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Bear Mountain, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Bear Mountain, NY

Best Bear Mountain, NY vacation rentals with a balcony

Bear Mountain House. - Bear Mountain, NY
10 17 reviews

Bear Mountain House.

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.
Luxury 10br W/pool, Hot Tub & Pizza Oven - Bear Mountain, NY
No reviews

Luxury 10br W/pool, Hot Tub & Pizza Oven

house, Stony Point
This 10-bedroom, 9-bathroom luxury rental home in Stony Point is located conveniently near the United States Military Academy and the Historical Society of Rockland County.
This pet-friendly residence accommodates up to 25 guests with a resort-style backyard featuring a pool, hot tub, and outdoor kitchen, plus a private driveway with parking.
Cozy 3bedroom Home In Highland Falls, Only A Five-minute Walk From West Point Ny - Bear Mountain, NY
9.6 4 reviews

Cozy 3bedroom Home In Highland Falls, Only A Five-minute Walk From West Point Ny

apartment, Highland Falls
This Highland Falls condo offers proximity to West Point Military Academy and Thayer, located just 5 blocks away, and is 5.2 miles from Bear Mountain State Park.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features air conditioning, a full kitchen with a microwave and dishwasher, and on-site parking, making it ideal for exploring nearby historical sites and shopping outlets.
Discover Natures Glory! Perfect Family Home - Bear Mountain, NY
8.8 6 reviews

Discover Natures Glory! Perfect Family Home

apartment, Fort Montgomery
This Highland Falls vacation rental, near Fort Montgomery, offers easy walking access to local shops and restaurants, and is a 12-minute drive from West Point.
The three-bedroom, two-bathroom apartment sleeps eight, features a fully equipped kitchen with a fridge and microwave, a terrace, garden, parking, internet access, and air conditioning.

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.

West Point Hudson Valley Getaway - Bear Mountain, NY
9.9 67 reviews

West Point Hudson Valley Getaway

apartment, Highland Falls
This charming apartment is located in the Ondaora Park community in Highland Falls, just a short distance from Thayer Gates and West Point. It has received excellent ratings for its cleanliness, location, and overall experience.
The entire house is available for rent, accommodating up to six guests. The apartment offers a range of amenities including a swimming pool, garden, parking, and a fully equipped kitchen with a refrigerator and dishwasher.
Charming Highland Falls Home < 2 Mi To West Point! - Bear Mountain, NY
10 13 reviews

Charming Highland Falls Home < 2 Mi To West Point!

apartment, Highland Falls
This Highland Falls vacation home is located less than a mile from the United States Military Academy and Bear Mountain State Park, offering easy access to historical sites and outdoor recreation.
This 1740-square-foot house features six bedrooms, three bathrooms, sleeps twelve guests, and includes amenities such as a fully equipped kitchen, air conditioning, free internet, and outdoor barbecue grills.
West Point Rest Stop - Bear Mountain, NY
9.8 41 reviews

West Point Rest Stop

apartment, Highland Falls
This Highland Falls apartment rental is conveniently located near Main Street and the West Point Museum, offering easy access to Bear Mountain State Park, Woodbury Common Premium Outlets, Legoland New York, and Resorts World Catskills Casino.
The two-bedroom, one-bathroom unit sleeps five and includes a kitchen with a refrigerator, microwave, and dishwasher, plus air conditioning and internet access; guests can enjoy nearby restaurants and shops.
West Point At Your Doorstep! Walk To Academy  Mountain Views  Easy Parking - Bear Mountain, NY
9.4 30 reviews

West Point At Your Doorstep! Walk To Academy Mountain Views Easy Parking

apartment, Highland Falls
This Highland Falls apartment is located within a 10-minute walk of the United States Military Academy, Hudson River, and West Point Museum, offering easy access to these popular attractions. It boasts excellent user ratings, indicating a comfortable and enjoyable stay. This 2-bedroom, 1-bathroom rental is 900 square feet and can accommodate up to 6 guests. The apartment includes a fully equipped kitchen, air conditioning, free Wi-Fi, parking, and a spa, providing a comfortable and convenient base for exploring the surrounding area.

Frequently Asked Questions about vacation rentals in Bear Mountain, NY

Popular destinations

Best Bear Mountain, NY vacation rentals with a fireplace

West Point-themed | 3br  2ba Near Thayer Gate - Bear Mountain, NY
10 54 reviews

West Point-themed | 3br 2ba Near Thayer Gate

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.
Hudson Valley Mountaintop Riverview - Bear Mountain, NY
9.9 182 reviews

Hudson Valley Mountaintop Riverview

apartment, Highland Falls
Highland Falls apartment is a spacious and comfortable 3-bedroom, 2-bathroom apartment located 50 miles from Manhattan in the Hudson Valley. It boasts stunning panoramic views of the Hudson River and Valley and is nestled near the Appalachian Trail and several historical landmarks. With excellent user, location, and cleanliness ratings, this apartment is a great choice for travelers visiting Highland Falls.
The apartment features a chef's kitchen, open living area, and large windows with expansive views. It can comfortably accommodate up to 8 guests in real beds. Amenities include air conditioning, a garden, parking, and internet access. Pets are also welcome upon prior notice.
Cozy Retreat W/ Pool, Cinema Room & Fire Pit - Bear Mountain, NY
9.9 132 reviews

Cozy Retreat W/ Pool, Cinema Room & Fire Pit

apartment, Lake Mohegan
This charming cottage is located in Putnam Valley, just a short drive from Cold Spring and the Hudson River, offering a peaceful retreat in a wooded setting. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience.
The cozy cabin features three bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a private pool, and a spacious deck with breathtaking sunset views over the Hudson Valley.
Crystal Cottage Retreat - Bear Mountain, NY
9.7 69 reviews

Crystal Cottage Retreat

apartment, Highland Falls
This Highland Falls vacation home, a recently renovated 1929 Garrison cottage, sits on a one-acre lot in the Hudson Valley, a short drive from stunning hiking trails.
This two-bedroom, one-bathroom house sleeps six, boasting a modern kitchen with dishwasher, air conditioning, a fireplace, sunroom, patio with charcoal grill, and Wi-Fi; it's a 1.5-hour train ride from New York City.

Best Bear Mountain, NY vacation rentals with a sauna

Gorgeous Garrison Gem Sauna, Spa 5 Min Cold Spring - Bear Mountain, NY
9.6 102 reviews

Gorgeous Garrison Gem Sauna, Spa 5 Min Cold Spring

apartment, Highland Falls
This 5-bedroom, 2-bathroom farmhouse is located in Garrison, New York, a charming town just an hour north of New York City and a short distance from West Point. It has received excellent ratings for user experience, location, and cleanliness.
The home can comfortably accommodate up to 9 guests. It offers a range of amenities, including a swimming pool, jacuzzi, garden, parking, and a fully equipped kitchen, making it perfect for families or groups looking for a relaxing getaway.

Guest-Favorite Luxury Vacation Rentals in Bear Mountain, NY

For a top-tier experience, choose a luxury vacation rental in Bear Mountain, NY that delivers on every front.

Cozy West Point Hide Away And Cadets Get Away - Bear Mountain, NY
9.9 124 reviews

Cozy West Point Hide Away And Cadets Get Away

resort, Highland Falls

Top-Rated Pet-Friendly Vacation Rentals in Bear Mountain, NY

These dog-friendly vacation rentals and Airbnbs in Bear Mountain, NY offer wide-open spaces and easy access to local pet-friendly hiking trails.

Beautiful First Flr, 2-bedroom Apt W/ Free Parking - Bear Mountain, NY
10 7 reviews

Beautiful First Flr, 2-bedroom Apt W/ Free Parking

apartment, Highland Falls
Walk To Wp Gate + Free Parking! - Bear Mountain, NY
9.8 24 reviews

Walk To Wp Gate + Free Parking!

apartment, Highland Falls
Modern 3bd West Point Usma House W/ Hottub! - Bear Mountain, NY
10 110 reviews

Modern 3bd West Point Usma House W/ Hottub!

apartment, Highland Falls
Lovely 3br Home With Parking-walk To Wp Gate! - Bear Mountain, NY
9.6 137 reviews

Lovely 3br Home With Parking-walk To Wp Gate!

apartment, Highland Falls

Compare Vacation Rentals with a Pool in Bear Mountain, NY

A vacation rental with a pool in Bear Mountain, NY provides a refreshing dip to cool off after a day of hiking.

Cozy Retreat W/ Pool, Cinema Room & Fire Pit - Bear Mountain, NY
9.6 16 reviews

Cozy Retreat W/ Pool, Cinema Room & Fire Pit

cottage, Lake Mohegan

Check Out Vacation Rentals with a Hot Tub in Bear Mountain, NY

Soak in the scenery with a hot tub at these exclusive vacation rentals in Bear Mountain, NY.

Green Country Home ~ Hot Tub ~ Privacy - Bear Mountain, NY
9.9 37 reviews

Green Country Home ~ Hot Tub ~ Privacy

apartment, Highland Falls
'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit - Bear Mountain, NY
9.8 63 reviews

'The Glabin’: Garrison Gem W/ Hot Tub & Fire Pit

house, Peekskill
Foxglove Farm - Bear Mountain, NY
9.8 276 reviews

Foxglove Farm

apartment, Nelsonville
Cozy Mountain Apartment Near Bear Mtn And Usma - Bear Mountain, NY
9.9 33 reviews

Cozy Mountain Apartment Near Bear Mtn And Usma

house, Fort Montgomery
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