Bearsville holiday lettings

We found 396 holiday rentals — enter your dates for availability

Discover a selection of 18 homes and other holiday rentals in Bearsville that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Bearsville

Showing deals for:6 Mar - 13 Mar

Image gallery for PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

A perfect getaway
9.6 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

Mount Tremper, NY

6% off
Price is £1,798
for 7 nights, 1 cabin
£257 per night
includes taxes & fees
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

Find spaces that suit your style

Find the perfect holiday rental for your Bearsville getaway

Learn about the unique charm of Bearsville with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Bearsville

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

  • Hunter Mountain (11.6 mi / 18.6 km)
  • Indian Head Mountain (7 mi / 11.3 km)
  • Mountain Trails Cross Country Ski and Snowshoe Center (10.7 mi / 17.2 km)
  • Copperhood Retreat & Spa (11 mi / 17.8 km)
  • Kaaterskill Falls (11.6 mi / 18.6 km)
  • Straus Center - Frost Valley YMCA (17.1 mi / 27.6 km)

Exploring the natural features in Bearsville

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Bearsville is a great place to get out in nature. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Overlook Mountain Trailhead (2.8 mi / 4.4 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (4.7 mi / 7.6 km)
  • Esopus Creek (10.1 mi / 16.3 km)
  • Saugerties Village Beach (10.8 mi / 17.4 km)
  • Kaaterskill Falls (11.6 mi / 18.6 km)
  • Catskill Mountains (11.7 mi / 18.8 km)

Transport options to and around Bearsville

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 28.8 mi (46.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Bearsville when booking a holiday rental?
When considering a holiday rental in Bearsville, New York, a popular area to stay is near the picturesque Woodstock town centre. This charming neighbourhood is just a stone's throw away from Bearsville and offers a delightful blend of art, culture, and nature. The vibrant atmosphere of Woodstock is superb for those looking to explore local galleries, unique shops, and an array of dining options. A must-visit attraction in this area is the iconic Woodstock Music Festival site, which celebrates the town's rich musical history. Additionally, the nearby Catskill Mountains provide stunning hiking trails and breathtaking vistas, making it an ideal spot for outdoor enthusiasts.
How much does it cost to rent a holiday home in Bearsville?
Prices for holiday rentals in Bearsville 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Bearsville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Bearsville holiday house rentals?
You can find great discounts on house rentals in Bearsville on Vrbo, 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.
Where are the best Bearsville ski resort rentals?
For the best ski resort rentals near Bearsville, New York, travellers should consider the nearby area of Woodstock, which is renowned for its vibrant arts scene and charming atmosphere. This picturesque town offers a variety of holiday accommodations, including rustic cabins and modern chalets, many of which feature amenities such as fully equipped kitchens, spacious living areas, and outdoor decks with scenic views of the surrounding mountains.

In addition to Woodstock, the town of Phoenicia is also close to Bearsville and provides a range of rental options. Here, visitors can find cosy cottages and larger family homes, often equipped with amenities like wood-burning stoves, hot tubs, and easy access to local hiking trails. The area is superb for those looking to enjoy both skiing and the natural beauty of the Catskills.
What is the most popular type of holiday rental accomodation in Bearsville?
In Bearsville, holiday houses are the most popular type of rental, with around 14 available in the area. These properties typically offer spacious interiors, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many houses feature outdoor spaces, such as gardens or decks, great for relaxing after a day of exploring the beautiful surroundings. Additionally, there are several cottages, cabins, and chalets available, which provide a more rustic charm and often include amenities like fireplaces and scenic views.
Are there any family house rentals in Bearsville?
In Bearsville, New York, there is a solid selection of family-friendly homes, with around 18 options available. This charming area offers a blend of natural beauty and cultural attractions, making it an excellent choice for families. Many of the properties feature spacious living rooms, fully equipped kitchens for preparing meals together, and outdoor areas where children can play or explore. Common amenities include Wi-Fi, laundry facilities, and sometimes even fire pits for cosy evenings under the stars.
Can I rent a holiday home with a pool or hot tub in Bearsville?
In Bearsville, New York, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque area, located in the scenic Hudson Valley, offers a tranquil escape for travellers. Many of these properties come equipped with private pools, outdoor hot tubs, and spacious patios, ideal for relaxing after a day of exploring the beautiful surroundings.
Can I find long-stay holiday rentals in Bearsville?
A long-stay holiday rental in Bearsville 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Bearsville?
In Bearsville, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals come with amenities such as spacious outdoor areas, allowing pets to roam freely, and fully equipped kitchens for convenient self-catering. Some properties may also feature cosy fireplaces and comfortable living spaces, ideal for relaxing after a day of exploring the beautiful surroundings.
Are there any remote work holiday rentals in Bearsville?
In Bearsville, there are numerous remote work holiday rentals available, with around 23 options to choose from. This charming area, located in the scenic Hudson Valley, provides a peaceful environment ideal for those looking to balance work and leisure. Many of the properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated office spaces, and comfortable desks, often complemented by ergonomic chairs and computer monitors to enhance productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Bearsville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Bearsville 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 on Vrbo 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.
What are popular rental amenities in Bearsville?
In Bearsville, popular rental amenities include fully equipped kitchens, which are essential for those who enjoy cooking. Travellers can expect cookware, dishware, and utensils to be provided, along with modern appliances such as refrigerators and microwaves. Many rentals also feature patios, offering a pleasant outdoor space to relax and take in the serene surroundings.
When is the best time to visit Bearsville for a holiday rental?
September is the most popular time to visit Bearsville, offering a delightful blend of mild weather and vibrant autumn colours. This period falls within the peak season, which spans from July to September, and is particularly appealing for travellers seeking a serene escape amidst nature's stunning transformation. As the summer crowds begin to thin, the picturesque landscape presents a superb backdrop for outdoor activities such as hiking and exploring the charming local art scene.

During September, temperatures in Bearsville typically hover around the low to mid-20s Celsius, providing a comfortable climate for sightseeing and enjoying the great outdoors. The scenic trails and nearby attractions become even more inviting as the leaves begin to change, making it an ideal time for photography enthusiasts and nature lovers alike.

For those looking to enjoy Bearsville on a budget, November offers a quieter experience with fewer tourists. This month can be a hidden gem, allowing visitors to relish the peaceful atmosphere and explore local attractions without the hustle and bustle of peak season.
How early should I book a Bearsville holiday rental?
Book your Bearsville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Bearsville home rental booking on Vrbo?
To find Bearsville holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Bearsville holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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