Vermont’s Most Enchanting Vacation Rentals to Book This Year

There’s something about Vermont that gets under your skin. Maybe it’s the creaky floors of a restored farmhouse, the way morning fog settles over a mountain lake, or the quiet hum of a cedar cabin tucked deep in the woods. Whatever it is, the Green Mountain State has a way of making you slow down and breathe. And if you’ve been listening to Noah Kahan’s Stick Season on repeat, you already know the feeling.

I’ve traveled Vermont in every season—summer weekends on the water, fall leaf-peeping trips, winter ski escapes—and the best places to stay are the ones that feel personal. These aren’t just rentals; they’re hideaways. Think a fairy-tale treehouse perched over a pond in Newport, where you can paddle a canoe at sunrise and soak in a cedar hot tub under the stars. Or a mirrored glass house in Warren, built in Estonia and relocated to the Vermont hills, with panoramic Blueberry Lake views and Cozy Earth bedding that lives up to the hype.

For couples, there’s a brookside cabin in Morristown steps from Cady’s Falls swimming hole, and a timber-frame chalet in Wilmington with a barrel sauna and stone fireplace. Families and groups will love the Killington chalet, a four-bedroom base camp near ski slopes and summer hiking trails, or the spacious bow house in Fairlee with mountain views and a hot tub.

Every listing here earned its spot through Superhost status, guest reviews, and editor stays. Whether you’re planning a romantic escape, a hiking trip, or a quiet weekend unplugged, these Vermont rentals are worth booking—or at least saving for someday.