Search Guest Houses in Chester

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Aug 15 - Aug 17
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Guest Houses in Chester

The Burrell House
Traditional home with a covered front porch and garage, set amidst a beautifully landscaped yard.

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (132)
"Restful and relaxing "
$139 nightly
The price is $151
Aug 12 - Aug 13
Total includes taxes and fees
The Burrell House
Inn at Clearwater Pond (Quechee)
Situated in a serene grassy area, this gazebo offers a peaceful spot to relax with a circular table and four chairs.

Inn at Clearwater Pond (Quechee)

3.5 star property
9.4 out of 10, Exceptional, (46)
"I booked two nights stay at this small, quaint, and very comfortable B&B in Quechee, VT. Tina, the owner, was a gracious, helpful host. The grounds around the property are tranquil and pristine. I would definitely stay there again."
Inn at Clearwater Pond (Quechee)
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Enjoy cooking in this well-equipped kitchen with a large window offering a view of the surrounding area.

Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

10.0 out of 10, Exceptional, (12)
"We had a great stay at this cabin in mid-August. Although it was rainy, we found lots to do nearby and found the cabin had everything we needed for meals in and relaxing. Beautiful spot, and great hosts!"
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
The Weston
Traditional house with a charming front porch and garden, offering a peaceful outdoor space for dining or relaxation.

The Weston

5.0 star property
10.0 out of 10, Exceptional, (8)
"Incredible service. Staff was so attentive and knowledgeable. Room was great and the food was even better. A charming stay "
$414 nightly
The price is $452
Aug 21 - Aug 22
Total includes taxes and fees
The Weston
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Enjoy dining or socializing on the outdoor deck with a wooden table and chairs.

Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly

9.6 out of 10, Exceptional, (8)
"Property was perfect for a weekend trip to nearby Okemo (20mins). Would stay here again."
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
The Inn At Quail Run
Relax by the serene pool surrounded by lush greenery and a shaded gazebo.

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Exceptional service beautiful place "
$215 nightly
The price is $237
Aug 11 - Aug 12
Total includes taxes and fees
The Inn At Quail Run
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Escape to a serene retreat surrounded by lush greenery and trees in this peaceful guest house.

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

9.4 out of 10, Exceptional, (39)
"We had a great time on our family ski trip."
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.
Relax in a serene outdoor seating area surrounded by lush greenery and a wooden fence.

Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.

10.0 out of 10, Exceptional, (65)
"Great stay for our short snowboarding trip to Stratton. Very clean and quiet place. Terry was very responsive and accommodating for us. Would definitely consider staying here again if its available. Thanks! "
Book 2 nights get 3rd free. Mid wk only Tu-Thur. L RockPond, AP-LT, H Stone.
Sutton's Place
Porch

Sutton's Place

2.5 star property
8.0 out of 10, Very Good, (46)
"The owner is very nice. A lot of walkable dining options. "
Sutton's Place
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Enjoy expansive views of the wooded landscape from the large windows in this home.

Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi

10.0 out of 10, Exceptional, (4)
"One of my favorite places in the world. Truly is magical "
Magical Retreat Cottage - Surrounded by Waterfalls, Extreme Peace and fast WiFi
Salt Ash Inn
Relax and unwind in this inviting space, featuring a pool table and comfortable seating area.

Salt Ash Inn

3.0 star property
6.0 out of 10, (126)
Salt Ash Inn
Snow Goose Inn
Front of property

Snow Goose Inn

2.5 star property
8.0 out of 10, Very Good, (11)
"Great room and in-room amenities. However the fact that the Inn is administered by the Hermitage club which is 5 miles away made things a little inconvenient when it came time to check in and out (there was no one on site, you have to check in at the club house). The Inn was close to multiple food options and on the main VT route 100 through town so was quite convenient aside from the separate check-in location."
Snow Goose Inn
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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Top Chester Hotel Reviews

Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

10/10 Excellent
"Is a very well cared for hotel and I enjoyed my stay and I’ve stayed there several times."
Scott 2-night trip
Posted 2 days ago
Keene Elm City Hotel, Ascend Hotel Collection