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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

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

The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (123)
"We have a very sweet room that suits us fine. Is strange that we have not seen another person at this property since we have been here. No check in to speak of. Our friend is also staying here, and his room is essentially like a closet… so small. Close to town though, so very convenient"
The price is SAR 511
SAR 554 total
includes taxes & fees
25 Mar - 26 Mar
The Burrell House
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
Inn at Clearwater Pond (Quechee)
Property amenity

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)
The Inn At Quail Run
Seasonal outdoor pool

The Inn At Quail Run

2.5 star property
9.0 out of 10, Wonderful, (64)
"Very nice "
The price is SAR 694
SAR 763 total
includes taxes & fees
15 Apr - 16 Apr
The Inn At Quail Run
The Weston
Front of property

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 SAR 1,688
SAR 1,840 total
includes taxes & fees
19 Mar - 20 Mar
The Weston
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Outdoor dining

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
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (40)
"My wife and I stayed here for 6 nights early February. The apartment is centrally located and had everything we needed. We walked everywhere. Minutes from the mountain, grocery store and restaurants. The building is small, but renovation was very well thought out. Absolutely no complaints. We look forward to booking here again. Thank you Craig and Diane!"
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Exterior

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!
Ski SouthernVermont Getaway.
Terrace/patio

Ski SouthernVermont Getaway.

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! "
Ski SouthernVermont Getaway.
Renovated guest house. Min from Lake and Skiing.
Fridge, microwave, oven, stovetop

Renovated guest house. Min from Lake and Skiing.

10.0 out of 10, Exceptional, (2)
"This place was a pleasant surprise. Exactly what we were looking for. Thoroughly enjoyed this visit "
Renovated guest house. Min from Lake and Skiing.
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Exterior

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 SAR 453
SAR 669 total
includes taxes & fees
18 Mar - 19 Mar
110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Fridge, microwave, oven, stovetop

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
Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation
Property grounds

Magical Retreat Cottage - 15 min to Mt Snow - Ideal workcation

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 - 15 min to Mt Snow - Ideal workcation
Snow Goose Inn
Spa reception

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
Billiards

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.
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
Sign in
Sign up, it's free

Other property types in Chester

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

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
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is SAR 1,294
SAR 1,608 total
includes taxes & fees
13 Apr - 14 Apr
Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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.