Bennington Cottages

Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont

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Our top choices for Bennington cottages

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

includes taxes & fees

22 Jan - 23 Jan

Peaceful Cottage Retreat

cambridge

Victor L.

includes taxes & fees

20 Jan - 21 Jan

Cottage-7 min to Ski Stratton-Woodstove-Firepit-Brook On Property-Views-Dogs OK

Jamaica

Kyle M.

Terrific 3-bedroom cottage with AC in charming Cavendish

Cavendish

includes taxes & fees

20 Jan - 21 Jan

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Top Bennington Hotel Reviews

Knotty Pine

10/10 Excellent

"Great property and a great value!"

South Shire

10/10 Excellent

"A+ service, room we stayed in was perfect size with king bed. had an issue with heater first night but Inn Keeper was great to deal with and provided alternative heat source on first evening plus they have working fireplace (bonus++). We stayed 3 nights and just enjoyed ourselves during our visit. would definitely stay here again."

One of a kind VT Renovated Barn- Cozy All Season and Holiday Retreat

10/10 Excellent

"Incredible converted barn made such an atmospheric place to stay after hiking the green mountains with our dog. All was clean and worked really well. We really enjoyed sitting by the huge fireplace every evening - we’d return immediately if we could!"

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