Bear Mountain, New York holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Bear Mountain to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. Whatever you're looking for, you're sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Bear Mountain

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Sleeps 4 · 1 bedroom · 1 bathroom

Luxurious & Historic Orchard Hill Estate farmhouse/mansion built 1859

Stunning Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Secluded luxury, 1 hr NYC

Sleeps 25 · 8 bedrooms · 5 bathrooms

The front door leads to a porch, patio, and small yard.

Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.

Sleeps 4 · 2 bedrooms · 1 bathroom

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The majestic setting of Bear Mountain is ready to explore

The mountains, lake and forests display a scene truly unique to Bear Mountain. This scenic city is known for its hiking, riverfront and shopping. Woodbury Common Premium Outlets and LEGOLAND® New York are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Bear Mountain

Do you want to find attractions to see while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Bear Mountain has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

LEGOLAND® New York (17.2 mi / 27.6 km)
Brotherhood Winery (11.9 mi / 19.1 km)
Putnam County Golf Course (12.9 mi / 20.8 km)
Ice Time Sports Complex (15.3 mi / 24.6 km)
Mount Peter Ski Area (16.5 mi / 26.5 km)
West Point Golf Course (4.7 mi / 7.6 km)

Exploring the natural features in Bear Mountain

Travellers enjoy Bear Mountain for its mountain views, lakeside setting and riverfront. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Bear Mountain. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

Lake Tiorati Beach (5.9 mi / 9.5 km)
Storm King State Park (7.2 mi / 11.6 km)
Lake Welch Beach (7.2 mi / 11.6 km)
Storm King Art Center (8.1 mi / 13.1 km)
Hudson Highlands State Park (8.6 mi / 13.9 km)
Oscawana Lake (8.9 mi / 14.4 km)

How to get to and around Bear Mountain

The nearest airport is in Newburgh, NY (SWF-Stewart Intl.), located 13.4 mi (21.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into White Plains, NY (HPN-Westchester County), which is 22.8 mi (36.8 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Bear Mountain?

Length of stay, property type and season are some of the things that can influence the price of a holiday home. Simply add your dates of travel to find your dream escape. From comfy cabins to expansive luxury villas, all Stayz holiday homes provide amazing value.

How much does it cost to rent a beach house in Bear Mountain?

Prices for beach houses in Bear Mountain will vary depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Stayz and how many guests to see your options and prices. From there you can use our filters to tailor your search by amenities, ratings, nearby activities and more.

What are the top attractions for families in Bear Mountain?

There are plenty of wonderful things to do and see with the family in Bear Mountain, including:

West Point Museum
Michie Stadium
Eisenhower Hall Theatre

How old do you have to be to rent a holiday home in Bear Mountain?

The minimum age can differ between properties on Stayz, so double-check the rules of the holiday home in Bear Mountain you want to book. But normally, it’s 16, 18 or 21.

How long can I rent a holiday home in Bear Mountain for?

How long you can rent a holiday home in Bear Mountain varies according to the property. Just enter your selected travel dates to see a list of options offering extended stays. With tons of features like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to discover someplace just right to call your home away from home in Bear Mountain.