A wooden bridge over a river, surrounded by autumn-colored trees and a hill in the background.

Bear Mountain Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Bear Mountain vacation rentals

Property grounds

1. Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (141 reviews)
"We had a great stay!!"
United States
Jasmine
The price is AED 727
AED 1,198 total
includes taxes & fees
11 Aug - 12 Aug
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
TV

2. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 378
AED 744 total
includes taxes & fees
9 Aug - 10 Aug
Cozy 1-bedroom retreat minutes from West Point!
Coffee/tea maker, fridge, microwave, oven

3. Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 1,003
AED 1,603 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Coffee/tea maker, fridge, microwave, oven

4. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is AED 826
AED 1,542 total
includes taxes & fees
9 Aug - 10 Aug
Contemporary Cozy Cottage
TV

5. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is AED 837
AED 1,375 total
includes taxes & fees
11 Aug - 12 Aug
Walk to WP Gate + Free Parking!
Desk, WiFi (free), bed sheets

6. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is AED 569
AED 1,133 total
includes taxes & fees
9 Aug - 10 Aug
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Exterior detail

7. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is AED 816
AED 1,432 total
includes taxes & fees
10 Aug - 11 Aug
Fabulous 3bdrm Home w/parking!
Smart TV

8. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
The price is AED 496
AED 1,084 total
includes taxes & fees
10 Aug - 11 Aug
Grant - A Tranquil One Bedroom Steps from River
Exterior detail

9. Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is AED 812
AED 2,041 total
includes taxes & fees
9 Aug - 10 Aug
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Interior

10. 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 AED 906
AED 1,594 total
includes taxes & fees
11 Aug - 12 Aug
Lovely 3BR Home with parking-Walk to WP Gate!
1 bedroom, WiFi (free)

11. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (20 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is AED 368
AED 417 total
includes taxes & fees
1 Sep - 2 Sep
2 Queen Beds | Non-Smoking, Kitchen
Outdoor spa tub

12. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Cornwall
10.0 out of 10, Exceptional, (11 reviews)
"Everything you could ask for!!"
United States
Elisabeth
The price is AED 988
AED 1,831 total
includes taxes & fees
9 Aug - 10 Aug
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
Interior

13. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
The price is AED 720
AED 802 total
includes taxes & fees
30 Aug - 31 Aug
Harriman Outdoor Center - Mountain Laurel Cabin
Dining

14. Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Cottage (2 Bedrooms) | Interior

15. Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is AED 779
AED 1,897 total
includes taxes & fees
11 Aug - 12 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
Exterior

16. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.4 out of 10, Exceptional, (20 reviews)
"great place tostay"
United States
Anonymous traveler
The price is AED 313
AED 362 total
includes taxes & fees
31 Aug - 1 Sep
2 Full Beds | Non-Smoking, Kitchen
Property grounds

17. Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Carmel
9.4 out of 10, Exceptional, (10 reviews)
"Such a lovely cabin - so many details to make for an incredible stay. Amazing location - lake, mountains! Wylda was wonderful."
United States
Clare
The price is AED 716
AED 1,270 total
includes taxes & fees
13 Aug - 14 Aug
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior

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

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"The chapel was just as it was pictured. It has been beautifully restored. It was a very unique experience."
United States
Stella
The price is AED 386
AED 727 total
includes taxes & fees
10 Aug - 11 Aug
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Outdoor dining

19. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is AED 474
AED 738 total
includes taxes & fees
9 Aug - 10 Aug
Cabin in the heart of the Hudson Valley, Cabin 4
Outdoor dining

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
The price is AED 1,045
AED 2,139 total
includes taxes & fees
19 Aug - 20 Aug
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent
"We had a great stay here. Very clean and quiet. Breakfast was excellent. We would definitely stay here again."
Brian 1-night trip
Posted 3 hours ago
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Frequently asked questions

Can I find vacation rentals in Bear Mountain?

Yes, we give you a choice of vacation rentals close to the most popular local attractions in Bear Mountain, or you can go with a more remote option if you're looking for relaxation. Nature enthusiasts will enjoy the mountain landscape and lakeside in Bear Mountain. Make sure you allow time to enjoy the forests during your vacation.

What's the top vacation rental that Bear Mountain has to offer?

Cozy Cabin with Sauna & Firepit!: This vacation home rental near Bear Mountain offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

What’s there to see and do in Bear Mountain?

Explore the area and family-friendly sights such as LEGOLAND® New York, or get out into nature at a spot like Lake Tiorati Beach. While here, Bear Mountain State Park and Harriman State Park are other places worth a visit.

What’s a vacation rental in Bear Mountain like?

A vacation rental is a private property you can stay in for short or long periods in Bear Mountain. Vacation rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.