Find short term rentals in Bear Mountain, NY at the best prices
26 available short term rental offers
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Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Bear Mountain, NY
10 52 reviews
Bear Mountain, NY
19/06 – 21/06
$897/nighttotal: $1794 (2 )
West Point Apartment/highland Falls Ny
1 2
apartment , Highland Falls
This Highland Falls apartment, less than 1.6 km from the United States Military Academy at West Point, offers easy access to Thayer Gate and is conveniently located near Bear Mountain (16 km), Storm King Art Center (24 km), and Woodbury Common Premium Outlets (32 km). The two-bedroom duplex flat sleeps four, features a king-size and a queen-size bed, a fully equipped kitchen with fridge and microwave, air conditioning, parking, a garden, and excellent guest reviews; early check-in/late check-out options are available for an additional fee.
Bear Mountain, NY
20/06 – 26/06
$569/nighttotal: $3414 (6 )
Highland Falls Home Away From Home. Walk To Thayer
1 4
apartment , Highland Falls
This three-bedroom flat in downtown Highland Falls offers a prime location, a mere 300 meters from Thayer Gate, making it ideal for those visiting the United States Military Academy, and is also steps away from local bars, restaurants, and shops. This property provides accommodation for up to six guests with a fully equipped kitchen including a fridge, freezer, and microwave, two dedicated parking spaces, and secure coded entry, while remaining a strictly no-pets and non-smoking establishment.
9.6 38 reviews
Bear Mountain, NY
20/06 – 27/06
$701/nighttotal: $4907 (7 )
Peekchill: Walk To Coffeehouse & Forest
1 2
apartment , Peekskill
This Peekskill house, situated on a quiet street only 0.32 km from the Blue Mountain Reservation and within walking distance of Depew Park and the Metro-North station, offers easy access to hiking trails and local amenities. Sleeping six guests across two bedrooms and two bathrooms, this two-storey property boasts a modern kitchen with appliances including a washer-dryer, a spacious garden, and an electric fireplace; nearby attractions include the Hudson River boat launches.
9.6 206 reviews
Bear Mountain, NY
19/06 – 21/06
$681/nighttotal: $1362 (2 )
Adorable 2br Steps To Wp Campus•free Prk•fastwifi
1 2
apartment , Highland Falls
This two-bedroom flat is situated on Main Street in Highland Falls, just a two-minute walk from West Point Academy and a short drive from Bear Mountain State Park. It has received excellent ratings for location, cleanliness, and overall user experience. The flat can accommodate up to six guests and offers a comfortable and clean space to relax. It comes with a well-equipped kitchen, free private parking, and a range of amenities, including a garden, air conditioning, and internet access.
9.6 130 reviews
Bear Mountain, NY
19/06 – 21/06
$689/nighttotal: $1378 (2 )
Lovely 3br Home With Parking-walk To Wp Gate!
1 2
apartment , Highland Falls
This three-bedroom apartment is situated in Highland Falls, New York, just a short walk from West Point and within easy reach of the Hudson Valley's scenic beauty. It has consistently received excellent ratings for cleanliness, location and user experience. The apartment is spacious, comfortably accommodating up to eight guests, and features a fully equipped kitchen, a living room perfect for relaxing, and a back deck ideal for enjoying the outdoors. Guests can enjoy amenities like air conditioning, internet access, and a fridge, making it a convenient and comfortable base for exploring the area.
9.9 489 reviews
Bear Mountain, NY
20/06 – 26/06
$516/nighttotal: $3096 (6 )
West Point - Mountain Top Suite
1 4
B&B , Fort Montgomery
This apartment is situated on a 10-acre estate atop a mountain overlooking the Hudson River and Bear Mountain Bridge, just minutes from West Point Academy and Bear Mountain State Park. The accommodation has received excellent ratings for location, cleanliness, and overall user experience. The apartment, which can comfortably accommodate four guests, features a bedroom with a full-sized bed and a queen-sized pullout couch. Amenities include a private patio with outdoor furniture, a barbecue grill, a kitchenette with a microwave, a hot plate, and a gas grill, as well as a Tesla charging station.
9.6 27 reviews
Bear Mountain, NY
19/06 – 21/06
$560/nighttotal: $1120 (2 )
West Point At Your Doorstep! Walk To Academy Mountain Views Easy Parking
2 2
apartment , Highland Falls
This apartment is located in Highland Falls, just a 10-minute walk from the United States Military Academy, the Hudson River, and the West Point Museum, making it a great base for exploring the area. It has received excellent user ratings, so you can be sure of a comfortable and enjoyable stay. The apartment has two bedrooms and one bathroom, covering 84 square metres and accommodating up to six guests. It includes a fully equipped kitchen, air conditioning, parking, internet access, and a spa, offering everything you need for a relaxing and convenient stay.
10 6 reviews
Bear Mountain, NY
19/06 – 21/06
$651/nighttotal: $1302 (2 )
Beautiful First Flr, 2-bedroom Apt W/ Free Parking
2 2
apartment , Highland Falls
This Highland Falls ground-floor flat is conveniently located one block from Main Street's restaurants and a short walk from the United States Military Academy at West Point. The 93 square metre (approximately 1000 square feet) self-catering apartment sleeps six, featuring two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, free Wi-Fi, and designated parking.
9.9 66 reviews
Bear Mountain, NY
19/06 – 21/06
$920/nighttotal: $1840 (2 )
West Point Hudson Valley Getaway
1 2
apartment , Highland Falls
This charming apartment is situated in the Ondaora Park community, just a short distance from Thayer Gates, offering easy access to West Point. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The apartment is a spacious home that can comfortably accommodate up to six guests. It features a well-equipped kitchen, a comfortable living area, and access to a swimming pool, garden, and parking.
8.0 5 reviews
Bear Mountain, NY
20/06 – 27/06
$829/nighttotal: $5803 (7 )
Highland Falls/west Point
1 2
apartment , Highland Falls
This four-bedroom flat, offering accommodation for eight guests, is situated in Highland Falls along Roe Park/Pond, a short walk to the town centre and a pleasant cycle from the West Point Military Academy. Guests can enjoy a fully furnished interior with a stocked kitchen, a blue stone patio overlooking the garden, and common laundry facilities, with the surrounding Hudson Valley offering opportunities for hiking, kayaking, and cycling.
8.0 2 reviews
Bear Mountain, NY
20/06 – 26/06
$1193/nighttotal: $7158 (6 )
Home By The Creek (Veteran Owned)
4 4
apartment , Highland Falls
This four-bedroom Highland Falls house, 1.1 kilometres from the United States Military Academy at West Point, offers convenient access to Bear Mountain and other attractions. The property boasts a fully equipped kitchen with fridge, freezer, and dishwasher, a jacuzzi, garden, parking, and accommodates four guests, enjoying a peaceful atmosphere with creek views.
10 20 reviews
Bear Mountain, NY
20/06 – 26/06
$2874/nighttotal: $17244 (6 )
Long Dog Inn
1 4
apartment , Highland Falls
The Long Dog Inn is a fully renovated house in Highland Falls, a short walk from Thayer Gate and the United States Military Academy at West Point. This pet-friendly property boasts four bedrooms, three bathrooms, sleeps up to twelve guests, and includes a modern kitchen, game room with ping pong and chess, and a recreation room with Smart TVs and sleeper sofas.
Best family friendly Bear Mountain, NY Short term rentals
Among the 26 accommodations in Bear Mountain, NY, here are the 4 best family friendly rentals
9.0 2 reviews
Bear Mountain, NY
20/06 – 27/06
$652/nighttotal: $4564 (7 )
Summer In Garrison - Victorian Escape - 1 Hr Nyc
1 2
apartment , Highland Falls
This Victorian farmhouse, located in Garrison, NY, offers a 3-bedroom, 2.5-bathroom rental just 5 minutes from the train station and 10 minutes from Cold Spring, providing convenient access to Highland Falls and its surroundings. The 3.6-acre property features direct access to Hudson Valley hiking trails, a heated writing studio, and is within walking distance of farm-to-table restaurants, accommodating up to 4 guests.
9.9 41 reviews
Bear Mountain, NY
20/06 – 26/06
$962/nighttotal: $5772 (6 )
Tranquil Hudson Valley Retreat With Cedar Hot Tub
1 4
apartment , Peekskill
This mid-century modern property is situated on a secluded wooded acre near Cold Spring and Peekskill, New York, approximately 24km from West Point and 80km from New York City, offering easy access to the Appalachian Trail and the Hudson River. The two-bathroom dwelling sleeps six guests and boasts a well-equipped kitchen with high-end appliances, a cedar hot tub, and access to a fitness centre, garden, and parking; nearby attractions include Cold Spring and Peekskill's riverside boutiques and restaurants, and the Garrison train station provides convenient access to NYC.
10 6 reviews
Bear Mountain, NY
20/06 – 26/06
$734/nighttotal: $4404 (6 )
Private Space In Peekskill Near West Point
1 4
apartment , Peekskill
This one-bedroom flat in Peekskill is a private, detached structure offering exclusive use, located near Depew Park and Blue Mountain, providing convenient access to Annsville water sports, the Hudson River, and is a short drive from West Point, Cold Spring, Garrison, and Bear Mountain. This pet-friendly and family-friendly accommodation for up to four guests features a recently remodelled bathroom, a double bed and a pull-out full bed, off-street parking, and shared outdoor spaces with gardens, with internet and air conditioning provided.
9.8 138 reviews
Bear Mountain, NY
19/06 – 21/06
$471/nighttotal: $942 (2 )
Serene Mountain Top Views Overlooking Hudson River And Surrounding Highlands
1 2
cottage , Fort Montgomery
This charming cottage is situated in the mountains of Fort Montgomery, just a short drive from West Point Academy, Bear Mountain State Park, and Woodbury Common Premium Outlets, offering easy access to both historical sites and outdoor adventures. It has received excellent reviews from previous guests, highlighting its comfortable and convenient features. The cottage provides a cosy space for up to four guests, with a bedroom, bathroom, and a fully equipped kitchenette, all within 60 square metres. Guests can enjoy a private patio, a comfortable living space with central air conditioning and cable TV, and a Tesla destination charger for added convenience.
Best Bear Mountain, NY lodging with a balcony
10 8 reviews
Bear Mountain, NY
20/06 – 26/06
$336/nighttotal: $2016 (6 )
House On The Babbling Brook- Quiet 2br + King Bed!
2 4
apartment , Highland Falls
This Highland Falls holiday home is situated a 2.4km walk from the West Point Museum and a 6.4km drive from Bear Mountain State Park. The 90 square metre property offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, Wi-Fi, and on-site parking, with nearby access to the West Point Golf Course and Lichtenberg Tennis Centre.
10 15 reviews
Bear Mountain, NY
19/06 – 21/06
$1154/nighttotal: $2308 (2 )
Bear Mountain House.
3 2
apartment , Fort Montgomery
This Garrison cottage is located on the mountainside with partial Hudson River views, just minutes from the Bear Mountain Bridge and a short drive to Cold Spring shops and restaurants. The property has excellent user ratings, making it a popular choice for travellers. This comfortable home has three bedrooms and three bathrooms, accommodating up to eight guests. The house offers a range of amenities, including a fully equipped kitchen, a terrace with outdoor furniture, a garden, and parking.
9.8 68 reviews
Bear Mountain, NY
20/06 – 27/06
$1716/nighttotal: $12012 (7 )
Secluded Getaway: Bear Mt, Cold Spring, Beacon, West Point!
3 2
apartment , Fort Montgomery
This three-bedroom apartment, situated just an hour from New York City and ten minutes from West Point, offers a serene mountain escape with stunning views. It has received excellent ratings for its location, cleanliness, and overall experience. The apartment features a spacious living area with a large lounge and game room, ideal for family gatherings or entertaining guests. Enjoy the peace and privacy of the five-acre property, equipped with a heated swimming pool, all-year hot tub, and a spacious deck, perfect for relaxing and taking in the scenic surroundings.
Frequently Asked Questions about short term rentals in Bear Mountain, NY
What attractions should you visit during a week-long stay in Bear Mountain State Park, New York?
A week at Bear Mountain State Park offers plenty to explore! Definitely hike to the summit of Bear Mountain for panoramic views of the Hudson Highlands. Spend a day at Hessian Lake, enjoying swimming, boating, or simply relaxing by the water. The Trailside Museums and Zoo is a must-see, especially for families. Consider exploring the Perkins Memorial Drive for scenic drives and overlooks. For a longer hike, check out the Appalachian Trail sections that pass through the park. If time allows, take a day trip to nearby Harriman State Park, which offers even more hiking trails and lakes.
What are the best short term rentals in Bear Mountain, NY?
What attractions should you visit if you spend a month in Bear Mountain State Park, New York?
A month gives you ample time to fully experience Bear Mountain and the surrounding area. In addition to the attractions mentioned for a week-long stay, you could explore more of the extensive trail system within Bear Mountain State Park and Harriman State Park. Consider renting a kayak or canoe on Hessian Lake for extended exploration. Take day trips to nearby towns like Cold Spring or Beacon, which offer unique shops and restaurants. Visit the nearby Constitution Marsh Audubon Center and Sanctuary for birdwatching. Explore the many historical sites in the Hudson Valley region, such as West Point.
What are the best short term rentals with a pool in Bear Mountain, NY?
Can visitors to Bear Mountain State Park, New York witness any unique natural cycles, like cherry blossom season or autumn colors?
Absolutely! Bear Mountain State Park is stunning in the fall, with vibrant autumn colors typically peaking in mid-October to early November. While cherry blossoms aren't as prominent as in some other areas, the park's various trees and wildflowers provide beautiful displays throughout the spring and summer months.
What are the best short term rentals with a jacuzzi in Bear Mountain, NY?
What are the most meaningful ways to engage with locals and discover the culture in and around Bear Mountain State Park, New York?
To connect with the local culture, visit the shops and restaurants in nearby towns like Cold Spring and Beacon. Many local artisans and businesses showcase the region's history and character. Attend a local event or festival if one is happening during your visit. Consider striking up conversations with park rangers or other visitors; they often have great insights and recommendations.
What are the best short term rentals for families and kids in Bear Mountain, NY?
Are there any distinctive cultural activities or hands-on workshops in or near Bear Mountain State Park, New York?
The area around Bear Mountain offers various cultural activities. The nearby towns often host art walks, farmers' markets, and other community events. Check local listings for workshops on hiking, nature photography, or other outdoor skills. Many studios and galleries in nearby towns offer art classes and workshops.
What are some secret spots or hidden treasures to visit in and around Bear Mountain State Park, New York?
While there aren't truly 'secret' spots, some lesser-known trails and viewpoints offer a more secluded experience. Explore the less-traveled trails branching off the main paths within the park. Look for quiet spots along the shoreline of Hessian Lake. The area around the Hudson River offers some beautiful, less crowded vistas.
What should not be left out of your suitcase if you are going to Bear Mountain State Park, New York?
Pack comfortable hiking boots, layers of clothing for varying weather conditions, rain gear, insect repellent, sunscreen, a hat, and a reusable water bottle. Binoculars are great for birdwatching and enjoying the views. A good map of the park's trails is also recommended.
What are the most popular festivals in the Bear Mountain State Park, New York area?
Bear Mountain State Park itself doesn't typically host large festivals. However, nearby towns and cities often have events. Check local listings closer to your travel dates for specific events. The Hudson Valley region is known for its vibrant arts and culture scene, so numerous smaller festivals and events occur throughout the year.
Nearby regions
Best Bear Mountain, NY lodging with a kitchen
9.3 81 reviews
Bear Mountain, NY
20/06 – 26/06
$1696/nighttotal: $10176 (6 )
Charming Riverview House At The Inn On The Hudson
1 4
apartment , Peekskill
This three-bedroom apartment is situated on the grounds of the Inn on the Hudson in Peekskill, offering stunning views of the Hudson River and easy access to the town's attractions. It has received excellent ratings for its location, cleanliness and overall experience. The two-storey home comfortably accommodates up to eight guests and features a fully equipped kitchen, a private deck, and access to the hotel's amenities, including a seasonal outdoor pool, a gazebo area, and a dog walking area.
Bear Mountain, NY
20/06 – 27/06
$1874/nighttotal: $13118 (7 )
Hikers Dream Getaway
1 2
apartment , Nelsonville
This Hudson Valley home, located in Nelsonville, offers direct access to the Appalachian Trail and is situated on a three-acre property. This four-bedroom, three-bathroom house sleeps eight guests and boasts a modern country design, including a new kitchen and great room ideal for entertaining, plus a master suite with a private bathroom and exercise area.
10 26 reviews
Bear Mountain, NY
20/06 – 27/06
$991/nighttotal: $6937 (7 )
Old Grad House, Within Cadet Walking Privileges
1 2
apartment , Highland Falls
This historic castle is situated in Highland Falls, just a short distance from West Point's Michie Stadium, Buffalo Soldiers, and Thayer Gate, making it an ideal base for exploring the academy. The three-bedroom castle, decorated with West Point memorabilia, offers a unique and immersive experience for visitors interested in the academy's history and traditions.
9.7 136 reviews
Bear Mountain, NY
20/06 – 27/06
$710/nighttotal: $4970 (7 )
Bear Mtn Haus Near Hiking Trails
1 2
apartment , Fort Montgomery
This Garrison cottage is located on the mountainside with partial Hudson River views, just a short drive from the Bear Mountain Bridge and 60 minutes from NYC. The property has received excellent ratings for its location, cleanliness, and overall experience. The three-bedroom, three-bathroom home comfortably accommodates eight guests. It features a well-equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, and parking. Guests can enjoy breathtaking scenery, access nearby hiking trails, and take advantage of the private terrace with wildlife viewing.
Best Bear Mountain, NY lodging with laundry available
9.8 23 reviews
Bear Mountain, NY
19/06 – 21/06
$651/nighttotal: $1302 (2 )
Walk To Wp Gate + Free Parking!
2 2
apartment , Highland Falls
This Highland Falls apartment is conveniently located less than 1.6km from the United States Military Academy, the Hudson River, and the West Point Museum, offering easy access to these key attractions. The two-bedroom property, sleeping up to six guests, boasts a fully equipped kitchen including a dishwasher, in-unit laundry, free Wi-Fi, on-site parking, and a terrace; Christl Arena and Michie Stadium are also within 3.2km.
10 1 review
Bear Mountain, NY
19/06 – 21/06
$273/nighttotal: $546 (2 )
"Welcome To Our Basement Suite, Where Humor And Professionalism Coexist!
1 2
apartment , Peekskill
This Peekskill holiday home is conveniently located within a 2.4km walk of Depew Park, the Hudson Valley Center for Contemporary Art, and Blue Mountain Reservation, with the Paramount Hudson Valley Theatre and Peekskill Museum less than 1.6km away. The one-bedroom, one-bathroom property sleeps two guests and offers amenities including free Wi-Fi, a Smart TV, and an on-site fitness centre; nearby attractions include the Peekskill city centre (a 2.4km walk away).
9.8 38 reviews
Bear Mountain, NY
19/06 – 21/06
$612/nighttotal: $1224 (2 )
Beautiful First Flr, 2-bedroom Apt W/ Free Parking
1 2
apartment , Highland Falls
This Highland Falls apartment is conveniently located one block from Main Street, offering easy access to Highland Falls' restaurants and amenities. The two-bedroom flat sleeps six, includes a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, designated parking, and a sleeper sofa for extra guests.
10 7 reviews
Bear Mountain, NY
19/06 – 21/06
$835/nighttotal: $1670 (2 )
Lovely 3br Home With Parking-walk To Wp Gate!
3 2
apartment , Highland Falls
This Highland Falls holiday home is situated a short 1.6km walk from the United States Military Academy, the Hudson River, and the West Point Museum, with Christl Arena and Michie Stadium within 3.2km. This three-bedroom property sleeps eight guests, boasting a fully equipped kitchen, private patio, garden, free Wi-Fi, and parking, perfect for families or groups visiting West Point.