Vermont vacation rentals in the Manchester-Bennington region offer a unique and personalized travel experience. Some vacation rental properties in Vermont are located on a mountain where you can hit the slopes right from your front door, and most are equipped with a fully functioning kitchen. Whether you're looking for a vacation house in Manchester or a condo rental in Bennington, you are sure to find the ideal rental accommodations for your vacation in southwestern Vermont.

Also known as "The Shires of Vermont" after the two county seats (shire towns) in Bennington County,Manchester VT and Bennington VT, the region is a popular destination for Vermont vacations. Enjoy the nearby Vermont tourist attractions such as the Bennington Battle Monument, Stratton Mountain, Bromley Mountain, Manchester Designer Outlets, and more.

Staying at a Vermont vacation rental in southwestern Vermont is a great way to enjoy all that the region has to offer. Explore a variety of options from Manchester VT vacation rentals to vacation rentals in Bennington VT and more with our list of Vermont vacation rentals in the Manchester-Bennington region.