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Compare 15 Guest Houses in Chester with updated reviews, rates, and availability.

The Burrell House
Bathroom
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (118)
"Really enjoyed it. Quaint area, great room and friendly service!"
The price is AED 500
AED 543 total
includes taxes & fees
23 Nov - 24 Nov
The Burrell House
The Weston
Room
The Weston
5.0 star property
10.0 out of 10, Exceptional, (7)
"The inn is beautiful and the service was exemplary. We asked for early check in and the staff was very accommodating. The room was very comfortable. We would love to visit again."
The price is AED 1,653
AED 1,802 total
includes taxes & fees
24 Nov - 25 Nov
The Weston
Sutton's Place
Room
Sutton's Place
2.5 star property
7.8 out of 10, Good, (44)
"Clean, comfortable, and quiet! Easy to park, convenient location."
The price is AED 459
AED 505 total
includes taxes & fees
24 Nov - 25 Nov
Sutton's Place
The Inn At Quail Run
Exterior
The Inn At Quail Run
2.5 star property
9.0 out of 10, Wonderful, (63)
"Exceptional service beautiful place "
The price is AED 643
AED 707 total
includes taxes & fees
23 Nov - 24 Nov
The Inn At Quail Run
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Exterior
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
10.0 out of 10, Exceptional, (35)
"Very practical little bungalo. Great location. Everything you need to cook during your stay. Grocery store within walking distance. Well lighted and plenty of hot water in a sufficient bathroom. Very modern appliances and interior. It was a very good choice. Close to many quaint towns and activities."
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Inn at Clearwater Pond (Quechee)
Fountain
Inn at Clearwater Pond (Quechee)
3.5 star property
9.4 out of 10, Exceptional, (43)
"This is a great property. The hosts do an outstanding job of making you feel welcome. All your needs are met. We highly recommend "
Inn at Clearwater Pond (Quechee)
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
9.6 out of 10, Exceptional, (7)
"I had an excellent stay. The home was comfortable, clean, and very charming. The location was beautiful and private, and convenient to several nearby locations. I had no trouble checking in or out, and communications with the host were very easy."
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Price drop
Guest House
Price drop
10.0 out of 10, Exceptional, (63)
"I can’t say enough good things about this lovely home between Rutland and Manchester, VT! The location was ideal for our getaway, surrounded by beautiful hiking trails and the perfect balance of quiet and accessibility. The property itself was charming and cozy, with every detail thoughtfully taken care of – from the fire pit and grill outside to the comfortable indoor setup with board games and TV. The host went above and beyond to make our stay special, even checking in upon our arrival to...
Price drop
Perfect Workcation Space - 15 min to Mt Snow, Very Fast WiFi - Cozy Fireplace
Private kitchen
Perfect Workcation Space - 15 min to Mt Snow, Very Fast WiFi - Cozy Fireplace
10.0 out of 10, Exceptional, (3)
"We enjoyed our stay. Being only 15 minutes from places to eat, we had total privacy and quiet. The surrounding forest and nearby river are great and make you feel like you have escaped somewhere. Plenty of room for a family of four with a loft and a private room. Living space was nicely setup. If you want to prep your own meals during a stay, this place has all that you would need. Coffee maker, grinder, and some coffee were there. A dishwasher was excellent. A washer and drier on site make it...
Perfect Workcation Space - 15 min to Mt Snow, Very Fast WiFi - Cozy Fireplace
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Exterior detail
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
9.6 out of 10, Exceptional, (35)
"Overall good. Very clean, well stocked. Pros: * Bed in master bedroom was comfy * Kitchen was spacious and well stocked (thank you for the coffee and tea options!) * Living room/dining room was spacious and comfortable. Enjoyed the pamphlets left in the box in the dining room with ideas of things to do locally. * Wifi worked well * Loved the Mrs. Meyer's cleaning products (hand soap, dish soap) CONS: * The listing description does not mention that this is a second floor unit - glad my...
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
July 2022
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
10.0 out of 10, Exceptional, (11)
"Our 3rd stay at Josh's house was great. Perfect setup and location for a ski weekend. Josh is incredibly nice and communicative. Will be back next season."
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Relax in the living area with a pull out sofa, dinette, TV, and sliding glass doors leading to the padio.
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
8.0 out of 10, Very Good, (5)
"Beds not terrible. Sofa bed very terrible. Great pool. Reasanable price vs quality. Renovated in pass years. Clean place"
The price is AED 420
AED 614 total
includes taxes & fees
23 Nov - 24 Nov
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Renovated guest house. Min from Lake and Skiing.
2nd Floor Family room with amazing views of the surrounding valley and mountains
Renovated guest house. Min from Lake and Skiing.
10.0 out of 10, Exceptional, (1)
"A lovely resting spot for my friend and I for two nights. Very clean, quiet, beautiful views from deck and very nice owners."
Renovated guest house. Min from Lake and Skiing.
Salt Ash Inn
Front of property
Salt Ash Inn
3.0 star property
6.0 out of 10, (126)
"Great place, close proximity to Killington. Clean & quiet...Recommend this location."
Salt Ash Inn
Snow Goose Inn
Front of property
Snow Goose Inn
2.5 star property
8.0 out of 10, Very Good, (11)
"We booked this place as a bed and breakfast. No breakfast. No staff on site. No information was provided at the hotel to help us find things in the area. We were not informed that this was a "self check in hotel" until after the cancellation date. Calling the Heritage office (off site) for assistance was useless as the staff could not answer our questions. The common areas were sparsely furnished and shabby. The outside deck area hadn't been swept in quite a while. The deck furniture was in...
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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Other property types in Chester

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (196)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
Located in the Okemo Mt. Community, a mile to the base lodge
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free Pool
9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree! 45% Off! Free 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.