A forested hiking trail with rocky steps and fallen leaves.

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Our top choices for Bear Mountain vacation homes

1. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is ¥22,524
¥42,207 total
includes taxes & fees
Nov 9 - Nov 10
Perfect 2BR with Free Parking! Walk to West Point!

2. 3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is ¥22,327
¥74,101 total
includes taxes & fees
Nov 10 - Nov 11
3BR West Point Retreat-3min to Back Gate+ King Bed

3. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is ¥24,392
¥45,932 total
includes taxes & fees
Nov 8 - Nov 9
Fabulous 3bdrm Home w/parking!

4. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is ¥28,908
¥53,535 total
includes taxes & fees
Nov 9 - Nov 10
Hudson Valley/West Point Retreat w/ parking!

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

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 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
Briana T.
The price is ¥24,392
¥47,152 total
includes taxes & fees
Nov 8 - Nov 9
Lovely 3BR Home with parking-Walk to WP Gate!

6. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (42 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is ¥35,629
¥63,389 total
includes taxes & fees
Nov 8 - Nov 9
Contemporary Cozy Cottage

7. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point
Cornwall
10.0 out of 10, Exceptional, (16 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is ¥35,945
¥68,649 total
includes taxes & fees
Nov 9 - Nov 10
3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

8. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
The price is ¥52,501
¥98,671 total
includes taxes & fees
Nov 19 - Nov 20
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

9. Spacious 4-bedroom house in northern Westchester with sweeping views

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is ¥78,383
¥97,439 total
includes taxes & fees
Nov 11 - Nov 12
Spacious 4-bedroom house in northern Westchester with sweeping views

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

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
Warwick
8.8 out of 10, Excellent, (28 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
The price is ¥14,109
¥23,843 total
includes taxes & fees
Nov 16 - Nov 17
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

11. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable house and great location."
United States
Betty B.
The price is ¥48,613
¥102,503 total
includes taxes & fees
Nov 22 - Nov 23
Bright Cornwall-On-Hudson Vacation Rental!

12. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
The price is ¥32,462
¥76,319 total
includes taxes & fees
Nov 15 - Nov 16
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

13. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is ¥26,616
¥42,045 total
includes taxes & fees
Dec 7 - Dec 8
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

14. Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8
Chester
9.0 out of 10, Wonderful, (2 reviews)
"Host was very nice and accommodating. The house was clean and comfortable. There is a beautiful tub in the master bath but I was wishing there was a shower there. Master bed was very comfortable but also very tall for a shorter person like myself. Overall very nice."
United States
jolene j.
The price is ¥43,467
¥118,320 total
includes taxes & fees
Nov 11 - Nov 12
Historic Sugar Loaf Farmhouse | 5BR | Sleeps 8

15. Waterfront Home with Hot Tub, Firepit, and Kayaks

Waterfront Home with Hot Tub, Firepit, and Kayaks
Greenwood Lake
10.0 out of 10, Exceptional, (47 reviews)
"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "
United States
Lex S.
The price is ¥42,811
¥86,913 total
includes taxes & fees
Nov 18 - Nov 19
Waterfront Home with Hot Tub, Firepit, and Kayaks

16. Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

Panoramic Fall Foliage Escape, Fire Pit, Wood Stove
Greenwood Lake
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home...it is clear that much thought and time went into the decor and functionality....complete with welcomed amenities."
United States
andrea e.
The price is ¥32,810
¥59,329 total
includes taxes & fees
Nov 15 - Nov 16
Panoramic Fall Foliage Escape, Fire Pit, Wood Stove

17. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
The price is ¥60,634
¥83,876 total
includes taxes & fees
Dec 7 - Dec 8
Chestnut on Willow Lake

18. Hudson View Hot Tub · Walk to Waterfront

Hudson View Hot Tub · Walk to Waterfront
Newburgh
10.0 out of 10, Exceptional, (1 review)
"The home has recently been renovated and it is very well presented with luxury furnishings and an excellently stocked kitchen. Views are amazing over the Hudson towards Beacon."
United States
Rachel M.
The price is ¥53,985
¥126,587 total
includes taxes & fees
Nov 8 - Nov 9
Hudson View Hot Tub · Walk to Waterfront

19. Country House w/Hot Tub, Deck, Grill & Fire Pit

Country House w/Hot Tub, Deck, Grill & Fire Pit
Goshen
9.8 out of 10, Exceptional, (69 reviews)
"We had a nice weekend at the Country House. I would recommend this property to friends and family. "
United States
Mike T.
The price is ¥44,655
¥81,527 total
includes taxes & fees
Nov 8 - Nov 9
Country House w/Hot Tub, Deck, Grill & Fire Pit

20. Amazing Home Near West Point, Shopping, Skiing and Legoland

Amazing Home Near West Point, Shopping, Skiing and Legoland
Monroe
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property in a nice neighborhood . Had all the amenities we needed and Ruth was super responsive. If we are in the area again, we will def stay at this location. "
United States
Kimberly R.
The price is ¥55,122
¥111,064 total
includes taxes & fees
Nov 11 - Nov 12
Amazing Home Near West Point, Shopping, Skiing and Legoland
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.
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Top Bear Mountain Hotel Reviews

Find out more about Bear Mountain

Bear Mountain Vacation Homes information

Number of reviews
254
Accommodation
202 Vacation Homes
Lowest Price
¥23,843
Highest Price
¥126,587

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