Best apartment offers in Lenox, MA

195 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • hotelscom
  • vrbo
  • tripadvisor
  • expedia
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Lenox, MA apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

195 Holiday apartments Lenox, MA

Best family friendly Lenox, MA Holiday Apartments and Self Catering Accommodations

Among the 195 accommodations in Lenox, MA, here are the 4 best family friendly holiday apartments

Stylish Mid-century Modern Berkshires Cape - Lenox, MA
9.9 145 reviews

Stylish Mid-century Modern Berkshires Cape

apartment, Lee
This house is located on a lake in Lee, within 2 kilometres of Greenock Country Club, Lee Library, and Animagic Museum of Animation, offering a peaceful retreat in a convenient location. The property has received excellent ratings for user experience, location, and cleanliness.
The property has 4 bedrooms and can accommodate up to 8 guests, providing ample space for families or groups. It features a fully equipped kitchen, a terrace, a garden, and a washing machine, along with air conditioning, internet access, and a Smart TV for entertainment.
Gateway To The Berkshires - Renovated Downtown Apartment - Lenox, MA
10 18 reviews

Gateway To The Berkshires - Renovated Downtown Apartment

apartment, Lee
This Lee apartment is conveniently located near the Lee Library, the Animagic Museum of Animation, and the Berkshire Mountain Country Store, with the Housatonic River and Greenock Country Club less than 2.4 kilometres away.
This one-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen with fridge, microwave, oven and hob, free Wi-Fi, and is a smoke-free environment.
Elmer Estate - Lenox, MA
9.8 11 reviews

Elmer Estate

apartment, Pittsfield
This three-bedroom flat offers a prime location on the Pittsfield/Lenox border, providing convenient access within a 5 to 10-minute drive to shops, ski resorts, restaurants, and art venues in the Berkshires.
This property accommodates up to five guests and features two porches with scenic views of the Berkshire Hills, alongside amenities such as internet, a kitchen, air conditioning, and parking.
Comfortable Elegance On Secluded Property In Lenox - Lenox, MA
10 96 reviews

Comfortable Elegance On Secluded Property In Lenox

apartment, Lenox
This five-bedroom home is situated in Lenox, just a short walk from the town centre and two miles from Tanglewood, offering a peaceful retreat in a vibrant location. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The spacious apartment, spanning 242 square metres, comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a jacuzzi, a garden, a spa, parking, and internet access, ensuring a relaxing and enjoyable stay.

Best Lenox, MA holiday apartments with air conditioning

Renovated Downtown 1bedroom - Lenox, MA
10 26 reviews

Renovated Downtown 1bedroom

apartment, Lenox
This one-bedroom flat is located in Lenox's historic downtown district, just a short walk from the Tanglewood Music Center, the Edith Wharton Home, and the Berkshire Museum. The property has received excellent ratings for location, cleanliness, and user experience.
The flat comfortably accommodates up to four guests and features a well-equipped kitchen with a fridge and dishwasher. Guests can enjoy amenities such as a garden, parking, air conditioning, and free Wi-Fi access.
Berkshire 4 Season Home - Lenox, MA
10 248 reviews

Berkshire 4 Season Home

apartment, Lee
This Berkshire County house, situated 2.4km from the Mass Pike exit and within walking distance of Lee's town centre and a public golf course, offers easy access to numerous attractions.
This spacious 168 square metre split-level ranch house sleeps six guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including fridge, microwave, and dishwasher), air conditioning, parking, and high-speed internet; nearby Laurel Lake is just under 5km away.
Historic Haven At 93 Church St. - Lenox, MA
10 7 reviews

Historic Haven At 93 Church St.

apartment, Lenox
This two-bedroom Lenox apartment on Church Street offers a central downtown location, within walking distance of Lenox's cultural attractions.
The 2-bedroom, 1.5-bathroom flat sleeps four guests and includes amenities such as Wi-Fi, parking, and air conditioning; further details on specific amenities are available upon request.
Cute, Cozy And Comfortable Apartment - Lenox, MA
9.8 90 reviews

Cute, Cozy And Comfortable Apartment

apartment, Lenox
This Lenoxdale flat, situated in the Berkshires, is minutes from Lenox's town centre and within easy reach of Tanglewood, Kripalu Centre for Yoga & Health, and Laurel Lake.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchen with a fridge and microwave, air conditioning, parking, a garden, and excellent guest reviews; the owner resides above and may offer local advice.

Frequently asked questions about apartment rentals in Lenox, MA

Popular destinations

Best Lenox, MA holiday apartments with parking

The Lenox Cottage - Lenox, MA
10 17 reviews

The Lenox Cottage

apartment, Lenox
This Lenox cottage, a short 0.5km walk downhill from Lenox town centre and a similar distance uphill from Kennedy Park, offers easy access to restaurants, shops, and the park.
The one-bedroom, one-bathroom property sleeps three, features a full kitchen, in-unit laundry, free Wi-Fi, and a stereo/record player, plus a piano; dogs are welcome (fee applies).
Home Away From Home: Minutes To Tanglewood. - Lenox, MA
9.9 58 reviews

Home Away From Home: Minutes To Tanglewood.

apartment, Lenox
This Lenox house, situated minutes from Lenox town centre and Tanglewood, offers easy access to shops, restaurants, and the renowned music venue.
Sleeping seven guests across three bedrooms (two king, one queen, one king and twin) and two bathrooms, this self-catering property boasts a modern kitchen with stainless steel appliances, a private garden, parking for six cars, and excellent guest reviews.
Main Street Delight 1bedroom - Lenox, MA
10 30 reviews

Main Street Delight 1bedroom

apartment, Lenox
This one-bedroom flat is conveniently located on Main Street in Lenox, just a short walk from the town centre's shops and restaurants. The apartment has received excellent ratings for location, cleanliness and overall user experience.
The flat comfortably sleeps four guests and features a fully equipped kitchen with a dishwasher, a relaxing living room with a Smart TV, and a comfortable sectional sofa. Guests can enjoy a range of amenities including central air conditioning, keyless entry, and free Wi-Fi.
Farmhouse-loft Living -48 Main Street, Lenox Ma - Lenox, MA
9.8 21 reviews

Farmhouse-loft Living -48 Main Street, Lenox Ma

apartment, Lenox
This two-bedroom apartment is situated on Main Street in the centre of Lenox, just a short walk from the Tanglewood Music Center and the numerous shops and restaurants of the town.
The apartment offers keyless entry, a fully equipped kitchen, a comfortable living space with a Smart TV, and a spacious dining area, making it ideal for families or groups of up to six guests.

Best Lenox, MA apartment rentals with a garden

Cozy Cottage On Peaceful Pond - Lenox, MA
10 32 reviews

Cozy Cottage On Peaceful Pond

apartment, Richmond
This Richmond flat offers a peaceful retreat on Richmond Pond, situated approximately 24 kilometres from downtown Lenox and in close proximity to Balderdash winery.
This two-bedroom flat accommodates up to four guests and features a kitchen, air conditioning, parking, and a fireplace, with opportunities for dining, shopping, hiking, and biking nearby.
Spacious 3 Bedroom Apt In Lenox Historic Downtown - Lenox, MA
9.9 55 reviews

Spacious 3 Bedroom Apt In Lenox Historic Downtown

apartment, Lenox
This newly renovated three-bedroom apartment is centrally located in downtown Lenox, Massachusetts, a 2.4km walk from Tanglewood, the summer home of the Boston Symphony Orchestra, and within walking distance of numerous restaurants and shops.
The 3-bedroom, 2-bathroom flat offers free on-site parking, a fully equipped kitchen including a dishwasher, air conditioning, and a garden; it comfortably sleeps six guests.
Historical Housatonic Street Apartment - Lenox, MA
10 1 review

Historical Housatonic Street Apartment

apartment, Lenox
This Lenox flat offers immediate access to local attractions, situated within walking distance of The Bookstore and Lenox Library, and a short distance from Ventfort Hall Mansion and Gilded Age Museum and the Berkshire Scenic Railway Museum.
This accommodation provides a fully equipped kitchen, air conditioning, on-site parking, and in-unit laundry, ensuring a comfortable stay with internet access and television for entertainment.
The Gardener's Cottage 1893 At Ventfort Hall - Lenox, MA
9.7 7 reviews

The Gardener's Cottage 1893 At Ventfort Hall

apartment, Lenox
This two-bedroom apartment, located within the historic Ventfort Hall estate in Lenox, offers a unique stay on the former property of J.P. Morgan's sister, Sarah, providing proximity to the town's cultural attractions.
This property accommodates up to four guests and features a fully equipped kitchen, separate living and dining rooms, air conditioning, garden access, parking, and Wi-Fi, with the Ventfort Hall estate itself offering a significant historical landmark experience.
©2026 cozycozy.com