guide-Accommodation)
- [New York Hotels ](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels)
- [Hotels near Ossining Station ](https://www.expedia.ca/Ossining-Station-Hotels.d6338907.Travel-Guide-Hotels)
- [B&B in Pleasantville ](https://www.expedia.ca/Pleasantville-Bed-And-Breakfast.d9121-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Pleasantville ](https://www.expedia.ca/Pleasantville-Guest-Houses.d9121-aaGuestHouses.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Beach-Hotel.0-0-d9121-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Cheap-Hotels.0-0-d9121-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Luxury Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Luxury-Hotel.0-0-d9121-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Pleasantville Hotels ](https://www.expedia.ca/Pleasantville-Hotels.d9121.Travel-Guide-Hotels)
- [Motels in Pleasantville ](https://www.expedia.ca/Pleasantville-Motels.d9121-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Pleasantville ](https://www.expedia.ca/Pleasantville-Resort-Hotels.d9121-aaResortHotels.Travel-Guide-Accommodation)
- [Treehouses in Pleasantville ](https://www.expedia.ca/Pleasantville-Treehouses.d9121-aaTreehouses.Travel-Guide-Accommodation)
- [Hotels near Rockefeller State Park Preserve ](https://www.expedia.ca/Rockefeller-State-Park-Preserve-Hotels.0-l553248621532664429-0.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Rockland Lake ](https://www.expedia.ca/Rockland-Lake-Hotels-Cheap-Hotels.0-0-d553248634999145276-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels near Rockland Lake State Park ](https://www.expedia.ca/Rockland-Lake-State-Park-Hotels.0-l6127047-0.Travel-Guide-Filter-Hotels)
- [Hotels near Sing Sing Correctional Facility ](https://www.expedia.ca/Sing-Sing-Correctional-Facility-Hotels.0-l553248621558038857-0.Travel-Guide-Filter-Hotels)
- [Hotels near Sing Sing Prison Museum ](https://www.expedia.ca/Sing-Sing-Prison-Museum-Hotels.0-l553248621561873062-0.Travel-Guide-Filter-Hotels)
- [Hotels near Teatown Lake Reservation ](https://www.expedia.ca/Teatown-Lake-Reservation-Hotels.0-l553248621560458588-0.Travel-Guide-Filter-Hotels)
- [Hotels near Times Square ](https://www.expedia.ca/Times-Square-Hotels.0-l502080-0.Travel-Guide-Filter-Hotels)
- [B&B in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-Bed-And-Breakfast.d553248635976002508-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Rv Parks in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-RV-Parks.d553248635976002508-aaRVParks.Travel-Guide-Accommodation)
- [Townhomes in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-Townhomes.d553248635976002508-aaTownhomes.Travel-Guide-Accommodation)
- [Castles in Town of New Castle ](https://www.expedia.ca/Town-Of-New-Castle-Castles.d553248635976002180-aaCastles.Travel-Guide-Accommodation)
- [Hotels near Van Cortlandt Manor ](https://www.expedia.ca/Van-Cortlandt-Manor-Hotels.0-l6207691-0.Travel-Guide-Filter-Hotels)
- [Aparthotels in Westchester County ](https://www.expedia.ca/Westchester-County-Apart-Hotels.d553248628619664994-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Westchester County ](https://www.expedia.ca/Westchester-County-Bed-And-Breakfast.d553248628619664994-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Castles in Westchester County ](https://www.expedia.ca/Westchester-County-Castles.d553248628619664994-aaCastles.Travel-Guide-Accommodation)
- [Inns in Westchester County ](https://www.expedia.ca/Westchester-County-Inns.d553248628619664994-aaInns.Travel-Guide-Accommodation)
- [Motels in Westchester County ](https://www.expedia.ca/Westchester-County-Motels.d553248628619664994-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Westchester County ](https://www.expedia.ca/Westchester-County-Resort-Hotels.d553248628619664994-aaResortHotels.Travel-Guide-Accommodation)

- [Flights to Croton-on-Hudson ](https://www.expedia.ca/Cheap-Flights-To-Croton-On-Hudson.d183658.Travel-Guide-Flights)
- [Flights to Millwood ](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000449093.Travel-Guide-Flights)
- [Flights to New York ](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights)
- [Flights from Briarcliff Manor ](https://www.expedia.ca/lp/flights/7040/flights-from-briarcliff-manor)
- [Flights from Pleasantville ](https://www.expedia.ca/lp/flights/9121/flights-from-pleasantville)
- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Congers Vacations ](https://www.expedia.ca/Congers.d3000448249.Destination-Travel-Guides)
- [Croton Landing Park ](https://www.expedia.ca/Croton-Landing-Park-Croton-on-Hudson.d553248621587293679.Vacation-Attraction)
- [Visit Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson.dx183658)
- [Visit Crotonville ](https://www.expedia.ca/Crotonville.dx553248635975868892)
- [Visit Maryknoll ](https://www.expedia.ca/Maryknoll.dx3000449058)
- [Millwood Vacations ](https://www.expedia.ca/Millwood.d3000449093.Destination-Travel-Guides)
- [Visit Pleasantville ](https://www.expedia.ca/Pleasantville.dx9121)
- [Visit Rockland Lake ](https://www.expedia.ca/Rockland-Lake.dx553248634999145276)

- [Car rental Briarcliff Manor ](https://www.expedia.ca/Car-Rentals-In-Briarcliff-Manor.d7040.Car-Rental-Guide)
- [Car rental Croton-on-Hudson ](https://www.expedia.ca/Car-Rentals-In-Croton-On-Hudson.d183658.Car-Rental-Guide)
- [Car rental Pleasantville ](https://www.expedia.ca/Car-Rentals-In-Pleasantville.d9121.Car-Rental-Guide)

- [Briarcliff Manor Vacation Rentals ](https://www.expedia.ca/Briarcliff-Manor-Vacation-Rentals.d7040.Travel-Guide-VacationRentals)
- [Croton-On-Hudson Vacation Rentals ](https://www.expedia.ca/Croton-On-Hudson-Vacation-Rentals.d183658.Travel-Guide-VacationRentals)

- [Things to do in Briarcliff Manor ](https://www.expedia.ca/Things-To-Do-In-Briarcliff-Manor.d7040.Travel-Guide-Activities)
- [Things to do in Croton-on-Hudson ](https://www.expedia.ca/Things-To-Do-In-Croton-On-Hudson.d183658.Travel-Guide-Activities)

- [Book Vacation Homes in Ossining on Expedia.com ](https://www.expedia.com/Ossining-Private-Vacation-Homes.d6190653-aaPrivateVacationHomes.Travel-Guide-Accommodation)