Are you in a hurry?
Here is a quick list of Vacation Rentals in Lenox, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Walk To Dining: Downtown Lenox Guest House! |
9.6 / 10 (11 Reviews) |
From 633$ | |
| Downtown Upstairs - 67 Church Street |
10.0 / 10 (2 Reviews) |
From 545$ | |
| Restored 1881 Farm House |
9.8 / 10 (5 Reviews) |
From 406$ | |
| Urban Peak Escape |
5.5 / 10 (2 Reviews) |
From 650$ |
Lenox is a picturesque retreat located in the heart of the Berkshires, perfect for those seeking a tranquil getaway or a culturally enriching vacation. The town is designed for all types of travelers, whether you are looking for a cozy cabin in the woods, a luxurious villa, or an elegant cottage near cultural hotspots. Anyone visiting will appreciate the scenic beauty and charming atmosphere that Lenox has to offer. With a myriad of vacation rentals available, guests can find accommodations that suit their unique needs, providing a perfect base to explore the area’s diverse attractions and outdoor activities. Make this quaint town your next destination and enjoy an unforgettable stay filled with relaxation and adventure.
Best Lenox Vacation Rentals
View all photos
Blantyre
From 1337$
The venue is located 2.5 km from Ventfort Hall Mansion and Gilded Age Museum and about 3.4 km from The Mount, Edith Wharton's Home. The accommodation opened its doors in 1902.
The centre of Lenox is nearly 4 km from the villa. You can get to October Mountain State Forest in a few minutes by car. Bradley International airport is at a distance of 90 km.
View all photos
Walk To Dining: Downtown Lenox Guest House!
From 633$
Private Guest House In Dtwn Lenox, Walk To Dining! is located 25 minutes' walk from Koussevitsky Music Shed and 30 minutes' walk away from Tanglewood Music Venue. The accommodation is also fitted with 3 bedrooms and includes a fully equipped kitchen with a microwave, a refrigerator, and a toaster.
This villa is in the very heart of Lenox and Ventfort Hall Mansion and Gilded Age Museum is nearby. The property lies 5 minutes' walking distance from Lenox city centre. The restaurant Bistro Zinc is just about 450 metres away. You can get to Kennedy Park in a few minutes by car. Private Guest House In Dtwn Lenox, Walk To Dining! is located 80 km away from Albany International airport.
Charming Cottages in Lenox for a Cozy Stay
Lenox boasts an array of charming cottages that are ideal for couples or small families looking for a relaxing retreat. These delightful properties often feature rustic architecture combined with modern amenities, ensuring a comfortable atmosphere. Many cottages come with inviting outdoor spaces, such as decks or gardens, perfect for enjoying a quiet afternoon. Additionally, cottage rentals situated near downtown Lenox offer easy access to local restaurants and boutiques, making it simple to immerse yourself in the town's rich culture. Whether you want to unwind by a fireplace or sip coffee on a patio, Lenox’s cozy cottages provide a romantic getaway that feels like home.
View all photos
Downtown Upstairs - 67 Church Street
From 545$
The spacious Downtown Upstairs - 67 Church Street Apartment Lenox is set within a 25-minute walk of Tanglewood Music Venue. The spacious accommodation also includes a fully furnished kitchen with a microwave oven, a refrigerator, and kitchenware.
Kennedy Park can be reached by car in a couple of minutes, while Tom Fiorini Sculpture Yard Art Gallery is right by the apartment. This property is just 250 metres away from Lenox Mountain. Church Street Cafe and Prime Italian Steakhouse & Bar can be found within 200 metres of Downtown Upstairs - 67 Church Street Apartment. Lenox bus stop is at 5 minutes' walking distance.
View all photos
Built For A Us Secretary Of State 13K Sf In Lenox
From 3136$
Built For A Us Secretary Of State 13K Sf In Lenox Villa is within a few steps of Ventfort Hall Mansion and Gilded Age Museum and the arts theater "WAM Theatre". There is a fully-fitted kitchen with a fridge, an oven, and glassware while 13 bathrooms are included as well.
The venue is located around 10 minutes by car from Cranwell Spa & Golf Club and 80 km from Albany International airport. The accommodation is also 3.4 km from Mass Audubon's Pleasant Valley Wildlife Sanctuary. Gateways Inn & Restaurant serves American cuisine within 150 metres from the villa. You can get to Tanglewood Music Property in a few minutes by car. Lenox bus stop is 350 metres away.
Luxurious Villas for an Upscale Experience
For those seeking a more opulent vacation, Lenox presents several luxurious villas that are sure to impress. These spacious properties often feature high-end finishes, expansive living areas, and gourmet kitchens, perfect for hosting special gatherings or simply enjoying a lavish retreat. Many villas come equipped with top-tier amenities such as private pools, hot tubs, and breathtaking views of the surrounding landscape. The peace of Lenox, combined with the elegance of a villa, creates an unparalleled setting for relaxation and rejuvenation. A stay in one of these splendid residences offers an unforgettable escape, perfect for families, friends, or romantic getaways.
View all photos
Restored 1881 Farm House
From 406$
The 2-bedroom Restored 1881 Farm House Villa is less than about 10 minutes by car from Berkshire Scenic Railway Museum. This venue has a full kitchen provided with amenities, such as a microwave oven, a refrigerator, and kitchenware for self-catering.
Tanglewood Live Music Accommodation is approximately 10 minutes' drive away. It takes a 25 minutes' walk to get to Lenox city centre. A skiing area of Lenox is within an easy reach. You can get to Pleasant Valley Sanctuary Wildlife Refuge in a few minutes by car. This 120 m² property is 85 km from Albany International airport.
View all photos
Urban Peak Escape
From 650$
Urban Peak Escape Apartment Lenox, set next to DeVries Fine Art International Inc, is 80 km from Albany International airport. A fridge, an oven, and glassware are also included in a kitchen.
Tanglewood Live Music Venue is settled 2.5 km from the accommodation, while The WIT Gallery is 350 metres away. The city centre of Lenox is a 10-minute walk away. Café Haven Cafe & Bakery is about 50 metres from the apartment. The property is nestled within a short taxi ride from Frelinghuysen Morris House and Studio Museum. Lenox bus stop is approximately 350 metres away.
Rustic Cabins: A Retreat in Nature
For those who appreciate the great outdoors, rustic cabins in Lenox present an extraordinary lodging option. Set among towering trees, these properties provide a unique opportunity to connect with nature while still having access to modern comforts. Many cabins come equipped with amenities like fireplaces, porches, and outdoor fire pits, creating inviting spaces for evening gatherings under the stars. Guests can enjoy hiking, biking, or simply taking in the serene sounds of nature right outside their door. A cabin stay in Lenox offers tranquility and a chance for adventure, perfect for outdoor enthusiasts and families alike.
Family-Friendly Rentals in Lenox
Lenox offers a variety of family-friendly vacation rentals perfectly suited for large gatherings or reunions. Properties designed with families in mind typically feature multiple bedrooms, spacious living areas, and kid-friendly amenities. Close proximity to local attractions, such as parks, museums, and recreational areas, ensures that there are endless activities available for young guests. Families can relax together in common spaces, sharing meals or playing games after a day of exploration. With ample room for everyone, these rentals make it easy to create cherished memories in beautiful Lenox.
Unique Historical Homes with Character
For history buffs or those seeking something truly distinctive, Lenox features a selection of unique historical homes that showcase the heritage of the area. These properties often carry fascinating stories and architectural details that offer a glimpse into the past. Staying in a historical home allows visitors to immerse themselves in the character of Lenox while enjoying modern comforts. Many of these accommodations are located near historical landmarks, making it easy to explore the rich cultural offerings that the town has to share. Renting one of these exceptional homes provides an unforgettable experience steeped in history and charm.
Pet-Friendly Vacation Rentals in Lenox
Travelers don’t have to leave their furry friends behind, as Lenox offers numerous pet-friendly vacation rentals. These accommodations are designed to ensure that both you and your pet have a pleasant stay, with plenty of space for play and relaxation. Many pet-friendly properties provide fenced yards or close access to parks and trails, perfect for walking your dog or playing fetch. This inclusive approach makes it easy for you to enjoy a memorable getaway without worrying about accommodating your beloved pet. Find a pet-friendly rental that suits your needs and enjoy an unforgettable trip to Lenox together.
Seasonal Rentals: Enjoying Lenox Year-Round
Lenox is an inviting destination across all seasons, and vacation rentals are available year-round to cater to all types of travelers. From charming summer getaways to cozy winter retreats, you can find properties that reflect each unique season. During the warmer months, enjoy hiking, biking, and attending local festivals; in the winter, indulge in nearby skiing or relax by a fire. Many seasonal rentals offer special deals, making it a great time to explore Lenox’s beauty while enjoying a comfortable stay. Embrace everything that this charming town has to offer, regardless of when you choose to visit.