Lenox, Massachusetts Vacation Rentals

Explore 15 rental homes and villas in Lenox, Massachusetts 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, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $153 per night with homes containing as many as 7 bedrooms and 5 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Lenox Overview
Nestled in the verdant embrace of the Berkshires, Lenox, Massachusetts, is a quintessential New England gem that offers an enchanting blend of culture, history, and natural splendor. This idyllic retreat is the perfect setting for those who appreciate the finer things in life, from the stirring notes of a symphony to the tranquil beauty of a well-manicured garden. At the heart of Lenox's cultural scene is the illustrious Tanglewood, the summer home of the Boston Symphony Orchestra. This prestigious music venue is a sanctuary for the arts, where patrons can indulge in the auditory delights of classical masterpieces and contemporary compositions. The experience of enjoying a picnic on the lush lawns while absorbing the melodies that float through the Berkshire air is truly unparalleled. For literary and design aficionados, The Mount, the historic estate of the celebrated author Edith Wharton, stands as a testament to her legacy. Visitors can wander through the meticulously restored rooms and stroll the gardens that mirror Wharton's own principles of design and love for nature's beauty. Beyond its cultural landmarks, Lenox is a portal to the great outdoors. The Pleasant Valley Wildlife Sanctuary offers a mosaic of trails for hiking and bird-watching, while the snowy months transform the landscape into a winter sports paradise with nearby skiing and snowshoeing opportunities. The town of Lenox itself exudes old-world charm, with its quaint downtown area brimming with artisanal shops, galleries, and eateries that showcase the region's farm-to-table ethos. The historic Lenox Library further enriches the town's cultural tapestry with its array of community-centric events. For those seeking solace and pampering, Lenox's array of spas and wellness retreats provide a sanctuary for rejuvenation, continuing the town's long-standing reputation as a haven for health and relaxation. To truly immerse yourself in the Lenox experience, consider the luxury of renting a private home. Imagine a space entirely your own, where you can revel in the privacy and comfort of a home away from home. Many of these homes offer pet-friendly accommodations, ensuring that your furry companions can join in on the adventure. For those warm summer days, select homes boast swimming pools, offering a refreshing respite from the day's activities. While Lenox may not be known for its beaches, the serene waterfront of Laurel Lake provides a picturesque setting for kayaking, fishing, or simply unwinding by the water's edge. In Lenox, every stay is tailored to your desires, whether you're seeking a romantic escape, a family adventure, or a solitary retreat. With its rich tapestry of music, art, history, and nature, Lenox, Massachusetts, is not just a destination but a transformative experience waiting to be discovered.
Cultural Attractions in Lenox
Lenox, Massachusetts, nestled in the heart of the Berkshires, is a cultural gem that offers a rich tapestry of arts, history, and local customs for the discerning traveler. This picturesque New England town is not only known for its scenic beauty but also for its vibrant cultural scene that caters to lovers of live music, museums, and art galleries. Begin your cultural exploration at The Mount, the elegant estate of the famed author Edith Wharton. This beautifully preserved mansion and its surrounding gardens offer a glimpse into the life of one of America's most cherished writers and serve as a venue for literary discussions and outdoor theater performances during the summer months. For an immersion in the world of visual arts, visit the Frelinghuysen Morris House & Studio, the former home of American Abstract Artists George L.K. Morris and Suzy Frelinghuysen. Here, you can explore their personal collection of modernist art and enjoy the carefully preserved modernist home and studio. Music enthusiasts will find their paradise at Tanglewood, the summer home of the Boston Symphony Orchestra. This world-renowned music venue hosts a wide array of classical, jazz, and popular music concerts. The Tanglewood Music Center also offers a range of programs and events, including master classes and rehearsals that are open to the public, providing a behind-the-scenes look at the world of professional music-making. For a deep dive into history, the Ventfort Hall Mansion and Gilded Age Museum presents an opulent example of the grandeur of the late 19th century. The mansion, built by George and Sarah Morgan, sister of J.P. Morgan, now serves as a museum of the Gilded Age, featuring exhibits on the era's history, art, and architecture. Lenox is also home to a number of galleries where travelers can appreciate and purchase works by local and regional artists. The Wit Gallery, for example, showcases contemporary art across various mediums, offering a taste of the Berkshires' thriving artistic community. Local customs and traditions can be experienced through Lenox's seasonal events and festivals. The Apple Squeeze in September is a street festival celebrating the harvest season with local food, crafts, and live music, while the Lenox Caroling Festival in December fills the town with the joyous sounds of choirs and carolers. In Lenox, every season brings new opportunities to engage with the arts, whether it's a chamber music concert amidst the fall foliage or a winter play in one of the town's intimate theaters. This charming town is a cultural haven that promises to enrich the soul and delight the senses of any traveler with a love for the arts.
Kids IconFamily friendly activities in Lenox
Lenox, Massachusetts, nestled in the heart of the Berkshires, is a delightful destination for families traveling with children. This quaint New England town offers a variety of activities that will captivate the imaginations of young ones and provide educational experiences in a fun and engaging way. Begin your family adventure at The Mount, Edith Wharton's historic estate. While parents appreciate the beautifully preserved architecture and gardens, children can enjoy the expansive grounds perfect for a family picnic or a game of frisbee. During the summer, The Mount often hosts outdoor events, including storytelling and theater performances that are suitable for kids. For a day filled with nature and wildlife, visit Pleasant Valley Wildlife Sanctuary. With its miles of trails through forests, meadows, and wetlands, families can hike and explore at their own pace. Children will be thrilled to spot beavers, otters, and a variety of birds. The sanctuary also offers family-friendly programs that teach kids about local ecosystems and conservation efforts. The Berkshire Scenic Railway Museum is a hit with young train enthusiasts. The museum offers seasonal train rides that take families on a journey through the picturesque Berkshire landscape. The narrated excursions provide a glimpse into the region's railroad history, and the vintage trains themselves are a wonder to behold. For those seeking a cultural experience, Shakespeare & Company provides performances that can introduce children to the world of theater. They often have family-friendly shows and workshops that encourage kids to engage with the performing arts in an accessible way. When it's time to relax, head to Tanglewood, the summer home of the Boston Symphony Orchestra. While evening concerts might appeal to older children, Tanglewood also hosts daytime family concerts where kids can be introduced to classical music in a laid-back setting. The sprawling lawns are perfect for children to run and play, and families can enjoy a picnic while listening to world-class music. Lastly, for a sweet treat, visit the local ice cream shops in Lenox where kids can indulge in homemade ice cream flavors. It's the perfect way to end a day of exploration and adventure. Lenox offers a blend of educational and recreational activities set against the backdrop of the serene Berkshires. It's a place where families can create lasting memories while enjoying the simple pleasures of nature, culture, and community.
Nature IconOutdoor activities in Lenox
Lenox, Massachusetts, nestled in the heart of the Berkshires, is a sanctuary for outdoor enthusiasts and nature lovers. This charming New England town is not only rich in cultural heritage but also surrounded by a landscape that beckons to be explored. The Pleasant Valley Wildlife Sanctuary, managed by Mass Audubon, is a prime destination for those seeking to immerse themselves in nature. With over 1,000 acres of forests, meadows, and wetlands, the sanctuary offers seven miles of trails where visitors can hike, bird-watch, and enjoy the serene beauty of the Berkshires. The sanctuary's beaver ponds, rich birdlife, and the occasional glimpse of otters make it a rewarding experience for wildlife observers. For a panoramic view of the surrounding mountains, a hike up to the summit of Lenox Mountain is a must. The trailhead at Kennedy Park offers a network of trails suitable for hiking, mountain biking, and even horseback riding. The ascent rewards hikers with breathtaking vistas of the Berkshire Hills and beyond. The Housatonic River, which meanders through the Berkshires, provides a tranquil setting for canoeing and kayaking. Paddling along the river, one can take in the lush landscapes and may even spot bald eagles and great blue herons. Guided tours and rentals are available for those who wish to explore the river's gentle waters. For those who prefer a more leisurely pace, the gardens at The Mount, Edith Wharton's historic estate, offer a picturesque setting for a stroll. The meticulously maintained gardens and extensive grounds are a testament to Wharton's design principles and provide a peaceful retreat. In the winter months, Lenox transforms into a snowy wonderland, with nearby ski resorts like Bousquet Ski Area and Jiminy Peak Mountain Resort offering slopes for skiing and snowboarding. Cross-country skiing and snowshoeing are also popular activities, with many local trails providing the perfect backdrop for these winter sports. Lenox's proximity to the Appalachian Trail also offers a unique opportunity for long-distance hikers or those looking for a day hike on this iconic trail. The sections near Lenox are known for their scenic beauty and are a draw for hikers from around the world. Whether seeking the tranquility of a forest walk, the thrill of a mountain hike, or the gentle flow of river waters, Lenox, Massachusetts, delivers an array of natural wonders and outdoor activities that cater to all who yearn for a connection with nature.
Weather IconWeather in Lenox
Lenox, Massachusetts, nestled in the heart of the Berkshires, experiences a classic New England climate with four distinct seasons, each offering its own unique appeal. Winter, from December to February, is cold and snowy, with average temperatures ranging from 15°F to 35°F. This season transforms the town into a winter wonderland, perfect for cozying up in one of the historic inns or hitting the nearby ski slopes. Snowfall can be significant, so it's a great time for winter sports enthusiasts to visit. Spring, from March to May, brings a gradual warming with temperatures ranging from 30°F to 65°F. The season starts off chilly but warms up towards the end, with the landscape coming alive with blooming flowers and greenery. Precipitation is common, so visitors should be prepared for rain showers. Summer, from June to August, is the most popular time to visit Lenox. The weather is warm and pleasant, with average temperatures ranging from 55°F to 80°F. Humidity can be moderate, but it's rarely oppressive. This is the season for outdoor concerts at Tanglewood, picnics in the parks, and enjoying the town's many cultural offerings. Autumn, from September to November, is a truly magical time in Lenox as the foliage turns to vibrant shades of red, orange, and yellow. Temperatures range from 35°F to 70°F, and the crisp air is perfect for hiking and exploring the scenic beauty of the Berkshires. This is also a popular time for visitors, as the fall foliage is a major draw. The climate is especially pleasant during the late spring to early fall, with comfortable temperatures and the natural beauty of the region on full display. The most popular weather conditions, with warm days and cool nights, are prevalent in the summer months, making it an ideal time for a variety of outdoor activities and cultural events. However, each season in Lenox has its own charm, offering visitors a different experience of this picturesque New England town.
Transportation in Lenox
Lenox, Massachusetts, is a charming New England town nestled in the Berkshires, known for its cultural attractions and natural beauty. While it may not have the extensive transportation networks of a major city, there are still several options for travelers looking to visit. Most visitors arrive in Lenox by car, as it is conveniently located near major highways such as the Massachusetts Turnpike (I-90). This makes it easily accessible from cities like Boston and New York. For those not driving, the nearest major airport is Albany International Airport in New York, about an hour's drive away. Bradley International Airport in Hartford, Connecticut, is another option, approximately an hour and a half drive from Lenox. For those who prefer rail travel, the Amtrak station in Pittsfield, MA, is the closest, about a 15-minute drive from Lenox. There are also bus services, such as Peter Pan Bus Lines, which connect Lenox to other cities in the region. Once in Lenox, getting around can be a bit more limited. The town itself does not have a public transportation system, so visitors typically rely on taxis, ride-sharing services, or their own vehicles to get around. During the high season, some local attractions and lodgings may offer shuttle services for guests. Lenox is somewhat walkable, particularly in the downtown area where shops, galleries, and restaurants are clustered together. Many visitors enjoy strolling through the historic town center and exploring its quaint New England charm on foot. However, some of the main attractions, like Tanglewood, the summer home of the Boston Symphony Orchestra, and The Mount, Edith Wharton's estate, are not within walking distance from the town center. Therefore, having access to a car or arranging for transportation is recommended for those looking to visit these sites. For outdoor enthusiasts, the area offers scenic roads and trails perfect for cycling, though it's worth noting that the hilly terrain may be challenging for some. In conclusion, while Lenox may not have the extensive transportation options of a large city, it is accessible by car, bus, and train, with the nearest airports only a short drive away. The town itself is charming and walkable, but to fully enjoy all the attractions the Berkshires have to offer, having access to a car is advisable.