Holiday Rentals in Lenox, MA

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Lenox, MA holiday rentals
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232 Holiday rentals and Airbnb in Lenox, MA

Best family friendly Lenox, MA holiday rentals

Among the 232 accommodations in Lenox, MA, here are the 4 best family friendly rentals

Visit Us 3 Minutes From Tanglewood Music Hall And Kripalu Yoga Center - Lenox, MA
No reviews

Visit Us 3 Minutes From Tanglewood Music Hall And Kripalu Yoga Center

apartment, Lenox
This Lenox flat is conveniently located 240 metres from the Housatonic River and 400 metres from Guido's Marketplace.
This 93 square metre apartment offers one bedroom, one bathroom, air conditioning, Wi-Fi, and on-site parking, with Jiminy Peak Mountain Resort and Kennedy Park nearby.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Lenox, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Lenox
This two-bedroom apartment, situated in The Ponds at Foxhollow in the Berkshires, Massachusetts, is conveniently located 4.7km from The Mount, 11.6km from the Norman Rockwell Museum, and 6.9km from Tanglewood.
The property, sleeping up to six guests, boasts a fully equipped kitchen, three bathrooms, a private deck with scenic pond views, resort access to pools, a fitness centre, and a sauna, plus on-site parking.
Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Lenox, MA
9.2 41 reviews

Amore Estate - Beautiful Room With Many Places To Explore And Relax In.

apartment, Lenox
This apartment is situated in Lenox, just 1.6 kilometres from the town centre and 2.4 kilometres from Tanglewood, offering a peaceful retreat close to attractions. It has been highly rated by previous guests, receiving excellent reviews.
This spacious apartment sleeps up to 16 guests and features six bedrooms and four bathrooms. Guests can enjoy a range of amenities including a swimming pool, a sports court, and a wrap-around porch, as well as fresh eggs from the chickens and beautiful gardens.
Spacious Living, Covered Porch & Forest Setting | Beaver Creek By Avantstay - Lenox, MA
9.8 7 reviews

Spacious Living, Covered Porch & Forest Setting | Beaver Creek By Avantstay

apartment, Stockbridge
This spacious four-bedroom holiday home is located in Stockbridge, just a 4-minute drive from The Mount and a 7-minute drive from Shakespeare and Company, offering convenient access to local attractions.
This 253 square meter property features a fully equipped kitchen, air conditioning, Wi-Fi, and on-site parking, with outdoor space including a terrace and barbecue, comfortably accommodating up to 10 guests for a family-friendly stay.

Best Lenox, MA holiday rentals with a balcony

General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 120 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
This spacious six-bedroom house, known as the General Williams house, is situated in Berkshire County, Massachusetts, 3.2km from Stockbridge centre and 8km from Lenox centre, offering easy access to the Mass Pike.
The 511-square-metre property boasts two fully equipped kitchens, six fireplaces, a games room, a swimming pool, and a spa, accommodating up to 16 guests and providing ample space for families or large groups.
Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield - Lenox, MA
10 1 review

Extended Stay- Full Kitchen 1br Apartment In Downtown Pittsfield

apartment, Pittsfield
This one-bedroom flat in Pittsfield is conveniently located for exploring local culture and history, with Tanglewood Music Center and Colonial Theater just a short distance away, and Herman Melville's Arrowhead and Hancock Shaker Village also nearby.
This apartment offers accommodation for up to four guests, featuring a king-size bed, a sofa bed in the living room, air conditioning, and complimentary Wi-Fi, and is within easy reach of the Berkshire Museum and Bousquet Ski Area.
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.
Spacious Historic Home In The Berkshires! - Lenox, MA
9.0 1 review

Spacious Historic Home In The Berkshires!

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.

Frequently asked questions about holiday rentals in Lenox, MA

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Best Lenox, MA holiday rentals with a sauna

The Kemble- Built By A Us Secretary Of State In Lenox - Lenox, MA
10 71 reviews

The Kemble- Built By A Us Secretary Of State In Lenox

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.
Spacious 5-bedroom House In Charming Lee With Wifi - Lenox, MA
8.6 4 reviews

Spacious 5-bedroom House In Charming Lee With Wifi

apartment, Lee
Lee Manor, situated in Lee, Massachusetts, is a 5-minute drive from Lee Premium Outlets and High Lawn Farm, and within walking distance of Lee's town centre, offering easy access to Tanglewood, the Norman Rockwell Museum, and other Berkshire attractions.
This five-bedroom, four-bathroom house sleeps fifteen guests, boasts a fully equipped kitchen, free Wi-Fi, and stylishly renovated interiors, perfect for families or groups exploring the Berkshires.
Peaceful 1br Condo With Pond View - Lenox, MA
9.5 13 reviews

Peaceful 1br Condo With Pond View

apartment, Lee
This apartment is located in The Ponds at Foxhollow Resort in Lee, Massachusetts, just a short distance from the picturesque Berkshire Mountains. The resort is situated near a tranquil pond, offering scenic views and a peaceful atmosphere.
This comfortable apartment, suitable for up to four guests, features a master bedroom with a king-size bed, a master bathroom with a jacuzzi, a fully equipped kitchen, a dining area, and a living area with a double sleeper sofa. The apartment benefits from a range of amenities including a swimming pool, jacuzzi, sauna, fitness centre, and free Wi-Fi, alongside a variety of activities such as tennis courts, a putting green, and access to bicycles for exploring the surrounding area.
Peaceful 1br Condo With Pond View - Lenox, MA
8.0 2 reviews

Peaceful 1br Condo With Pond View

apartment, Lenox
This Lenox apartment, a peaceful one-bedroom condo near the Pleasant Valley Wildlife Sanctuary, offers easy access (distances unspecified but likely within a few kilometres) to cultural attractions such as The Mount and the Frelinghuysen Morris House and Studio.
Sleeping four guests, the property boasts two bathrooms and is likely fully equipped, providing a tranquil base for exploring Lenox's natural and cultural offerings, including the Berkshire Scenic Railway Museum and The Bookstore.

Best Lenox, MA holiday rentals with a fireplace

Berkshire House Stay - Lenox, MA
9.5 2 reviews

Berkshire House Stay

house, Lee
Berkshire House Stay is a family-friendly residence in Lee, located 5.3 kilometres from Cranwell Spa & Golf Club and 9.3 kilometres from Tanglewood.
This spacious 214 square metre holiday home accommodates up to 19 guests, featuring five bedrooms and five bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and complimentary Wi-Fi and parking, with nearby hiking trails and barbecue facilities.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lenox, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.
The Berkshire Quintessential Cape Downtown Lenox - Lenox, MA
10 7 reviews

The Berkshire Quintessential Cape Downtown Lenox

apartment, Lenox
This Lenox flat is located in-town, a 10-minute walk to the town centre, offering a classic Berkshire character.
This property sleeps six guests across three bedrooms and two bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, Wi-Fi, and off-street parking.
Historical Housatonic Street Building - Lenox, MA
10 30 reviews

Historical Housatonic Street Building

apartment, Lenox
This two-bedroom flat in Lenox offers convenient access, situated a short drive from Tanglewood and within walking distance of the Lenox Library, local shops, and restaurants.
This accommodation provides a comfortable stay for two guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, plus on-site parking and a garden.
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