Photo by Elizabeth Massa Peroulakis

Search Guest Houses in Chester

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Compare 8 Guest Houses in Chester with updated reviews, rates, and availability.

The Central Downtown Inn & Suites

4.0 star property
8.8 out of 10, Excellent, (269)
"The suite we stayed in was spacious. Maid service is only once weekly, but when we contacted them about getting additional toilet paper, they were very responsive. The queen bed in the bedroom was very comfortable. We were not able to get the TV in the bedroom to work. The sofa queen bed in the living room was all broken down. My husband had to put boards under the mattress to support it enough so he could use the bed. The kitchen was clean and well-stocked."
The Central Downtown Inn & Suites

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

9.8 out of 10, Exceptional, (84)
"The location was perfect and the loft was very quiet and comfortable. Hope to come back next year."
The price is AED 422
AED 887 total
includes taxes & fees
29 Dec - 30 Dec
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

Romantic weekend getaway!

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...
Romantic weekend getaway!

The Retreat at Norwich Lake

3.0 star property
9.8 out of 10, Exceptional, (17)
" You drive on an unpaved road for quite a while to get to the Inn. Once you get there, there is the most beautiful place that looks like a large log cabin. It is right on the lake and there are trees everywhere. One of the most beautiful areas that I’ve been to. The room is huge and very comfortable. I also had a balcony that overlooked the lake. Perfect to sit with a glass of wine and stare at the sights."
The Retreat at Norwich Lake

Jacob's Tanglewood Ranch

3.0 star property
Jacob's Tanglewood Ranch

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

Fair Vacation Rental 2

2.0 star property
Fair Vacation Rental 2
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 Chester

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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.