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28 available vacation rental offers
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Best Vacation rentals and Airbnb offers in Bear Mountain, NY
9.9 33 reviews
Bear Mountain, NY
06/20 – 06/26
$546/nighttotal: $3276 (6 )
Charming *Country House* 3br Fireplace Hiking
1 4
apartment , Highland Falls
This Peekskill apartment is located in a quiet area, just a short drive from the city's downtown and the Hudson River waterfront. The apartment has received excellent ratings for its location, cleanliness, and user experience. The three-bedroom, three-bathroom rental comfortably sleeps eight guests. The apartment includes a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, a fitness center, parking, and a fireplace.
9.6 18 reviews
Bear Mountain, NY
06/20 – 06/27
$364/nighttotal: $2548 (7 )
Forest Farm Retreat
1 2
apartment , Highland Falls
This Highland Falls Hudson Valley cottage rental is located in Garrison, NY, a short drive from Cold Spring and 12 miles from West Point. This three-bedroom, two-bathroom house sleeps five, features a fully equipped kitchen with a fridge and dishwasher, a garden, parking, and a fire pit, and is near hiking trails.
8.0 2 reviews
Bear Mountain, NY
06/20 – 06/27
$611/nighttotal: $4277 (7 )
Home By The Creek (Veteran Owned)
4 2
apartment , Highland Falls
This four-bedroom private home is located in Highland Falls, just half a mile from the iconic West Point Military Academy. The home comfortably accommodates four guests and features a peaceful setting with a creek running outside the window, offering picturesque views and a tranquil escape.
9.8 50 reviews
Bear Mountain, NY
06/20 – 06/26
$254/nighttotal: $1524 (6 )
House On The Babbling Brook- Quiet 2br + King Bed!
1 4
apartment , Highland Falls
This Highland Falls apartment rental, a short walk from downtown and West Point, offers easy access to scenic trails, Bear Mountain State Park (10 minutes away), and Woodbury Commons Outlets (15 minutes away). The two-bedroom, one-bathroom unit sleeps five, features a fully equipped kitchen, 75-inch TV with streaming services, and access to a shared patio; guests can enjoy on-site fitness facilities and borrow cooking ingredients from downstairs.
10 52 reviews
Bear Mountain, NY
06/20 – 06/26
$481/nighttotal: $2886 (6 )
West Point Apartment/highland Falls Ny
1 4
apartment , Highland Falls
This Highland Falls duplex apartment, less than a mile from West Point Military Academy and a short drive from Bear Mountain, Storm King Art Center, and Woodbury Common Premium Outlets, offers convenient access to area attractions. This two-bedroom, one-bathroom rental sleeps four guests and features a fully equipped kitchen, air conditioning, a private backyard, and parking.
Bear Mountain, NY
06/20 – 06/27
$334/nighttotal: $2338 (7 )
Charming Hudson Valley 3-bedroom Family Getaway
1 2
house , Stony Point
This Stony Point house rental, located in Tomkins Cove, offers easy access to Bear Mountain State Park (10 miles) and Palisades Center mall (13 miles). The 1300-square-foot home features one bedroom, one bathroom, and can comfortably accommodate up to 15 guests, boasting a fully equipped kitchen, free Wi-Fi, private parking, and a terrace.
9.3 81 reviews
Bear Mountain, NY
06/19 – 06/21
$1442/nighttotal: $2884 (2 )
Charming Riverview House At The Inn On The Hudson
1 2
apartment , Peekskill
This beautiful apartment is located on the grounds of the Inn on the Hudson in Peekskill, offering stunning views of the Hudson River and is just a short walk from the Peekskill waterfront. This property has been rated excellent for location, cleanliness and user experience. This spacious 3-bedroom, 3-bathroom home can comfortably accommodate up to 8 guests. Enjoy access to a fully equipped kitchen, outdoor living spaces, a seasonal pool, and a 24/7 coffee and tea area.
10 17 reviews
Bear Mountain, NY
06/20 – 06/27
$888/nighttotal: $6216 (7 )
Country Estate On Maple Syrup Farm, Tesla Charging
1 2
gîte , Highland Falls
This Highland Falls vacation rental is situated in the Hudson Valley, just a short drive from hiking trails and scenic attractions. It has received excellent ratings for location, cleanliness, and overall experience. The spacious home comfortably accommodates up to 10 guests in its 5 bedrooms and 4 bathrooms. The fully equipped kitchen, private trails, fitness center, and outdoor garden provide ample opportunities for relaxation and entertainment.
10 15 reviews
Bear Mountain, NY
06/20 – 06/27
$734/nighttotal: $5138 (7 )
Bear Mountain House.
3 2
apartment , Fort Montgomery
This Garrison cottage is located in Philipstown, just a short drive from the Bear Mountain Bridge, 15 minutes from West Point, and 60 minutes from NYC. This property has excellent user ratings and is a great choice for families and groups. The home has 3 bedrooms and 3 bathrooms, comfortably accommodating up to 8 guests. Enjoy amenities such as a fully equipped kitchen, a private terrace, and a garden, perfect for relaxing after a day of hiking or exploring the nearby attractions.
10 48 reviews
Bear Mountain, NY
06/20 – 06/26
$509/nighttotal: $3054 (6 )
Thayer Gate 3 Queen 2 Bath Old Grad Mom
1 4
apartment , Highland Falls
This West Point-themed Highland Falls castle boasts convenient proximity to Thayer Gate, offering easy access to Trophy Point (6 minutes), Michie Stadium (7 minutes), and the Eisenhower Theater (8 minutes). The three-bedroom, two-bathroom home sleeps six guests and features a fully equipped kitchen, a Blackstone 36" griddle on the back deck, a 65-inch smart TV, and allergen-protected bedding; off-street parking and keyless entry are also provided.
10 57 reviews
Bear Mountain, NY
06/20 – 06/26
$2527/nighttotal: $15162 (6 )
Spectacular River& Mountain Views Near West Point!
1 4
apartment , Fort Montgomery
This 3-bedroom apartment is located in Fort Montgomery, about an hour north of New York City, offering stunning views of the Hudson River and mountains. It has excellent user, location, and cleanliness ratings. The apartment is spacious and modern, accommodating up to 8 guests. It features a private hiking trail, a private deck and backyard, and is close to West Point Academy, the Appalachian Trail, Bear Mountain, and Cold Springs, offering access to numerous outdoor activities.
10 26 reviews
Bear Mountain, NY
06/19 – 06/21
$889/nighttotal: $1778 (2 )
Old Grad House, Within Cadet Walking Privileges
1 2
apartment , Highland Falls
This castle is located in Highland Falls, a short walk from the United States Military Academy (USMA), specifically a mile from Michie Stadium, walking distance to Buffalo Soldiers, and 170 strides from Thayer Gate. The 1,000 square foot home offers three bedrooms, two bathrooms, and can accommodate up to eight guests, with amenities including a kitchen with a fridge, freezer, microwave oven, and dishwasher.
Popular Family Vacation Rentals in Bear Mountain, NY
Plan a family mountain retreat in these spacious Bear Mountain, NY rentals surrounded by trails and fresh air.
9.8 138 reviews
Bear Mountain, NY
06/20 – 06/26
$386/nighttotal: $2316 (6 )
Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands
1 4
cottage , Fort Montgomery
This charming cottage is located in Fort Montgomery, just minutes from West Point Academy, Bear Mountain State Park, and Woodbury Common Premium Outlets, offering easy access to attractions and the beauty of the Hudson Valley. The cottage boasts excellent user ratings, reflecting its comfortable and convenient accommodations. The cottage is a cozy 650 square foot space with one bedroom, one bathroom, and a capacity of four guests. Guests can enjoy a fully equipped kitchen, central air, cable TV, a private patio, and a Tesla destination charger, making it an ideal choice for a relaxing and enjoyable stay.
9.0 2 reviews
Bear Mountain, NY
06/20 – 06/26
$657/nighttotal: $3942 (6 )
Summer In Garrison - Victorian Escape - 1 Hr Nyc
1 4
apartment , Highland Falls
This historic Victorian farmhouse rental in Garrison, NY, offers easy access to Highland Falls, situated within 5 minutes of the train station for city commutes and 10 minutes from Cold Spring's shops and restaurants. This 3-bedroom, 2.5-bath house accommodates up to 4 guests and features 3.6 acres of land with direct access to Hudson Valley hiking trails, a heated writing studio, a fireplace, and fast Wi-Fi.
9.8 68 reviews
Bear Mountain, NY
06/20 – 06/26
$1299/nighttotal: $7794 (6 )
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
1 4
apartment , Fort Montgomery
This apartment is located just one hour from New York City and 10 minutes from West Point, offering a peaceful retreat in the mountains. The property has earned excellent ratings for its location, cleanliness, and overall experience. The apartment has three bedrooms and three bathrooms, providing ample space for families or groups. Guests can enjoy a heated pool, a hot tub, a terrace, a garden, a spa, and parking, all within a serene mountain setting.
9.8 659 reviews
Bear Mountain, NY
06/19 – 06/21
$514/nighttotal: $1028 (2 )
Luxury Townhouse Near West Point
1 2
apartment , Highland Falls
This apartment is located in Highland Falls, just outside the main gate of West Point, the United States Military Academy, offering easy access to the historic academy and its attractions. It has received excellent ratings for location, cleanliness, and user experience. The apartment has three bedrooms and two bathrooms, accommodating up to six guests. It comes equipped with modern amenities like a kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, a garden, parking, and internet access.
Best Bear Mountain, NY vacation rentals with a balcony
10 8 reviews
Bear Mountain, NY
06/20 – 06/26
$240/nighttotal: $1440 (6 )
House On The Babbling Brook- Quiet 2br + King Bed!
2 4
apartment , Highland Falls
This Highland Falls vacation home is a 15-minute walk from the West Point Museum and a 4-minute drive from Bear Mountain State Park. The 970-square-foot property features two bedrooms, one bathroom, and accommodates four guests, offering amenities such as a fully equipped kitchen, Wi-Fi, air conditioning, and on-site parking.
Frequently Asked Questions about vacation rentals in Bear Mountain, NY
What other towns or cities can be easily accessed from Bear Mountain, NY?
Bear Mountain is located near Peekskill, Nyack, West Point, and Tarrytown. These towns offer a variety of restaurants, shops, and attractions. You can easily get to New York City by taking the train from Peekskill.
What are the best Airbnb and vacation rentals in Bear Mountain, NY?
What amenities are commonly available in vacation rentals in Bear Mountain, NY?
Vacation rentals in Bear Mountain often have amenities like kitchens, bathrooms, bedrooms, living rooms, and outdoor spaces. Some rentals also offer amenities like fireplaces, hot tubs, and swimming pools.
What are the most popular Airbnbs in Bear Mountain, NY?
What time of year is best to rent a vacation rental Bear Mountain, NY?
The best time to visit Bear Mountain is in the fall when the leaves are changing colors. Spring and summer are also great times to visit, but it can get crowded. Winter is a good time to visit if you enjoy skiing and snowboarding.
What are the best vacation rentals with a pool in Bear Mountain, NY?
What are the local dishes in Bear Mountain, NY region?
The Hudson Valley is known for its farm-to-table cuisine. You can find plenty of restaurants serving fresh, local ingredients. Some popular dishes include apple pie, Hudson Valley duck, and smoked trout. There are also many breweries and wineries in the area.
What are the best rentals for families and kids in Bear Mountain, NY?
Best Bear Mountain, NY vacation rentals with a sauna
10 1 review
Bear Mountain, NY
06/20 – 06/26
$851/nighttotal: $5106 (6 )
Hudson River Retreat | Waterfront Deck + Views
1 4
apartment , Verplanck
This Hudson River lake house in Verplanck, New York offers breathtaking views and easy access to local attractions; the precise distance to specific landmarks requires further details on the property's exact address. This two-bedroom, two-bathroom home sleeps six guests and features a kitchen, air conditioning, parking, internet access, a spacious deck, and a cozy fireplace.
Best Bear Mountain, NY vacation rentals with a fireplace
9.6 38 reviews
Bear Mountain, NY
06/20 – 06/27
$502/nighttotal: $3514 (7 )
Peekchill: Walk To Coffeehouse & Forest
1 2
apartment , Peekskill
This charming house is located on a quiet residential street in Peekskill, just a short walk from Depew Park, Blue Mountain Reservation, and the Metro North station. Guests consistently rate this property as excellent for cleanliness, location, and overall experience. This two-bedroom, two-bathroom home comfortably accommodates four guests. The fully equipped kitchen, spacious living areas, and private backyard with a fire pit provide everything you need for a relaxing and enjoyable stay.
10 10 reviews
Bear Mountain, NY
06/19 – 06/21
$955/nighttotal: $1910 (2 )
The Victorian River View Of Scotts Circle!
1 2
apartment , Fort Montgomery
This renovated 1888 Victorian home in Fort Montgomery, New York, sits on a private road, four miles from West Point and offers stunning Bear Mountain Bridge and Hudson River views. This four-bedroom, three-bathroom house sleeps 10 adults (with a trundle bed for a total of 12), features a fully equipped kitchen, two gathering rooms, a screened porch, outdoor spaces with a fire pit and lawn games, and access to goats and riverside walks.
9.3 26 reviews
Bear Mountain, NY
06/20 – 06/27
$422/nighttotal: $2954 (7 )
Idyllic Hilltop Retreat, Stone Firepl, 1 Hr To Nyc
1 2
apartment , Lake Mohegan
This Lake Mohegan apartment is located in the Lake Celeste Community, a quiet woodland retreat just one hour from New York City. It has consistently earned excellent ratings for its cleanliness, location, and overall experience. The 2000 square foot apartment can comfortably accommodate four guests in its three bedrooms and two bathrooms. The apartment offers a screened-in porch, a fireplace, a library/office, and access to the garden and deck.
10 19 reviews
Bear Mountain, NY
06/19 – 06/21
$948/nighttotal: $1896 (2 )
West Point Family Retreat 5 Min Walk To Thayer
1 2
apartment , Highland Falls
This Highland Falls home is located just a 5-minute walk from the Thayer Gate, offering easy access to West Point's football games, parades, and other events. It's a convenient and comfortable place to stay while exploring the area. The house has 4 bedrooms and 2 bathrooms, accommodating up to 8 guests. It features a well-equipped kitchen, a cozy living room with a fireplace, a modern bathroom with a marble bath, and a relaxing porch with a garden.