Bear Mountain holiday rentals

We found 126 holiday rentals — enter your dates for availability
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.
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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)
  • Rockland Bakery (15.2 mi / 24.4 km)
  • Ice Time Sports Complex (15.3 mi / 24.6 km)
  • Mount Peter Ski Area (16.5 mi / 26.5 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:

  • Manitoga The Russel Wright Design Center (2.8 mi / 4.5 km)
  • Lake Tiorati Beach (5.9 mi / 9.5 km)
  • Boscobel House and Gardens (7.1 mi / 11.4 km)
  • Storm King State Park (7.2 mi / 11.6 km)
  • Lake Welch Beach (7.2 mi / 11.6 km)
  • Hudson Highlands State Park (8.6 mi / 13.9 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

What is the best area to stay in Bear Mountain when booking a holiday rental?
When considering a holiday rental in Bear Mountain, New York, a popular area to stay is near the scenic Bear Mountain State Park. This neighbourhood offers a tranquil atmosphere surrounded by stunning natural beauty, making it great for those who enjoy outdoor activities. The park itself features a variety of attractions, including hiking trails that lead to breathtaking views of the Hudson River and the surrounding mountains. Additionally, the park is home to the renowned Bear Mountain Zoo, which showcases local wildlife and is a delightful spot for families.Another appealing area to consider is the nearby village of Highland Falls. This charming community is located just a short distance from the park and provides easy access to its various recreational opportunities. Highland Falls is known for its picturesque streets and proximity to the West Point Military Academy, which is an iconic landmark. Visitors can explore the historic campus and enjoy the views from the surrounding hills.In terms of holiday rentals, both areas have a range of options to cater to different preferences and budgets, from cosy cabins to larger family homes.
When is the best time to visit Bear Mountain for a holiday rental?
The best time to visit Bear Mountain coincides with its peak season from July to September, when the region comes alive with outdoor enthusiasts seeking vibrant summer adventures. This period offers warm temperatures, typically ranging from 20 to 30 degrees Celsius, superb for hiking, picnicking, and enjoying the scenic beauty of the Hudson Valley. Visitors can engage in a variety of activities, from exploring the picturesque hiking trails to engaging in water sports at nearby lakes.July stands out as the most popular month, attracting families and friends looking to soak in the sun and revel in the lively option of Bear Mountain State Park. The park's stunning vistas and abundant recreational options make it an ideal destination for those who appreciate both nature and social experiences.For those considering a visit on a budget, November presents a lovely opportunity to enjoy the serene landscape at a more affordable rate. While the peak tourist crowds have dissipated, the park offers a tranquil setting for those who appreciate the beauty of autumn foliage and crisp air. This quieter month is superb for peaceful walks and enjoying the last remnants of fall colours.Whether you prefer the bustling energy of summer or the calm charm of late autumn, Bear Mountain provides a variety of experiences to suit your travel preferences.
What are the top attractions in Bear Mountain?
In Bear Mountain, visitors can enjoy a variety of attractions centred around its natural beauty and recreational opportunities. The Bear Mountain State Park is a significant highlight, offering hiking trails, picnic areas, and stunning views of the Hudson River and surrounding mountains. The park is also home to the Bear Mountain Zoo, which features native wildlife and educational exhibits, making it a great spot for families.Additionally, the Perkins Memorial Tower provides panoramic views of the area and is accessible via a scenic hike. For those interested in winter sports, the area offers activities like skiing and snowboarding at nearby resorts. The scenic drive along the Palisades Interstate Parkway is another attraction, showcasing breathtaking views of the landscape, particularly in autumn when the foliage changes colour.
Are all fees included in the Bear Mountain holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Bear Mountain holiday homes with parking?
Stayz offers a wide selection of holiday homes in Bear Mountain with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Bear Mountain holiday homes?
You can find great discounts on holiday homes in Bear Mountain on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Bear Mountain holiday home booking on Stayz?
To find Bear Mountain holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Bear Mountain?
A long-stay holiday home in Bear Mountain is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Bear Mountain holiday home?
Book your Bear Mountain holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Bear Mountain?
Prices for holiday homes in Bear Mountain vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Bear Mountain to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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