Vacation rentals in Charlestown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Charlestown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guesthouse in Springfield

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

$101 per night

SUPERHOST

Barn in Chester

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

$88 per night

SUPERHOST

Vacation home in Town of Rockingham

Cozy studio at Leslie's Tavern in Rockingham

All new construction and amenities. Quiet patio and beautiful ly landscaped space. Conveniently located at exit # 6 91 we are very easy to find. The studio is situated in a separate space detached off the back of the restaurant with separate entrance and private outdoor patio. Parking is a few feet from your entrance in our parking lot. We are located is 2 miles north of historic Bellows Falls and 25 minutes from Okemo. Leslie your host is on premise all the time.

$133 per night