Best apartment offers in Lenox, MA

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Lenox, MA apartments
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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

Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness - Lenox, MA
10 6 reviews

Refined Berkshires Haven. Between Stockbridge & Lenox. Nature, Arts & Wellness

apartment, Stockbridge
This five-bedroom Stockbridge house, ideal for families or groups of up to eight, is situated a 2.4km walk from the Berkshire Botanical Garden and Housatonic River, and within 3.2km of the Norman Rockwell Museum and Naumkeag.
The smoke-free property boasts a fully equipped kitchen, private patio, fireplace, and free Wi-Fi; a spa and parking are also available.
Classic Stockbridge Cottage - Lenox, MA
10 19 reviews

Classic Stockbridge Cottage

apartment, Stockbridge
This charming cottage is located in a quiet neighbourhood in Stockbridge, just a short walk from Chesterwood and the Rockwell Museum, and a short drive to Tanglewood, Berkshire Botanical Garden, and Stockbridge Bowl. The cottage has received excellent reviews from previous guests.
The property has four bedrooms and three bathrooms across 257 square metres, comfortably accommodating up to eight guests. This charming retreat features a well-equipped kitchen, a spacious living room with a fireplace, a library, a dedicated lounge area, and a private garden.
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.
Berkshires Sanctuary With Outdoor Living Area & Firepit. 8minutes To Tanglewood! - Lenox, MA
10 17 reviews

Berkshires Sanctuary With Outdoor Living Area & Firepit. 8minutes To Tanglewood!

apartment, Richmond
This family-friendly property is situated in Richmond, just 8km from the Tanglewood Music Center and 10km from Hancock Shaker Village, offering easy access to cultural attractions and outdoor activities.
This spacious five-bedroom apartment comfortably accommodates up to 10 guests, making it ideal for families or groups. The property offers a range of amenities including a fully equipped kitchen, a private garden, a hot tub, and a spa, ensuring a comfortable and enjoyable stay.

Best Lenox, MA holiday apartments with air conditioning

Updated And Inviting Home In Lenoxdale - Lenox, MA
10 7 reviews

Updated And Inviting Home In Lenoxdale

apartment, Lenox
This renovated Lenox village half-duplex, near Wyndhurst Golf & Club (under 2km) and Lenox town centre (under 3km), offers easy access to Tanglewood (within 6km).
The three-bedroom property sleeps six, boasting a spacious layout with granite kitchen, two smart TVs, two guaranteed parking spaces, private porches, and a custom-tiled bathroom; nearby attractions include Canyon Ranch and the Lee Outlets.
Renovated Pittsfield Colonial By Evergreen Home - Lenox, MA
9.9 101 reviews

Renovated Pittsfield Colonial By Evergreen Home

apartment, Pittsfield
This charming colonial home is situated in a central location in the Berkshires, just 16 kilometres from Tanglewood and 48 kilometres from Jiminy Peak, offering easy access to Pittsfield's attractions. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
The apartment spans 362 square metres and comfortably accommodates up to 12 guests across its four bedrooms. A modern kitchen, a private garden, and a fitness centre are just some of the amenities that guarantee a comfortable and enjoyable stay.
Berkshires Chalet Mins To Tanglewood/lenox - Lenox, MA
9.7 6 reviews

Berkshires Chalet Mins To Tanglewood/lenox

apartment, Richmond
This spacious four-bedroom, three-bathroom flat is located in Richmond, approximately 6.4 kilometres from Tanglewood and close to numerous Berkshire attractions, offering convenient access to outdoor pursuits and summer theatre venues.
This modern, open-concept two-storey residence accommodates up to ten guests and features a new kitchen with soapstone counters and stainless steel appliances, air conditioning, a Jacuzzi, a screened porch, and secluded grounds with a covered outdoor hot tub.
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.

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Best Lenox, MA holiday apartments with parking

Classic New England Home With A Swimming Pool - Lenox, MA
9.9 17 reviews

Classic New England Home With A Swimming Pool

apartment, Richmond
This four-bedroom Richmond, Massachusetts property is located minutes from Tanglewood, the Kripalu Center for Yoga & Health, Lenox, and West Stockbridge.
The self-catering apartment, sleeping up to nine guests, boasts a private pool, fast Wi-Fi, and a fully equipped kitchen; nearby trails and restaurants offer further attractions.
Spacious Lenox Home Near Tanglewood - Lenox, MA
No reviews

Spacious Lenox Home Near Tanglewood

apartment, Lenox
This spacious holiday let in Lenox is a 4-bedroom, 3-bathroom property offering accommodation for up to 12 guests, situated within walking distance of Wyndhurst Golf & Club and a 6-minute drive from Tanglewood Music Center.
The 245 square meter dwelling boasts a private garden, barbecue area, complimentary Wi-Fi, a fully equipped kitchen, and a dedicated studio space, ensuring a comfortable stay for those exploring Lenox.
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.
Urban Peak Escape, Lenox, Ma - Lenox, MA
8.0 1 review

Urban Peak Escape, Lenox, Ma

apartment, Lenox
This Lenox apartment is situated near the town centre, approximately 1.6 kilometres from Tanglewood and Kripalu.
The 111-square-metre property features two bedrooms, one bathroom, and can accommodate four guests; amenities include a fully equipped kitchen, air conditioning, a terrace, and Wi-Fi access, with easy access to hiking trails and Berkshire attractions such as Great Barrington and MASS MoCA.

Best Lenox, MA apartment rentals with a garden

Light Filled - Modern Rustic Home - Lenox, MA
10 5 reviews

Light Filled - Modern Rustic Home

apartment, Stockbridge
This secluded apartment, located on a quiet dead-end road in Stockbridge, offers a peaceful retreat with easy access to woodland and a stream, ideal for those seeking a tranquil getaway.
This pet-friendly flat accommodates up to six guests and features a well-equipped kitchen, air conditioning, two bathrooms, and an outdoor deck, with ample garden space for recreation and exploration.
The Freckled Hen's Berkshire Nest - Lenox, MA
9.8 79 reviews

The Freckled Hen's Berkshire Nest

apartment, Lee
This house is located in the mountains of Lee, Massachusetts, just 3km from the Housatonic River, Berkshire Mountain Country Store, and Animagic Museum of Animation. It has received excellent reviews from previous guests, highlighting its peaceful setting and convenient location.
The property offers 3 bedrooms and can accommodate up to 6 guests. The house features a modern kitchen, a terrace, a garden, a spa, a fitness centre, a tennis court, and parking, making it perfect for a relaxing and active holiday.
Berkshires Mid-century Retreat! - Lenox, MA
No reviews

Berkshires Mid-century Retreat!

apartment, West Stockbridge
This West Stockbridge holiday home is situated a 7-minute drive from Tanglewood Music Centre and a 6-minute drive from Hotchkiss Mobile Studio.
This five-bedroom, three-bathroom property offers a swimming pool, garden, terrace, hot tub, and Wi-Fi, making it ideal for families exploring local attractions and natural beauty spots.
Cozy Berkshires Pied-à-terre - Lenox, MA
9.8 13 reviews

Cozy Berkshires Pied-à-terre

apartment, Lenox
This Lenox apartment, a two-bedroom duplex, is centrally located minutes from Shakespeare & Company, Tanglewood, and October Mountain State Forest, offering easy access to the Mass Pike and various ski resorts.
The 2-bedroom property sleeps 5, boasts a large kitchen with dishwasher, a garden, parking, and a Level 3 Ford EV charger, plus use of a front porch and backyard.
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