This detached house in Lenox is situated 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center, with Great Falls and Canaan Village Historic District both 40.2 kilometres away. This property accommodates up to 18 guests with 1 bedroom, 5 bathrooms, air conditioning, a kitchen, free Wi-Fi, private parking, and a garden, offering an ideal setting for family gatherings near the Norman Rockwell Museum.
10 36 reviews
Lenox, MA
22/09 – 25/09
£298/nighttotal: £894 (3 )
Bella Rena Guesthouse
1 2
house , Lenox
This Lenox property is situated in a peaceful residential area, a short walk from Lenox village centre and its amenities, with Kennedy Park and Tanglewood within easy reach. The two-bedroom, two-bathroom house sleeps six guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, and is rated excellent for cleanliness, location and overall user experience.
9.8 60 reviews
Lenox, MA
04/07 – 05/07
£451/nightfor 1 night
1800s Carriage House In Berkshires / Hudson Valley
1 3
gîte , East Nassau
The Willow Suite, a renovated 1800s carriage house on a 50-acre Shaker farm near East Nassau, New York, offers easy access (15-40 minutes' drive, or 24-64km) to Berkshires and Hudson River Valley attractions including Tanglewood. This self-catering holiday home features a king-size and single bed, sleeping up to five guests, a full kitchen with dishwasher, air conditioning, high-speed Wi-Fi, and access to walking paths, a shared grill, and fire pit on the property.
10 4 reviews
Lenox, MA
03/07 – 04/07
£798/nightfor 1 night
1789 Shaker Farmhouse In Berkshires/hudson Valley
6 2
farm , East Nassau
This seven-bedroom farmhouse, sleeping up to eleven guests, is situated in New Lebanon, New York, approximately 2km from the New Lebanon Library, and within 5km of Mount Lebanon Shaker Village and Shatford Memorial Park. The self-catering property boasts three bathrooms, a fully equipped kitchen including a dishwasher, air conditioning, a terrace, garden, parking, an on-site games room, barbecue facilities, and is conveniently located for exploring Queechy Lake and New Lebanon Town Hall.
10 4 reviews
Lenox, MA
22/09 – 25/09
£330/nighttotal: £990 (3 )
Lakeshore Cabin With Beach And Dock
3 2
cabin , Stockbridge
This newly renovated Berkshire lodge is located in West Stockbridge, moments from the Stockbridge Bowl cove and a waterfall, offering convenient access to Tanglewood and Kripalu within a 5-minute drive. This 118 square meter cabin sleeps seven guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen, a light-filled living room with cathedral ceilings, and expansive outdoor living spaces including a deck with a gas grill.
Lenox, MA
04/07 – 05/07
£384/nightfor 1 night
Lee Manor
1 3
house , Lee
Lee Manor, situated in Lee, offers a self-catering holiday home with easy access to local amenities. This one-bedroom property sleeps up to 35 guests, boasting a fully equipped kitchen, private garden, sauna, bar, free parking, and free Wi-Fi.
9.6 40 reviews
Lenox, MA
13/07 – 16/07
£293/nighttotal: £879 (3 )
Serene Lenox Hills Cottage - Berkshires
2 2
cabin , Lenox
Lenox Hills Cottage is a rustic cabin located in the Berkshires, just a few kilometres from Tanglewood, Kennedy Park, and Lenox town centre, offering a tranquil escape in the heart of nature. The cottage has received excellent ratings for its location, cleanliness, and overall experience. The property has two bedrooms and two bathrooms, accommodating up to four guests. Amenities include a fully equipped kitchen, a wood-burning fireplace, a screened sunroom with a hammock, and a wraparound porch for enjoying al fresco dining, as well as a garden and parking for two to three cars.
9.5 102 reviews
Lenox, MA
22/09 – 25/09
£179/nighttotal: £537 (3 )
Guest House In Stockbridge 3 Miles To Tanglewood
1 2
house , Stockbridge
This Stockbridge guesthouse, situated in the historic Interlaken district, is a short cycle ride from the town centre, 4.8km from Tanglewood and Kripalu, and 16km from Great Barrington. The one-bedroom self-catering unit sleeps three, featuring a queen-size bed, a double sofa bed, a kitchenette with microwave and coffee maker, and access to outdoor pursuits including hiking and biking.
9.6 20 reviews
Lenox, MA
22/09 – 25/09
£285/nighttotal: £855 (3 )
Artist's Camp On Lake Mahkeenac
2 2
cabin , Stockbridge
This charming cottage is located on a river, just 3.4 kilometres from the Frelinghuysen Morris House and Studio and 3.8 kilometres from Tanglewood Music Center, making it a great base for exploring Stockbridge's cultural attractions. It has received excellent reviews from previous guests. The property has two bedrooms and one bathroom, comfortably accommodating up to four guests. The cottage is equipped with a fully equipped kitchen, a terrace, a garden, a fireplace, and a spa, offering a comfortable and relaxing stay.
9.2 12 reviews
Lenox, MA
22/09 – 25/09
£235/nighttotal: £705 (3 )
Cozy Stockbridge Cabin - Walk To Beach And Lake!
2 2
cabin , Stockbridge
This charming cottage is just over 5km from Tanglewood, the Norman Rockwell Museum, and Tanglewood, offering easy access to Stockbridge's cultural attractions. The accommodation has received excellent ratings for its location, cleanliness, and overall experience. The 65 square metre cottage has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen, air conditioning, a garden, a spa, free Wi-Fi, and parking, as well as stunning sea views and access to the beach and lake.
9.8 172 reviews
Lenox, MA
22/09 – 25/09
£386/nighttotal: £1158 (3 )
Restored 1881 Farm House
1 2
house , Lenox
This restored 1881 farmhouse is located in Lenox, just over 5 kilometres from both Tanglewood and Cranwell Spa & Golf Club, in a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience. The house is a 2-bedroom property with a floor area of 120 square metres, comfortably accommodating up to 4 guests. It offers modern amenities like air conditioning, Wi-Fi, a fully equipped kitchen, a washing machine, and a bathroom with a bath, as well as a terrace and garden for enjoying the outdoors.
Lenox, MA
13/07 – 16/07
£554/nighttotal: £1662 (3 )
Berkshire Vacation Rentals: Centrally Located Historical Home
2 2
house , Lee
This charming house in Lee is located just 3.8 kilometres from Cranwell Spa & Golf Club and 7.9 kilometres from Tanglewood, offering easy access to the region's cultural and natural attractions. The house provides a comfortable and convenient stay for families or groups, with two bedrooms, a fully equipped kitchen, and a floor area of 120 square metres, accommodating up to four guests. The house offers a range of modern amenities, including free Wi-Fi, a TV, a washing machine, and air conditioning, as well as a private patio and garden. Guests can enjoy the historical charm of the house while also benefiting from the convenience of a central location and easy access to local attractions.
Best Lenox, MA villas and holiday homes with a pool
Among the 54 accommodations in Lenox, MA, here are the 1 best villas and holiday homes with a pool
Lenox, MA
22/09 – 25/09
£436/nighttotal: £1308 (3 )
Lakefront, Kayaks Included, Come Unwind In Lenox!
4 2
house , Lenox
This lakeside detached house in Lenox is located 2.7 kilometres from Cranwell Spa & Golf Club and 5.9 kilometres from Tanglewood Musical Center. This detached house offers 200 square metres of floor area, features a kitchen, air conditioning, a terrace, a garden, free WiFi, private parking, and includes kayaks for guests exploring the lake.
Best Lenox, MA villas and holiday homes with a kitchen
Lenox, MA
22/09 – 25/09
£306/nighttotal: £918 (3 )
Light-filled Carpenter's Cottage
1 2
cottage , Stockbridge
This one-bedroom lodge is located in Stockbridge, offering proximity to Wyndhurst Golf & Club and Greenock Country Club, as well as the Berkshire Botanical Garden and Lenox Arts Center. This property provides air conditioning, Wi-Fi, a kitchen with a fridge and microwave, and parking, with a terrace and garden ideal for two guests.
10 1 review
Lenox, MA
03/07 – 05/07
£1858/nighttotal: £3716 (2 )
Beautiful House In The Woods, Huge Yard, Hot Tub
4 8
house , Great Barrington
This Great Barrington house, located in a secluded wooded area offering easy access to the town centre, provides a tranquil retreat near local attractions. Sleeping up to 15 guests, this self-catering property boasts a fully equipped kitchen, four bathrooms, a hot tub, private garden, and free Wi-Fi; nearby hiking trails and Great Barrington's cultural offerings provide ample entertainment options.
9.6 15 reviews
Lenox, MA
22/09 – 25/09
£214/nighttotal: £642 (3 )
Lenox Retreat Near Tanglewood, Including Rescued Mini Donkeys!
2 2
farm , Lenox
This Lenox farmhouse, a family-friendly self-catering holiday home, is situated on a mountainside within 3km of the Housatonic River, Arrowhead, and Herman Melville's Arrowhead. Sleeping six guests in two bedrooms and one bathroom, this smoke-free property boasts a garden, parking, air conditioning, Wi-Fi, and a kitchen equipped with a fridge and microwave; nearby attractions include Guido's Marketplace and the Pleasant Valley Wilderness Sanctuary.
10 65 reviews
Lenox, MA
13/07 – 16/07
£1424/nighttotal: £4272 (3 )
The Kemble- Built By A Us Secretary Of State In Lenox
1 2
house , Lenox
This family-friendly villa is situated in a peaceful rural setting in Lenox, just 1.6 km from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company. The property has received excellent ratings for user experience, location, and cleanliness. This spacious 1,394 square metre property offers 13 bedrooms and 13.5 bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness centre, a sauna, a tennis court, and a garden with barbecue facilities.
Frequently asked questions about villa rentals in Lenox, MA
What are the must-see attractions in and around Lenox, MA?
Lenox is brimming with cultural gems! You can't miss the Tanglewood Music Center, a world-renowned summer music festival. The Edith Wharton's The Mount is a must-visit for its stunning architecture and gardens. And if you're a nature lover, the Pleasant Valley Wildlife Sanctuary offers hiking trails and scenic views.
What types of wildlife can travelers expect to see in the area of Lenox, MA?
The Berkshires are home to a variety of wildlife. You might spot deer, squirrels, chipmunks, and even the occasional black bear in the forests around Lenox. Keep an eye out for birds like cardinals, blue jays, and woodpeckers too.
What are the best holiday homes with a pool in Lenox, MA?
Summer is the most popular time to visit Lenox, thanks to the Tanglewood Music Festival and the pleasant weather. However, autumn is a magical time with vibrant foliage and cooler temperatures. Spring is also lovely with blossoming flowers and fewer crowds.
What are the best holiday homes with a jacuzzi in Lenox, MA?
When is it easiest to book a villa rental in Lenox, MA?
Booking a villa rental in the shoulder seasons, like spring or autumn, often offers more availability and better rates than peak season. You can find some great deals if you're flexible with your dates.
What are the best holiday homes for families and kids in Lenox, MA?
The area around Lenox is a hiker's paradise! The Appalachian Trail runs through the Berkshires, offering challenging climbs and breathtaking views. For a shorter hike, try the scenic loop around the Hopkins Memorial Forest or the trails at the Pleasant Valley Wildlife Sanctuary.
What are the best pet friendly holiday homes in Lenox, MA?
What are the advantages of renting a house or a villa in Lenox, MA
Renting a house or villa gives you more space and privacy compared to a hotel. You can cook your own meals, relax in your own private outdoor space, and enjoy the freedom of coming and going as you please.
What are the best holiday homes with parking in Lenox, MA?
Absolutely! You can easily visit nearby towns like Stockbridge, known for its Norman Rockwell Museum, and Great Barrington, with its charming shops and restaurants. For a day trip, head to the vibrant city of Boston, about a two-hour drive away.
Destinations nearby
Best Lenox, MA villas and holiday homes with a fireplace
9.3 111 reviews
Lenox, MA
22/09 – 25/09
£313/nighttotal: £939 (3 )
Beautiful Lenox Home, 3 Mi To Shakespeare And Co!
3 2
house , Lenox
This Lenox property is located just six kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, making it a convenient base for exploring the area's cultural and leisure attractions. The house has received excellent ratings for cleanliness and user experience, and a very good rating for its location. The three-bedroom house offers 228 square metres of space and can comfortably accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
9.8 81 reviews
Lenox, MA
04/07 – 05/07
£840/nightfor 1 night
Justice's Birthplace: King Bed, Hearths, Gardens
2 3
house , Lee
This charming house in Stockbridge is just a short drive from Lee Premium Outlets, Lenox Center, and Canyon Ranch, placing you near a range of attractions and shopping opportunities. The house has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The property offers a private entrance and separate living space for up to four guests. It features a fully equipped kitchen, modern appliances, a private porch, and a garden, making it a comfortable and convenient option for your stay.
9.0 1 review
Lenox, MA
22/09 – 25/09
£376/nighttotal: £1128 (3 )
Spacious Historic Home In The Berkshires!
5 2
house , Pittsfield
This spacious five-bedroom house is situated in Pittsfield, Massachusetts, just 12.2 kilometres from Tanglewood and 12.6 kilometres from Cranwell Spa & Golf Club. The 307 square metre property offers ample space for up to 17 guests, with modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, and a balcony.
Lenox, MA
22/09 – 25/09
£477/nighttotal: £1431 (3 )
Classic Stockbridge Cottage
4 2
house , Stockbridge
This Stockbridge cottage, a 19-minute walk from the Norman Rockwell Museum and 9.7km from Tanglewood, offers a peaceful setting near popular attractions. The 257 square metre property sleeps eight guests in four bedrooms and three bathrooms, boasting a fully equipped kitchen, Wi-Fi, a garden, parking and air conditioning.
Compare Holiday Homes with a Hot Tub in Lenox, MA
A holiday home with a hot tub in Lenox, MA is designed for a restorative soak amidst stunning scenery.
10 1 review
Lenox, MA
03/07 – 05/07
£1858/nighttotal: £3716 (2 )
Beautiful House In The Woods, Huge Yard, Hot Tub
4 8
house , Great Barrington
This Great Barrington house, located in a secluded wooded area offering easy access to the town centre, provides a tranquil retreat near local attractions. Sleeping up to 15 guests, this self-catering property boasts a fully equipped kitchen, four bathrooms, a hot tub, private garden, and free Wi-Fi; nearby hiking trails and Great Barrington's cultural offerings provide ample entertainment options.