Bearsville, New York Vacation Rentals

Explore 143 rental homes and villas in Bearsville, New York for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $107 per night with homes containing as many as 11 bedrooms and 7 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Bearsville Overview
Escape to the enchanting hamlet of Bearsville, New York, a hidden gem tucked away in the lush embrace of the Catskill Mountains. This idyllic retreat, mere miles from the pulsing heart of Woodstock, is a sanctuary for those who seek the arts, tranquility, and the embrace of nature. Bearsville is renowned for its Bearsville Theater, an iconic venue steeped in musical lore. Here, the walls resonate with the echoes of famed and emerging musicians alike, offering an intimate experience that captivates the soul of any music lover. The theater's storied past and cozy ambiance make it a must-visit for an unforgettable night out. Nature's call is answered with the majestic trails of the Catskills, inviting adventurers of all levels to explore. Whether it's a soothing walk by the streams or an invigorating ascent to the peaks, the views are as rewarding as the journey. The Ashokan Reservoir, with its tranquil waters and picturesque paths, is perfect for those who prefer a gentle bike ride or a reflective stroll. Bearsville's culinary scene is a celebration of the senses, with the Bear Café offering a symphony of farm-to-table flavors beside a charming brook. For a taste of the exotic, the Little Bear Chinese restaurant provides a warm, inviting atmosphere to savor Eastern delights. The allure of Bearsville is magnified by its proximity to Woodstock, a town brimming with eclectic shops, vibrant galleries, and a rich tapestry of cultural events like the Woodstock Film Festival. The town's legacy, tied to the legendary 1969 music festival, infuses it with an air of historical and cultural significance. Imagine the luxury of retreating to a private home rental in Bearsville, where the comfort of having a space all to yourself enhances the experience. Many of these homes are pet-friendly, welcoming your furry companions to join in the serenity of your stay. For those warm summer days, select from an array of homes boasting their own swimming pools, offering a refreshing private oasis. While Bearsville may not boast a beachfront, the waterfront serenity of the nearby Ashokan Reservoir more than compensates, providing a peaceful backdrop for your getaway. The area is also a haven for wellness, with retreats and yoga workshops frequently nestled amidst the natural splendor. Bearsville, New York, is more than a destination; it's a retreat for the soul. Here, you can indulge in the arts, feast on local gastronomy, and surrender to the beauty of the Catskills. Whether seeking a brief respite or an extended sojourn, Bearsville invites you to unwind and rejuvenate in its captivating mountain embrace.
Cultural Attractions in Bearsville
Bearsville, New York, nestled in the heart of the Catskill Mountains, offers a serene and inspiring retreat for travelers with a passion for the arts, history, and local customs. This quaint hamlet, located just a few miles from the vibrant town of Woodstock, is a haven for those seeking a cultural experience that is both intimate and authentic. Begin your cultural exploration at the Bearsville Theater, a cornerstone of the local music scene. This iconic venue, founded by music industry legend Albert Grossman, has a storied history of hosting performances by renowned artists and continues to be a gathering place for live music enthusiasts. The intimate setting allows for an up-close and personal experience with musicians, ranging from local talent to international acts. Art lovers will find solace in the numerous galleries and studios that dot the surrounding area. The Woodstock Artists Association and Museum (WAAM) is a short drive away and showcases a diverse array of contemporary and historical works by local artists. WAAM also offers a glimpse into the region's rich artistic heritage, which dates back to the early 20th century when the area became a mecca for bohemian artists. History buffs can delve into the past at the Historical Society of Woodstock, where exhibitions and archives tell the story of the town's evolution from a small milling community to a symbol of peace and music, especially after the famous 1969 Woodstock Festival. Although the festival itself took place in Bethel, NY, Woodstock remains synonymous with the era's counterculture movement. Local customs and the spirit of the Catskills are best experienced through the area's community events and workshops. The Woodstock School of Art offers classes and workshops for those interested in honing their artistic skills in a variety of mediums, surrounded by the natural beauty that has inspired generations of artists. For a taste of local cuisine and to mingle with residents, visit the Bearsville Center, which houses a restaurant and a farmers market. Here, you can enjoy farm-to-table dining and purchase locally made products, reflecting the community's commitment to sustainability and support for local artisans. Bearsville and its surroundings are a cultural microcosm where the arts flourish amidst the tranquility of nature. It's a place where history is cherished, local customs are celebrated, and the arts are an integral part of everyday life. Whether you're attending a live concert, exploring art galleries, or participating in local traditions, Bearsville offers a rich and rewarding cultural experience.
Kids IconFamily friendly activities in Bearsville
Bearsville, New York, nestled in the heart of the Catskills, is a delightful destination for families traveling with children. This quaint hamlet offers a serene escape from the hustle and bustle of city life, with plenty of activities to keep the little ones engaged and entertained. One of the main attractions in Bearsville is the Woodstock Farm Sanctuary, where children can learn about and interact with rescued farm animals. It's a compassionate environment that educates visitors on animal welfare while allowing kids to get up close with goats, pigs, cows, and chickens. For those seeking outdoor adventure, the nearby Catskill Mountains provide ample opportunities for hiking and exploring. Families can take a leisurely walk along the many trails, suitable for all ages, and enjoy the natural beauty of the region. The streams and forests are perfect for a day of picnicking and wildlife spotting. During the warmer months, the Bearsville Theater offers an array of family-friendly events, including live music and performances that can captivate children's imaginations. The theater's laid-back atmosphere is perfect for introducing kids to the arts in a setting that feels both exciting and comfortable. For a unique experience, visit the nearby town of Woodstock, where the spirit of the famous 1969 music festival still lingers. Here, families can browse through eclectic shops, enjoy local eateries with kid-friendly menus, and take part in creative workshops often held in the town square. The area's rich history can be explored at the Historical Society of Woodstock, where children can learn about the region's past through engaging exhibits and storytelling sessions. It's a great way to combine education with entertainment, ensuring that young minds stay curious and informed. When it's time to relax, Bearsville's scenic landscape offers the perfect backdrop for a family picnic or a leisurely stroll. The Sawkill Creek, with its gentle waters, is a lovely spot for children to play and splash around on a sunny day. Bearsville, with its charming rural atmosphere and array of child-friendly activities, is an ideal destination for families looking to create lasting memories in the heart of nature. Whether it's through animal encounters, outdoor adventures, or cultural experiences, there's something in Bearsville to delight every member of the family.
Nature IconOutdoor activities in Bearsville
Bearsville, New York, nestled in the heart of the Catskill Mountains, is a sanctuary for outdoor enthusiasts and nature lovers. This quaint hamlet offers a serene escape into the wilderness, with a plethora of activities to immerse oneself in the beauty of the natural world. The Catskill Mountains themselves are a treasure trove of outdoor adventures. Hiking is a popular activity, with trails ranging from easy walks to challenging climbs. Overlook Mountain, with its well-trodden path leading to stunning views and the ruins of an old hotel, is a favorite among hikers. The nearby Indian Head Mountain offers a more rugged terrain for those seeking a vigorous hike with rewarding vistas. Bearsville is also a gateway to the Catskill Park, a protected area with over 700,000 acres of forested mountains and valleys. The park's extensive network of trails invites hikers, mountain bikers, and nature photographers to explore its diverse ecosystems. In the winter, these trails become a playground for snowshoeing and cross-country skiing, offering a peaceful way to enjoy the snowy landscape. For water enthusiasts, the Esopus Creek is a highlight. Renowned for its fly fishing, the creek is home to a healthy population of trout, making it a prime spot for anglers. Kayaking and tubing down the Esopus provide a thrilling way to cool off during the summer months, with the creek's clear waters winding through picturesque scenery. Bearsville's proximity to the Ashokan Reservoir is another draw. The reservoir's vast expanse of water is surrounded by a scenic path perfect for walking, biking, and bird-watching. The area around the reservoir is known for its bald eagle sightings, adding a touch of majesty to the tranquil environment. For those seeking a more leisurely outdoor experience, the local farms and orchards offer a chance to connect with the land. Pick your own fruits, enjoy a hayride, or simply savor the fresh produce and homemade goods at a local farmer's market. As the day winds down, the clear mountain skies of Bearsville provide a spectacular backdrop for stargazing. Away from the light pollution of larger cities, the stars shine brightly, offering a moment of reflection and wonder at the universe's vast beauty. In Bearsville, the natural world is not just a backdrop but a central character in the traveler's journey. It's a place where the mountains whisper ancient stories, the waters invite playful exploration, and the forests provide a haven for wildlife and humans alike.
Weather IconWeather in Bearsville
Bearsville, New York, nestled in the heart of the Catskill Mountains, experiences a four-season climate that offers a diverse range of weather conditions throughout the year, each with its own unique appeal. Winter, from December to February, is cold and often snowy, with temperatures typically ranging from the low 20s to mid-30s Fahrenheit (-6°C to 2°C). This season transforms the landscape into a picturesque winter wonderland, ideal for cozying up by the fire after a day of exploring the snowy outdoors. Spring, from March to May, brings a gradual warming trend with temperatures ranging from the mid-40s to the high 60s Fahrenheit (7°C to 20°C). The melting snow gives way to blooming flora, and the fresh, crisp air is perfect for hiking and enjoying the natural rebirth of the region. Summer, from June to August, is the warmest time of the year, with temperatures often reaching the high 70s to mid-80s Fahrenheit (25°C to 29°C). Humidity can be moderate, making for warm but comfortable days. This is a popular time for visitors who enjoy outdoor activities such as hiking, fishing, and attending local festivals. Autumn, from September to November, is a particularly enchanting time in Bearsville, as the foliage turns to vibrant shades of red, orange, and yellow. Temperatures during this season range from the low 50s to the high 60s Fahrenheit (10°C to 20°C). The crisp air and stunning fall colors make this a favorite time for leaf-peeping and enjoying the harvest season. Precipitation is fairly evenly distributed throughout the year, with occasional rain showers and thunderstorms in the warmer months and snowfall in the winter. The area receives an average of 36 to 48 inches of precipitation annually, including snow. The most pleasant weather conditions are often found in late spring and early fall when temperatures are moderate, humidity is lower, and the natural scenery is at its most striking. These times of year offer the best balance for outdoor activities and comfortable exploration of Bearsville's charming surroundings. Whether you're looking to enjoy the snow-covered peaks in winter, the lush greenery of spring, the warm summer sun, or the spectacular autumn colors, Bearsville provides a delightful setting for a getaway in any season.
Transportation in Bearsville
Bearsville, New York, nestled in the heart of the Catskills, is a charming hamlet that offers a serene escape from the hustle and bustle of city life. While it may not have the extensive transportation infrastructure of a major city, there are still several ways to reach and explore this picturesque destination. Travelers typically arrive in Bearsville by car, as it is conveniently located near major highways and is just a short drive from nearby towns such as Woodstock and Kingston. The closest major airport is Albany International Airport, approximately 60 miles to the north, which serves a variety of domestic flights. From the airport, renting a car is the most practical option for reaching Bearsville and exploring the surrounding region. For those who prefer not to drive, bus services such as Trailways of New York offer routes to nearby Woodstock, where you can take a taxi or a local shuttle service to Bearsville. Additionally, the nearest train station is in Rhinecliff, about 22 miles away, with Amtrak providing service to and from New York City and other destinations. Once in Bearsville, getting around is largely dependent on having access to a car, as public transportation options within the hamlet are limited. The area is known for its scenic roads, which are perfect for leisurely drives through the countryside. For those who enjoy cycling, bringing or renting a bike can be a delightful way to take in the natural beauty at a slower pace. Bearsville itself is not particularly walkable in terms of infrastructure like sidewalks and crosswalks, as it is more of a rural community spread out among winding roads and lush landscapes. However, for those staying in a central location, a leisurely stroll around the neighborhood can be quite enjoyable. To fully experience the area's attractions, such as the Bearsville Theater, local eateries, and art galleries, as well as the nearby hiking trails and natural wonders, having a car is advisable. In summary, while Bearsville may not have the public transportation systems of a large city, it is accessible by car and offers a peaceful retreat into nature. The hamlet's rural charm and the surrounding Catskills region are best explored with the freedom of a personal vehicle, allowing visitors to discover the area's hidden gems at their own pace.