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Featured Cottages in Bennington

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Exterior
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
9.6 out of 10, Exceptional, 179 reviews
"My husband and I loved this little cottage , we will definitely be back."
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Home with a spring-fed pond and mountain view.
Pool
Home with a spring-fed pond and mountain view.
10.0 out of 10, Exceptional, 102 reviews
"We had a great time, very cute house and the property is beautiful, stones throw to great hiking trails and shops in Manchester. Justin was so easy to communicate with us and we’ll definitely be back!"
Home with a spring-fed pond and mountain view.
Perfect Country Cottage
Exterior
Perfect Country Cottage
9.6 out of 10, Exceptional, 73 reviews
"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
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Great Place to get away and have clean fresh air surround you!
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, 120 reviews
"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!
Perfect for a peaceful get away in clean fresh Vermont air!
Exterior
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, 67 reviews
"We travel to Vermont frequently. This was the best rental we have had. The property is sparkling clean and very cozy. The location is beautiful, and the host is very responsive, taking great pride in her property. I wish I could add more stars to my recommendation. My husband and I will definitely return."
Perfect for a peaceful get away in clean fresh Vermont air!
Lake life at Woodford Cottage
Smart TV, fireplace
Lake life at Woodford Cottage
9.6 out of 10, Exceptional, 11 reviews
"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
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
Exterior
This cottage is a 1 bedroom(s), 1.5 bathrooms, located in Manchester, VT.
10.0 out of 10, Exceptional, 18 reviews
"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.
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
Exterior
Charming Meadow View Cottage in heart of historic Dorset VT! Pet friendly!
10.0 out of 10, Exceptional, 18 reviews
"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!
Adorable Cottage in the heart of Dorset Village!
Property grounds
Adorable Cottage in the heart of Dorset Village!
10.0 out of 10, Exceptional, 11 reviews
"..."
Adorable Cottage in the heart of Dorset Village!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Interior
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3.0 star property
10.0 out of 10, Exceptional, 1 review
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Spacious Home Near Bromley Mountain Ski Resort!
Exterior
Spacious Home Near Bromley Mountain Ski Resort!
3.5 star property
Spacious Home Near Bromley Mountain Ski Resort!
Beautiful Winter Escape on Bromley Mountain!
Interior
Beautiful Winter Escape on Bromley Mountain!
3.5 star property
Beautiful Winter Escape on Bromley Mountain!
Manchester Center Home w/ Green Mtn Views!
Interior
Manchester Center Home w/ Green Mtn Views!
3.0 star property
Manchester Center Home w/ Green Mtn Views!
Enchanting Dorset Mountain Home w/ Stunning Views!
Interior
Enchanting Dorset Mountain Home w/ Stunning Views!
3.0 star property
Enchanting Dorset Mountain Home w/ Stunning Views!
Green Mountains Cozy Stylish Cottage - HIDDEN GEM: Lake, Hiking, Skiing, Fishing
Property grounds
Green Mountains Cozy Stylish Cottage - HIDDEN GEM: Lake, Hiking, Skiing, Fishing
Green Mountains Cozy Stylish Cottage - HIDDEN GEM: Lake, Hiking, Skiing, Fishing
Cozy Cabin Between Stratton Resort & Mount Snow
Interior
Cozy Cabin Between Stratton Resort & Mount Snow
3.0 star property
Cozy Cabin Between Stratton Resort & Mount Snow
Nostalgic Vermont Escape in Manchester Center
Interior
Nostalgic Vermont Escape in Manchester Center
3.0 star property
Nostalgic Vermont Escape in Manchester Center
13-acre Manchester Retreat: 13 Miles to Bromley!
Interior
13-acre Manchester Retreat: 13 Miles to Bromley!
3.5 star property
13-acre Manchester Retreat: 13 Miles to Bromley!
Bennington Cabin w/ Deck & Views of 3 States!
Interior
Bennington Cabin w/ Deck & Views of 3 States!
3.0 star property
Bennington Cabin w/ Deck & Views of 3 States!
Spacious Winhall Home: 1 Mi to Stratton Mtn!
Interior
Spacious Winhall Home: 1 Mi to Stratton Mtn!
3.0 star property
Spacious Winhall Home: 1 Mi to Stratton Mtn!
Don't see what you're looking for?
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

Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Interior
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
9.8 out of 10, Exceptional, 8 reviews
"Beautiful property! Responsive and helpful hosts. Short walk into downtown Bennington. We had a blast!"
Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms
Meme's High Mountain Lake House
View from property
Meme's High Mountain Lake House
10.0 out of 10, Exceptional, 3 reviews
"How was better than advertised. Really appreciated the owners leaving the essentials, including the spices and condiments. Linens, too. They really take pride in the place. Highly recommend."
Meme's High Mountain Lake House
Great Place to get away and have clean fresh air surround you!
Exterior
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, 120 reviews
"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.

Bennington Cottages information

Number of reviews
544
Accommodation
29 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Bennington cost?
Cottages in Bennington range between and per night. These properties offer a chance to touch base with nature — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What is there to do in Bennington near my cottage?
Whatever your interests, Bennington has loads to keep you busy. Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre are on most travellers’ sightseeing plans. Don’t forget about Old First Congregational Church, Robert Frost Stone House Museum and Southern Vermont College either. With Expedia’s hotel deals in Bennington, you can discover even more wonderful attractions like these with the money you save.

Recent Reviews in Bennington
Expedia verified reviews

Bennington Motor Inn

Bennington Motor Inn

5/5 Excellent
"Parking for motorcycles not sure"
A verified traveller stayed at Bennington Motor Inn
Posted 3 days ago
Bennington Motor Inn