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Compare Cottages in Bennington with updated reviews, rates, and availability.

Pool
Home with a spring-fed pond and mountain view.
10.0 out of 10, Exceptional, (101)
"We had a great stay with our pup for a late ski season weekend! The house was clean, well-stocked, and very cozy. The location was beautiful and perfectly situated a few minutes away from everything you could want to do in Manchester. We will definitely be back!"
Home with a spring-fed pond and mountain view.
Exterior
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, (66)
"Linda Jane’s place is absolutely wonderful! The house was sparkling clean and had everything we could need for a weekend ski getaway. Also situated on a scenic pond in a quiet neighborhood. About 30 minute drive to Mt. Snow. Only thing to note, the cabin is a bit open concept, so Linda Jane kindly provided a divider to allow for more privacy between the downstairs bedrooms. We had a great weekend with friends and would love to plan a trip back!"
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior
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.
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Dining
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!
Exterior
Adorable Cottage in the heart of Dorset Village!
10.0 out of 10, Exceptional, (11)
"..."
Adorable Cottage in the heart of Dorset Village!
Interior
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (120)
"The house has a beautiful view of the lake and is very clean. It is beautifully decorated, and has all the supplies that are needed for comfortable stay. The owner is very thoughtful and the house is nicely organized. We appreciated the Christmas decorations during our holiday stay, extra towels prepared for the dog and the dog treats. The house is nicely stocked with family games, and there is beautiful trail in walking distance: up the hill to vast trail, and path through the forest to Little...
Great Place to get away and have clean fresh air surround you!
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, (176)
"Third time as good as the first. We will return next year"
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior
Perfect Country Cottage
9.6 out of 10, Exceptional, (72)
"The was a great cottage to stay at. The property was clean and well stocked for our stay. Very close to Manchester and the slopes."
Perfect Country Cottage
Smart TV, fireplace
Lake life at Woodford Cottage
9.6 out of 10, Exceptional, (11)
"Stayed Fri - Mon over Columbus Day weekend - overall the cabin itself was very nice. Clean, cozy and all the amenities listed. Some things to note: -There’s no dishwasher so bring paper plates and bowls to make life easier! -There’s a washer dryer combo in the kitchen but only the dryer is available for use -The front door is tricky with the lock but you’ll quickly get the hang of it -The shower is also tricky at first but you’ll also get the hang of that! -Not really any closet or drawer space...
Lake life at Woodford Cottage
Exterior
Spacious Home Near Bromley Mountain Ski Resort!
3.5 star property
Spacious Home Near Bromley Mountain Ski Resort!
Interior
Beautiful Winter Escape on Bromley Mountain!
3.5 star property
Beautiful Winter Escape on Bromley Mountain!
Interior
Manchester Center Home w/ Green Mtn Views!
3.0 star property
Manchester Center Home w/ Green Mtn Views!
Interior
Enchanting Dorset Mountain Home w/ Stunning Views!
3.0 star property
Enchanting Dorset Mountain Home w/ Stunning Views!
Interior
Cozy Cabin Between Stratton Resort & Mount Snow
3.0 star property
Cozy Cabin Between Stratton Resort & Mount Snow
Interior
Nostalgic Vermont Escape in Manchester Center
3.0 star property
Nostalgic Vermont Escape in Manchester Center
Interior
13-acre Manchester Retreat: 13 Miles to Bromley!
3.5 star property
13-acre Manchester Retreat: 13 Miles to Bromley!
Interior
Bennington Cabin w/ Deck & Views of 3 States!
3.0 star property
Bennington Cabin w/ Deck & Views of 3 States!
Interior
Spacious Winhall Home ~1 Mi to Stratton Mtn!
3.0 star property
Spacious Winhall Home ~1 Mi to Stratton Mtn!
Interior
Secluded Home, 7 Mins to Stratton Mountain Resort
3.5 star property
Secluded Home, 7 Mins to Stratton Mountain Resort
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See all available properties in Bennington
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 Bennington

Fridge, microwave, oven, stovetop
Victorian Home in Bennington, Vermont
10.0 out of 10, Exceptional, (78)
"The house fit our needs so well that we stayed an extra day. High ceilings, lots of light, more than ample room. We used it as a home base for ski slopes less than an hour away. Great work-from-home setup for a non-skier. Thank you for hosting us!"
Victorian Home in Bennington, Vermont
Interior
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, (7)
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (120)
"The house has a beautiful view of the lake and is very clean. It is beautifully decorated, and has all the supplies that are needed for comfortable stay. The owner is very thoughtful and the house is nicely organized. We appreciated the Christmas decorations during our holiday stay, extra towels prepared for the dog and the dog treats. The house is nicely stocked with family games, and there is beautiful trail in walking distance: up the hill to vast trail, and path through the forest to Little...
Great Place to get away and have clean fresh air surround you!
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.