Search Guest Houses in Great Barrington

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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

Compare 11 Guest Houses in Great Barrington with updated reviews, rates, and availability.

The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (275)
":)"
The price is AED 450
AED 503 total
includes taxes & fees
22 Apr - 23 Apr
The Central Downtown Inn & Suites
9 Academy
The Parlor Suite | Egyptian cotton sheets, premium bedding, pillowtop beds

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 AED 1,722
AED 1,980 total
includes taxes & fees
9 Apr - 10 Apr
9 Academy
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Exterior detail

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

9.8 out of 10, Exceptional, (80)
"This was a quick overnight for us, visiting family nearby and out to dinner, and still it felt like we'd escaped to a different time and place, yet with full amenities. Amazing. I wanted to stay up all night reading by the fire but forced myself to bed, to discover the king size i'd only had time to glance at was a luxurious heated nest. Morning by the fire, luxurious coffee and tea options, served breakfast (for extra charge- worth it!) and i was ready to face the drive home. I look forward to...
The price is AED 551
AED 959 total
includes taxes & fees
20 Apr - 21 Apr
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (86)
"We loved staying at The Loft! Very cozy and comfortable. Would like to stay again when next in town.Thank you, Ken."
The price is AED 422
AED 883 total
includes taxes & fees
9 Apr - 10 Apr
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Hudson valley and The Berkshires Cottage
Exterior

Hudson valley and The Berkshires Cottage

10.0 out of 10, Exceptional, (5)
"The property was beautiful! We did not get to stay as long as we wanted but we will definitely be coming back to this little cottage. It was very clean and decorated well! The host was immediately responsive but we should note that there was absolutely no cellphone service which made communicating with guests a little difficult. "
The price is AED 342
AED 1,156 total
includes taxes & fees
5 May - 6 May
Hudson valley and The Berkshires Cottage
Renovated Private Guest House by Evergreen Home
Outdoor dining

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
Interior

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home
Jacob's Tanglewood Ranch
Dishwasher

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch
Vanderbilt Lakeside
Exterior

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
Exterior

1805 House Bed and Breakfast

3.0 star property
9.8 out of 10, Exceptional, (38)
"My partner and I thoroughly enjoyed our two nights at the 1805 House B&B. The four-poster king-sized bed was very comfortable, the large tub in the bathroom was a delight, and breakfast was delivered to our room each morning. The hosts made check in and check out very easy. We were in the area for a jazz festival and to visit a friend. This was a lovely country stay for the weekend. "
1805 House Bed and Breakfast
Chestnut Lodge
Exterior

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
Interior

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

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (17)
"A great winter getaway in the Berkshires. We loved the location of this very nice spot in Great Barrington. Had some great dinners we could walk to and we were able to do amazing hikes during the day and visit other spots around GB as well. Would definitely recommend! House is clean and has a nice vibe and beds comfortable. Nice shower too!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books

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!
Lakeside Retreat Just You, The Lake & The View!
Exterior

Lakeside Retreat Just You, The Lake & The View!

9.8 out of 10, Exceptional, (70)
"We had a lovely stay. Views are amazing. Property owner was very responsive and helpful. Would love to go back in the fall."
Lakeside Retreat Just You, The Lake & The View!
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.