Search Guest Houses in Great Barrington

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Guest Houses in Great Barrington

The Central Downtown Inn & Suites
Microwave, oven, stovetop, dishwasher
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (256)
"This was a spacious and clean and comfortable place. There was room to work on line and a comfortable bed. I couldn't have asked for more. I especially appreciated the lack of "freshening" chemicals in the air and on the sheets and towels. The marketing of smells to the public is just weird, and I am glad you have not succumbed to it. "
The Central Downtown Inn & Suites
9 Academy
Exterior
9 Academy
4.0 star property
9.4 out of 10, Exceptional, (3)
"I booked for two nights but with luggage being lost and flights delayed, I made it to 9 Academy on the first morning, more than worn out and on edge, and not easy to please. 9 Academy, what place of beauty and calm! One large bedroom with large adjacent living/dining area, all beautifully decorated and furnished, overlooking an attractive garden. The property is right in the middle of Salisbury and within easy distance from all of the attractions of the area. Aiden, the property owner/manager...
The price is NZ$910
includes taxes & fees
23 Sept - 24 Sept
9 Academy
Sweet Dreams Retreat
Property grounds
Sweet Dreams Retreat
9.8 out of 10, Exceptional, (52)
"This is by far the best place we have ever stayed. From the beautiful gardens to the hummingbirds drinking nectar from the flowers, from the beautiful suite where the hosts have thought of everything to the great bathroom and calming shower, from the relaxing hot tub to the cooling and revitalizing pool, from the peaceful fire pit to the convenient gas grill, from the comfy couch to the supportive bed, from the ice maker to the fridge and freezer, from the oven to the stove top and even the...
Sweet Dreams Retreat
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!
10.0 out of 10, Exceptional, (82)
"Fits our regular travel between Boston and Albany"
The price is NZ$390
includes taxes & fees
23 Sept - 24 Sept
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 NZ$500
includes taxes & fees
30 Sept - 1 Oct
Hudson valley and The Berkshires Cottage
Renovated Private Guest House by Evergreen Home
Property grounds
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
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
Jacob's Tanglewood Ranch
Dishwasher
Jacob's Tanglewood Ranch
3.0 star property
Jacob's Tanglewood Ranch
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
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
Don't see what you're looking for?
See all available properties 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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Great Barrington

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
7 bedrooms, iron/ironing board, travel cot, Internet
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (30)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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, (39)
"I don’t want to publish review, but I really think the owners should let people know that two of thee bedrooms are in the basement and one has no windows. Also a big issue is the firing range next door. Gunshots every day and a poor dead bird on deck. Afraid to go outside!!!"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Private Estate, Heated YEARROUND Outdoor Pool
Fridge, microwave, oven, stovetop
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (13)
"The country setting provided a quiet retreat. The home is well equipped: plenty of beds, multiple gathering places, pool with towels (although it was pretty cold until the pool guy came and provided help). The outdoor grill provides additional cooking space. The home is within easy driving to many places of interest. We had a nice week at this home."
Private Estate, Heated YEARROUND Outdoor Pool
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.