Bear Mountain Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Bear Mountain holiday rentals

Fridge, oven, stovetop, coffee/tea maker

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (18 reviews)
"Great Unit."
United States
Rudy R.
The price is HK$901
HK$2,405 total
includes taxes & fees
5 Apr - 6 Apr
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Terrace/patio

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (8 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$988
HK$3,084 total
includes taxes & fees
5 Apr - 6 Apr
House on the Babbling Brook- Quiet 2BR + King Bed!
Property grounds

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, (134 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is HK$1,473
HK$2,069 total
includes taxes & fees
15 Apr - 16 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior detail

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
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 HK$1,511
HK$4,045 total
includes taxes & fees
8 Apr - 9 Apr
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
Outdoor dining

Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.0 out of 10, Wonderful, (26 reviews)
"We LOVE this place and have stayed here twice."
United States
jennifer w.
The price is HK$1,011
HK$1,565 total
includes taxes & fees
6 Apr - 7 Apr
Cabin in the heart of the Hudson Valley, Cabin 4
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is HK$1,058
HK$2,157 total
includes taxes & fees
5 Apr - 6 Apr
Charming 1-bedroom apartment in Carmel with WiFi, AC
Interior

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (49 reviews)
"Great place!"
United States
Sara B.
The price is HK$901
HK$1,949 total
includes taxes & fees
7 Apr - 8 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Interior

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
9.0 out of 10, Wonderful, (11 reviews)
"I really enjoyed my stay. The room was very clean, the inn is well located in town and it is great having the restaurant below. Would stay here again! "
United States
Erin R.
The price is HK$649
HK$1,160 total
includes taxes & fees
6 Apr - 7 Apr
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town
3 bedrooms, desk, iron/ironing board, free WiFi

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

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.2 out of 10, Wonderful, (7 reviews)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
The price is HK$1,184
HK$3,670 total
includes taxes & fees
5 Apr - 6 Apr
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Smart TV

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND

Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
Goshen
9.8 out of 10, Exceptional, (13 reviews)
"Great place to stay when visiting Legoland. Convenient location and comfortable and clean."
United States
Jessica C.
The price is HK$1,164
HK$2,254 total
includes taxes & fees
15 Apr - 16 Apr
Relaxing Farm Cottage Escape, 10 Min from LEGOLAND
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (32 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is HK$1,325
HK$2,185 total
includes taxes & fees
5 Apr - 6 Apr
Cabin in the Heart of the Hudson Valley, Cabin 1
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
9.8 out of 10, Exceptional, (68 reviews)
"Clean, simple, and comfortable with clear host directions on arrival, checkin & checkout."
United States
Lou F.
The price is HK$1,293
HK$2,490 total
includes taxes & fees
6 Apr - 7 Apr
Cozy country efficiency in the Hudson Valley
Exterior

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10 reviews)
"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 HK$1,192
HK$2,040 total
includes taxes & fees
5 Apr - 6 Apr
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Fridge, microwave, oven, stovetop

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, (5 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 HK$1,259
HK$2,170 total
includes taxes & fees
29 Apr - 30 Apr
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Outdoor dining

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is HK$1,940
HK$2,533 total
includes taxes & fees
5 Apr - 6 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
TV

Luxury House Near West Point

Luxury House Near West Point
Highland Falls
The price is HK$1,568
HK$2,544 total
includes taxes & fees
7 Apr - 8 Apr
Luxury House Near West Point
Dining

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, (90 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is HK$1,193
HK$2,575 total
includes taxes & fees
6 Apr - 7 Apr
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Property grounds

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

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.0 out of 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
Penny D.
The price is HK$1,082
HK$3,706 total
includes taxes & fees
5 Apr - 6 Apr
3BR West Point Retreat-3min to Back Gate+ King Bed
Interior

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!

Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Warwick
10.0 out of 10, Exceptional, (43 reviews)
"The property is very cute and located in a great location. "
United States
Olivia R.
The price is HK$839
HK$1,880 total
includes taxes & fees
6 Apr - 7 Apr
Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
Interior

Stylish and Pet-Friendly Apartment in Beacon

Stylish and Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$1,136
HK$2,202 total
includes taxes & fees
5 Apr - 6 Apr
Stylish and Pet-Friendly Apartment in Beacon
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

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

10/10 Excellent
"Great place. Clean room, good breakfast options, good facility. Highly recommend."
Ghassan 1-night trip
Posted 2 hours ago
Hampton Inn Harriman Woodbury

Find out more about Bear Mountain

Search for holiday rentals in Bear Mountain on Expedia! You can easily find your home rentals, villas, holiday apartments in Bear Mountain using one of the methods below:

  • View our selection of featured holiday rentals in Bear Mountain
  • Use the map to find apartments and other holiday homes in the Bear Mountain neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bear Mountain while they last

Look no further and take a look at our great range of rental properties in Bear Mountain!

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Bear Mountain offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and an electric kettle, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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

Explore the area and family-friendly sights such as Ice Time Sports Complex, or get out into nature at a spot like Blue Mountain Reservation. 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.