Search Guest Houses in Great Barrington

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Compare 10 Guest Houses in Great Barrington with updated reviews, rates, and availability.

The Central Downtown Inn & Suites
Exterior
The Central Downtown Inn & Suites
4.0 star property
8.8 out of 10, Excellent, (235)
"Great stay. Easy check-in. Comfortable."
The Central Downtown Inn & Suites
9 Academy
Living area
9 Academy
4.0 star property
8.0 out of 10, Very Good, (1)
The price is SAR 1,750
SAR 1,978 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
9 Academy
Sweet Dreams Retreat
beautiful oval deck surrounding pool.
Sweet Dreams Retreat
9.8 out of 10, Exceptional, (49)
"The Sweet Dreams Retreat is a great place! The space was warm and inviting, the hosts were kind and attentive to our requests. Communication with them was very easy. The location was easy to find and check-in was a breeze. There's a patio with a gas fireplace right outside the door to the private entrance. There's a large hot tub on-site and it was nice to take a soak at the end of the day. The walk-in shower is great for a nice relaxing shower as well. It gets nice and hot. & it stays that way...
Sweet Dreams Retreat
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The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Exterior
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
9.8 out of 10, Exceptional, (80)
"We love this place! The loft itself is warm, inviting and cozy. The property is so beautiful, the view out each window window was like looking at a beautiful landscape painting. We thoroughly enjoyed the wine and live music on the weekend and are already planning our next stay!!!"
The price is SAR 431
SAR 899 total
includes taxes & fees
21 Jul - 22 Jul
21 Raj. - 22 Raj.
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!
Hudson valley and The Berkshires Cottage
Hudson valley and The Berkshires Cottage
10.0 out of 10, Exceptional, (1)
"This oasis in the woods is a perfect week long or weekend respite. It is very clean and comfortable with all the necessary amenities. The location is quiet and peaceful with chirping birds and a nearby babbling brook. Easy access to nearby country towns for groceries, restaurants or browsing. Hiking trails are abundant. WiFi was robust enough for me to connect remotely with work when needed. The owner is pleasant, responsive and accommodating. I would highly recommend for anyone looking for an...
The price is SAR 615
SAR 1,489 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Hudson valley and The Berkshires Cottage
Renovated Private Guest House by Evergreen Home
Bedroom 1- King Bed (ground floor)
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
Front of property
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
Exterior
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
Lobby lounge
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
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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.

Other property types in Great Barrington

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"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
Private Estate, Heated YEARROUND Outdoor Pool
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (8)
"The pictures simply do not do this place justice, it’s an incredible home. Our friend group was cozy all weekend! We loved the hot tub/pool, the really interesting artwork, the driving range mat and basketball hoop. Plenty of towels and kitchen supplies. The in law apartment (which we didn’t use as sadly part of our group was unable to join us) is attached to the main home and is so cute. We had a small issue upon arrival and the hosts were immediately responsive with us troubleshooting and...
Private Estate, Heated YEARROUND Outdoor Pool
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Great Barrington Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (39)
"This house was the perfect get away house for out family! The place was clean and the kitchen well stocked! We had wonderful large family dinners and enjoyed heading into town for meals and fun too. We had the best hikes with are wonderful dog that we got to include, it was a very special week. Great location and the most peaceful and amazing views from the deck and the dock. Would stay here again for sure! Thank you for sharing your home."
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
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.

Recent reviews of Great Barrington hotels
Expedia verified reviews

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

5/5 Excellent
"Loved the lake in the back !!!"
A verified traveler stayed at The Black Swan Lee - Lenox, Ascend Hotel Collection
Posted 22 hours ago
The Black Swan Lee - Lenox, Ascend Hotel Collection