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Compare 117 Cottages in Chester with updated reviews, rates, and availability.

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Vermont Country Cottage (Near Village)
10.0 out of 10, Exceptional, (4)
"Nice cottage"
The price is AED 606
AED 1,378 total
includes taxes & fees
20 Jun - 21 Jun
Vermont Country Cottage (Near Village)
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
10.0 out of 10, Exceptional, (2)
"Had a wonderful stay and romp in the spring snow. Probably the best appointed kitchen we've experienced so far. House is full of character, quirks and picturesque surroundings as well as thoughtful elements for both humans and canines. Perfect location for exploring, skiing or good old relaxation. Loved the streams, covered bridge and variety of eggs available up and down the road!"
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
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Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (25)
"I’m forever overjoyed with the way people transform small spaces and this cabin is on point! I never even knew the lake was right behind the place! How my dog and I enjoyed our daily walks along the lake road. The lake is a paddlers paradise. Most days I was the only one out there. It IS cabin living so you’ll have some occasional hard water experiences and the fyi g insects are hatching now so they like to visit. Gratefully my dog loves to eat them. Enjoy.! We loved it and will be back for...
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Home with a spring-fed pond and mountain view.
10.0 out of 10, Exceptional, (103)
"Everything was perfect!! The place, the grounds, the cabin, the host. Lots to see and do. Just an overall amazing mini vacation 3 days, 2 nights, mid week. Already looking into returning next year for my birthday as well!!"
Home with a spring-fed pond and mountain view.
Perfect Country Cottage
9.6 out of 10, Exceptional, (73)
"This house is in a great location and has everything you need to feel at home. Great house to cook in or sit out on the porch. Quick rides to town or out for a hike. More importantly Nick was so great to work with; anyone who stays here is in good hands. Thank you for everything Nick! Can’t wait to come back."
Perfect Country Cottage
Cozy Historic Hilltop Cottage with Mount Ascutney View
9.8 out of 10, Exceptional, (70)
"Fantastic hilltop house in the woods of Vermont; spotlessly clean, very comfortable and tastefully decorated, we had a wonderful stay."
Cozy Historic Hilltop Cottage with Mount Ascutney View
The Cortland Cottage-Cozy Post & Beam cottage w/ hot tub in historic Walpole, NH
10.0 out of 10, Exceptional, (2)
"I really enjoyed my stay at the cottage. It was so cozy and relaxing. LouAnn was a great host, responding quickly to any questions I had. The cottage would be great for a couples or girlfriend getaway. Loved the hottub!"
The price is AED 918
AED 1,678 total
includes taxes & fees
27 Jun - 28 Jun
The Cortland Cottage-Cozy Post & Beam cottage w/ hot tub in historic Walpole, NH
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
9.0 out of 10, Wonderful, (9)
"Beautiful, quiet location next to river with spectacular views of covered bridge & VT landscapes! Clean, cozy, bright, rustic home in wonderful rural Woodstock area. Home is conveniently close to most highways & the center of town. The spacious rooms have mix of period & contemporary furniture, adding to the charm. Had great outdoor deck & river view was certainly a big plus! A few deck chairs would have made that even better! The kitchen had all necessary items for nice stay, loved...
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
9.6 out of 10, Exceptional, (5)
"Location was awesome, house met the description and was comfortable. Stayed with dog and 3 kids. Doors (or walls?) were a little drafty in the winter, but heating seemed to be ok. Heated floors in bathrooms were really nice. Suggest more than 2 dishwasher tabs per renter. Basement is quite cold but we didn't need to use it for sleeping. Still, 5 stars, great property and would stay again."
Renovated lakefront cottage with deep-water dock, swim platform, & firepit
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
10.0 out of 10, Exceptional, (18)
"Really cozy and comfortable, several fine restaurants walkable, spectacular unobstructed view of Equinox Mountain behind the property. A very special place."
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
9.0 out of 10, Wonderful, (45)
"The house is super nice and cozy, but there was a lot of mud in the parking lot, making things quite difficult to pack and unpack the car. The WiFi signal was good, but super low speed. Other than these two things, we loved the place and would recommend it, specially because it is very close to Okemo Ski resort."
Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock
Spruce Moose Cottage | Tiny House on 65 private acres
Spruce Moose Cottage | Tiny House on 65 private acres
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
10.0 out of 10, Exceptional, (18)
"The host put a lot of thought into the space, with a cute gift of local maple syrup, a binder full of nearby things to do and restaurants, and overall the space was clean and well maintained. Nice historic location, we had fun walking around the town. This was a fun stay as we drove up for the solar eclipse and drove to our viewing area the next morning. Minus 1 star, because though the home did appear clean, there did seem to be a kitchen mouse. Made the property owner aware of this issue."
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
10.0 out of 10, Exceptional, (3)
"very good cozy location. enjoyed the privacy during our stay."
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Adorable Cottage in the heart of Dorset Village!
10.0 out of 10, Exceptional, (11)
"..."
Adorable Cottage in the heart of Dorset Village!
4bdrm Cottage central to year round fun w/fireplace
4bdrm Cottage central to year round fun w/fireplace
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.5 star property
Cozy Falls Brook Cabin: Hike & Swim On-site!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.5 star property
10.0 out of 10, Exceptional, (1)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
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See all available properties in Chester
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.

Other property types in Chester

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (179)
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (32)
"Will be back!!"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very Good, (70)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is AED 1,178
AED 1,408 total
includes taxes & fees
23 Jun - 24 Jun
Long Trail House at Stratton Mountain Resort
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.

Recent reviews of Chester hotels
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