Search Guest Houses in Chester

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Compare 14 Guest Houses in Chester with updated reviews, rates, and availability.

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (125)
"It’s a beautiful property and walking distance to everywhere. "
The Burrell House

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
1 May - 2 May
The Weston

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Very nice "
The price is AED 680
AED 747 total
includes taxes & fees
1 May - 2 May
The Inn At Quail Run

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

Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

9.8 out of 10, Exceptional, (42)
"Perfect location and very clean!"
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants

Inn at Clearwater Pond (Quechee)

3.5 star property
9.4 out of 10, Exceptional, (45)
"AMAZING STAY AMAZING PLACE"
Inn at Clearwater Pond (Quechee)

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

9.6 out of 10, Exceptional, (36)
"We stayed for 20 days in January to enjoy skiing at Okemo, which was a short trip from the Carriage House. It was better than described on the listing with more amenities than expected. The kitchen was stocked with everything needed for cooking and baking-except for the groceries. The modern appliances and crockpot allowed me to cook with ease. Having a washer/dryer on site, as well as detergent, was very convenient. Hosts Jennifer and Michael provide a detailed description of how everything...
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!

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

Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester

10.0 out of 10, Exceptional, (64)
"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! "
Hike, Swim Little Rock Pond, AP-LT, H Stone. Minutes to VSF, Manchester

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

10.0 out of 10, Exceptional, (12)
"The property was beautiful. Easy to get to all 3 skiing mountains in the area. The cottage was excellent and plenty of room. Clean, organized, and very well decorated. Felt right all home and comfortable. Would highly recommend! "
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham

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 382
AED 578 total
includes taxes & fees
18 May - 19 May
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool

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

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

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

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
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

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

9.8 out of 10, Exceptional, (18)
"This place was very enjoyable, it was just 3 of us so there was more than enough room. It is a very comfortable home and we enjoyed the easy trip into Manchester for some meals and a wonderful day of hiking some great nearby trails."
The price is AED 744
AED 2,365 total
includes taxes & fees
1 May - 2 May
Your Vermont Mountain Haven Pet Friendly home with Hot tub!
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.