Search Guest Houses in Great Barrington

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Compare 12 Guest Houses in Great Barrington with updated reviews, rates, and availability.

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (277)
":)"
The price is SAR 353
SAR 394 total
includes taxes & fees
12 May - 13 May
The Central Downtown Inn & Suites

9 Academy

4.0 star property
9.6 out of 10, Exceptional, (5)
"The Loft was so beautifully decorated and every detail was perfect. "
The price is SAR 2,110
SAR 2,427 total
includes taxes & fees
29 Apr - 30 Apr
9 Academy

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

10.0 out of 10, Exceptional, (82)
"Really enjoyed the area and cottage was perfect for winter getaway "
The price is SAR 563
SAR 1,003 total
includes taxes & fees
30 Apr - 1 May
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

9.8 out of 10, Exceptional, (87)
"Great place, they though of everything."
The price is SAR 431
SAR 895 total
includes taxes & fees
29 Apr - 30 Apr
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (5)
"A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation."
The price is SAR 416
SAR 1,252 total
includes taxes & fees
9 May - 10 May
Hudson valley and The Berkshires Cottage

Renovated Private Guest House by Evergreen Home

10.0 out of 10, Exceptional, (9)
"Great stay. Cute spot!"
Renovated Private Guest House by Evergreen Home

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch

Vanderbilt Lakeside

3.5 star property
9.4 out of 10, Exceptional, (26)
"We loved our stay at the Vanderbilt Lakeside! The house is so stylish and we had a wonderful dinner at the restaurant. Would definitely stay again!"
Vanderbilt Lakeside

1805 House Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (38)
"Very nice stay. Perhaps a little over priced considering lack of amenities and an average breakfast."
1805 House Bed and Breakfast

Chestnut Lodge

3.5 star property
2.0 out of 10, (2)
"An absolutely horrible experience! My family (2 adults and my 6 year old son) had reserved this so-called hotel for $284 in June for a 13th Aug stay. After a full day at the Berkshires, we checked-in at 6 pm. This place is in a terrible location (unpaved roads, still-in construction steps). To our horror we found that the room had No Air-Conditioning. It was 90 degrees outside and all they had in the room was a ceiling fan. There were bugs in the room due to the heat. On top of it all the...
Chestnut Lodge

Cliffwood Cottage by Evergreen Home

Cliffwood Cottage by Evergreen Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Great Barrington

Lakeside Oasis Just You, The Lake & The View!

9.8 out of 10, Exceptional, (70)
"Perfect location for a peaceful, scenic vacation."
Lakeside Oasis Just You, The Lake & The View!

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (43)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (20)
"Our family had fun staying here. The place had everything we needed and had great art throughout as well. Very short safe walk to Main Street Great Barrington where there are many great stores and restaurants. Less than 10 minutes to Ski Butternut. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.