Hikers in Bear Mountain State Park

Bear Mountain Holiday Rentals

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Our top choices for Bear Mountain holiday rentals

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
Cozy 1-bedroom retreat minutes from West Point!

2. 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
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

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

4. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
Walk to WP Gate + Free Parking!

5. '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.
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

6. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (24 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
Walk-to-Lake Cottage With Grill for Peaceful Fall Days

7. 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.
Grant - A Tranquil One Bedroom Steps from River

8. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (11 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
Fabulous 3bdrm Home w/parking!

9. 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.
Lovely 3BR Home with parking-Walk to WP Gate!

10. 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, (12 reviews)
"Everything you could ask for!!"
United States
Elisabeth
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

11. West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
Highland Falls
9.4 out of 10, Exceptional, (30 reviews)
"Our stay was excellent! Extremely clean, everything we needed. Walkable to everything in town. Great communication work h Host. We will definitely be staying again. "
United States
Joelle M.
West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

12. 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

13. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Great rooms and service,"
United States
Anonymous traveller
1 King Bed | Non-Smoking, Kitchen, Shower

14. Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen
Fishkill
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful room"
United States
Anonymous traveller
Studio6 Fishkill 2 Full Beds, Mobil Tub, Nsmk Kitchen

15. 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)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

16. Harriman Outdoor Center - Mountain Laurel Cabin

Harriman Outdoor Center - Mountain Laurel Cabin
Haverstraw
Harriman Outdoor Center - Mountain Laurel Cabin

17. 'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

18. 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
Hudson Valley Retreat w/ Pool Near Greenwood Lake

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

20. 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, (20 reviews)
"Great value and beautiful room and In ."
United States
Paul E.
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Bear Mountain holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Bear Mountain. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Bear Mountain. Seeing all the best attractions is bound to make you fall in love with Bear Mountain. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Bear Mountain short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Bear Mountain?

Yes, there are holiday rentals close to the most popular sights in Bear Mountain, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the mountain landscape and lakeside in Bear Mountain. Make sure you allow time to enjoy the forests during your holiday.

What are some of the best holiday rentals that Bear Mountain has to offer?

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town: This holiday home rental outside of Bear Mountain has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Manitoga The Russel Wright Design Center. While here, Bear Mountain State Park and Harriman State Park are other places worth a visit.

What’s a holiday rental in Bear Mountain like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bear Mountain. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for small groups.