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The best holiday homes in Great Barrington

Check out our pick of great holiday homes in Great Barrington

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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The area is popular for skiing and cycling, and free use of bicycles is available at the holiday home. An indoor play area is also available at Woodland Hills Modern Cottage Minutes from Downtown Great Barrington, while guests can also relax in the garden.

Great house! Very nicely decorated house with lots of space. The kitchen is beautiful and well-equipped. with plenty of information on how to use the amenities and where to dine, etc. In general, Rob, the owner, was extremely attentive. He even accepted a medical device delivery for my mother a day before our arrival. Great Barrington is my favorite town in the Berkshires, and Rob's house is situated in the perfect spot. It is perfectly nestled in a nice neighborhood that "feels" far from the downtown area, since it's surrounded by the woods, but it's actually only a few minutes away. My favorite part of the house is the coffee bar! I will definitely stay here again on my next trip to the Berkshires.

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9.6
Exceptional
5 reviews
Price from
DKK 4,464
per night

The spacious holiday home features 3 bedrooms, a TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are available in the holiday home. For added privacy, the accommodation features a private entrance.

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9
Superb
1 reviews
Price from
DKK 4,687
per night

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days.

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7
Good
1 reviews
Price from
DKK 3,659
per night

The spacious holiday home is located on the ground floor and has 4 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The property also has 2 bathrooms with a hair dryer. The property has an outdoor dining area.

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7.7
Good
4 reviews
Price from
DKK 3,861
per night

Cranwell Spa & Golf Club is 26 km from the holiday home, while Tanglewood Musical Center is 26 km away. The nearest airport is Bradley International Airport, 67 km from Beautiful Berkshires Cottage on Lake Buel.

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The spacious holiday home features 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher and an oven. Towels and bed linen are available in the holiday home. The accommodation offers a fireplace.

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Price from
DKK 2,671
per night

Situated in Great Barrington, 16 km from Norman Rockwell Museum and 22 km from Cranwell Spa & Golf Club, Berkshire Vacation Rentals: Great Barrington Walkable To Lake And Town offers air conditioning. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 23 km from Tanglewood Musical Center.

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Price from
DKK 3,823
per night

Boasting air-conditioned accommodation with a patio, Berkshire Vacation Rentals: Great Barrington Cabin Sleeps 14 Walk To Town is situated in Great Barrington. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is located 14 km from Norman Rockwell Museum.

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Price from
DKK 4,107
per night

The spacious holiday home has 4 bedrooms, a TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. The accommodation offers a fireplace.

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Price from
DKK 5,287
per night

The spacious holiday home comes with 1 bedroom, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are featured in the holiday home. The accommodation offers a fireplace.

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Price from
DKK 31,830
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Holiday homes that guests love in Great Barrington

  • Avg. price/night: DKK 768.42
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 207 reviews
    Very Clean
    Paul
    Young couple
  • Avg. price/night: DKK 663.47
    6.9
    Scored 6.9
    Pleasant
    Rated pleasant
     · 195 reviews
    Location. The staff were excellent and very helpful. There was a problem with my booking which they alerted me to, we were able to resolve the issue upon our arrival. The management were both helpful and understanding. Punal provided me with additional information about the area and some tips on best times to book future visits to the area. The room was very well taken care of, very clean and comfortable. The area was close to the venue we were attending that night
    Theresa
    Young couple
  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews
    Lovely house, great location. The space is very clean, comfortable and nicely furnished. The architecture is beautiful - modern with plenty of light. Nice big yard in a quiet neighborhood just a few minutes' drive from Great Barrington center. If you drive a Tesla, there's a supercharging station a couple miles away at the Big Y supermarket.
    Nathan
    Solo traveller
  • Avg. price/night: DKK 795.70
    7.8
    Scored 7.8
    Good
    Rated good
     · 507 reviews
    Perfect location right in Great Barrington. Walking distance to everything. The motel was very clean. Hot coffee and tea available all day/night. Fresh make your own waffles for breakfast. Toast, yogurt, oatmeal, eggs and sausage and fruit cups. Juice also available.
    Catherine
    Young couple
  • Avg. price/night: DKK 768.42
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 207 reviews
    the property was very clean and well taken care of. the fridge and microwave were great to have.
    Angela
    Young couple
  • Avg. price/night: DKK 1,071.17
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 296 reviews
    Premises are very clean and very well maintained. Staff was very friendly and helpful. Big thank you to Sam and Jessica, who went above and beyond. Love you guys. Jolanta Mirkowski-Paszel.
    Jolanta
    Family with young children
  • Avg. price/night: DKK 1,444.63
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 204 reviews
    It’s very clean. staffs are great and welcoming!
    yu
    Family with young children