Search Vacation Homes in Bear Mountain

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Bear Mountain vacation homes

Interior
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

9.2 out of 10, Wonderful, (7)
"Nice to have top notch bar/restaurant downstairs!"
United States
John E
The price is ￥12,899
￥23,053 total
includes taxes & fees
Dec 11 - Dec 12
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is ￥16,670
￥65,209 total
includes taxes & fees
Dec 11 - Dec 12
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (5)
The price is ￥25,550
￥68,346 total
includes taxes & fees
Dec 21 - Dec 22
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!

Vacation Home in Warwick

2.0 star property
10.0 out of 10, Exceptional, (5)
The price is ￥21,957
￥57,796 total
includes taxes & fees
Dec 14 - Dec 15
5 Min to Downtown Warwick, Wineries, Breweries, Hikes, Shops, & Greenwood Lake!
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Vacation Home in Hopewell Junction

9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is ￥23,696
￥40,202 total
includes taxes & fees
Dec 11 - Dec 12
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Dining
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Vacation Home in Goshen

10.0 out of 10, Exceptional, (58)
"Clean and comfortable accommodations, very close to Legoland and Castle Fun Center! The kids loved the room with bunk beds, and it had a big selection of children's books and some toys, which was a nice bonus!"
United States
Jennifer K.
The price is ￥38,558
￥76,903 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Interior
Lovely 3BR Home with parking-Walk to WP Gate!

Vacation Home in Highland Falls

10.0 out of 10, Exceptional, (7)
"Convenient location. Nice to have 3 queen beds. One parking space is in a lot, but street for any additional. Plenty of availability though. Excellent washer and dryer, dishwasher. Internet worked well. "
United States
Matt D.
The price is ￥22,533
￥46,808 total
includes taxes & fees
Dec 11 - Dec 12
Lovely 3BR Home with parking-Walk to WP Gate!
Outdoor dining
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Vacation Home in Fishkill

9.6 out of 10, Exceptional, (49)
"Inside was very nice, outside could use some curb appeal. Enjoyed our stay "
United States
Karen K.
The price is ￥38,558
￥49,259 total
includes taxes & fees
Dec 11 - Dec 12
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fridge, microwave, oven, stovetop
Fabulous 3bdrm Home w/parking!

Vacation Home in Highland Falls

9.0 out of 10, Wonderful, (4)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ￥27,195
￥51,735 total
includes taxes & fees
Dec 11 - Dec 12
Fabulous 3bdrm Home w/parking!
Outdoor spa tub
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Vacation Home in Greenwood Lake

10.0 out of 10, Exceptional, (30)
"We loved the house. It was a perfect and much needed short getaway for my husband and I. We brought our little dog Lenny and he loved it too! "
United States
Chelsea D.
The price is ￥23,836
￥69,967 total
includes taxes & fees
Dec 11 - Dec 12
Waterfront Home with Hot Tub, Kayaks, and Fast Wifi
Property grounds
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle

Vacation Home in Monroe

2.0 star property
The price is ￥20,190
￥64,433 total
includes taxes & fees
Dec 11 - Dec 12
Scenic View - WiFi - Fire Pit - Near Legoland, Woodbury Commons and the Castle
Property grounds
Fun, Friends, and Family Lakefront Home w/Dock and Beach

Vacation Home in Mahopac

10.0 out of 10, Exceptional, (12)
"Super convenient location :)"
United States
Sean M.
The price is ￥52,579
￥112,360 total
includes taxes & fees
Dec 11 - Dec 12
Fun, Friends, and Family Lakefront Home w/Dock and Beach
Interior
Contemporary Cozy Cottage

Vacation Home in Lake Peekskill

10.0 out of 10, Exceptional, (30)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is ￥35,053
￥65,929 total
includes taxes & fees
Dec 11 - Dec 12
Contemporary Cozy Cottage
Outdoor dining
Stylish & Peaceful Getaway on 3 Private Acres

Vacation Home in Goshen

2.0 star property
9.0 out of 10, Wonderful, (12)
"Great location!"
United States
Alozie E.
The price is ￥44,868
￥68,704 total
includes taxes & fees
Dec 11 - Dec 12
Stylish & Peaceful Getaway on 3 Private Acres
Interior
Large,Cozy,Bright Apartment, Business Themed.

Vacation Home in Newburgh

9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is ￥56,084
￥74,715 total
includes taxes & fees
Dec 11 - Dec 12
Large,Cozy,Bright Apartment, Business Themed.
House | 5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Vacation Home in Ossining

2.0 star property
The price is ￥64,297
￥145,139 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Foliage at Westchester Manor - Near Sleepy Hollow
Fridge, microwave, oven, stovetop
Marvelous 6-bedroom house with AC in Monroe

Vacation Home in Monroe

The price is ￥389,475
￥537,348 total
includes taxes & fees
Dec 11 - Dec 12
Marvelous 6-bedroom house with AC in Monroe
Interior
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Vacation Home in Warwick

9.4 out of 10, Exceptional, (6)
"My girlfriend and I loved our stay here! We stayed for one night and it was perfect for what we needed. Very clean with easy self-check-in. The host was very responsive with all inquiries. Short walk to nice downtown area as well!"
United States
Jay D.
The price is ￥13,180
￥23,369 total
includes taxes & fees
Dec 12 - Dec 13
Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town
Private kitchen
Aspen In Airmont NY

Vacation Home in Airmont

10.0 out of 10, Exceptional, (7)
"We had an excellent stay in this beautiful house. Favorite thing is the magnificent dining table."
United States
Yides W.
Aspen In Airmont NY
Outdoor dining
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake

Vacation Home in Greenwood Lake

10.0 out of 10, Exceptional, (4)
"I loved this house! So charming, decorated beautifully and has everything you need for a great stay. The location is close to shopping and lots of activities. It’s quiet and lovely to wake up the mooing of the cows next door. I would definitely stay here again. JT was easy to work with and very friendly. "
United States
Debra C.
The price is ￥35,333
￥91,078 total
includes taxes & fees
Dec 15 - Dec 16
Charming 3-BR house: Lake Views, Firepit, Ping Pong, & Kayaks in Greenwood Lake
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Bear Mountain Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Clean nice"
candy 1-night trip
Posted 8 hours ago
Crowne Plaza Suffern - Mahwah by IHG

Find out more about Bear Mountain

Bear Mountain Vacation Homes information

Number of reviews
258
Accommodation
238 Vacation Homes
Lowest Price
￥23,053
Highest Price
￥537,348

Explore a world of travel with Expedia