Photo by Elizabeth Massa Peroulakis

Search Guest Houses in Chester

  • 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
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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, (276)
":)"
The price is SAR 424
SAR 474 total
includes taxes & fees
11 May - 12 May
The Central Downtown Inn & Suites

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

10.0 out of 10, Exceptional, (82)
"This cottage is adorable, comfortable, and the hosts think of everything. It's very cozy, there is a lovely assortment of teas, and there are some goodies. This was our second visit, and we will definitely be back. "
The price is SAR 563
SAR 995 total
includes taxes & fees
28 Apr - 29 Apr
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)
"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 SAR 431
SAR 895 total
includes taxes & fees
28 Apr - 29 Apr
The Loft @ Lost Acres ~ A Peaceful Rural Escape on a Farm Winery!

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

Guest House Sanctuary by Evergreen Home

Guest House Sanctuary by Evergreen Home

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

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.
Don't see what you're looking for?
See all available properties in Chester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Chester

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is SAR 841
SAR 940 total
includes taxes & fees
9 May - 10 May
The Ponds at Foxhollow

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is SAR 409
SAR 541 total
includes taxes & fees
28 Apr - 29 Apr
Deluxe Queen Room with 2 Queen Beds

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"3 day holiday getaway, my husband and our 2 pups. A hike in nearby trails in the woods, enjoyed Lee downtown eateries and shops. Beautiful winter wonderland in the Berkshires. The guest rental was perfect!!! Warm, spacious, comfortable, perfect location. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
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.