Luxury Vacation Rentals in Winhall
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 3 vacation rentals – enter your dates for availability.
Welcome to Winhall
Settle into the Green Mountains with luxury vacation rentals in Winhall, Vermont that feel both polished and personal. Our collection showcases modern chalets and elevated cabins with soaring windows, stone fireplaces, expansive decks, and sweeping views.
Each Wander is operated like a five-star stay with pristine cleaning and 24/7 concierge support. Expect chef-ready kitchens, spa-inspired baths, ultra fast WiFi, and dedicated workstations for effortless productivity. Media lounges, outdoor hot tubs, and thoughtful gear storage create a seamless mountain routine. Consistency is our signature, so what you see is exactly what you arrive to.
Destinations near Winhall
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
Discover more of Winhall
Anchored by Stratton Mountain, Winhall pairs big-mountain access with classic Vermont calm. Winter brings a celebrated ski scene, glades and groomers for every level, and lively evenings in Stratton Village. When the snow recedes, the Long Trail passes close by, the Battenkill runs cold and clear for fly fishing, and winding backroads reveal covered bridges and quiet hollows.
Autumn steals the show as sugar maples ignite along Kelly Stand Road and around Stratton Pond. Nearby Bromley adds sun-soaked alpine slides in summer and relaxed family runs come winter. With authentic New England scenery and year-round adventure, this is why Wander’s luxury vacation rentals in Winhall, Vermont are the perfect choice, whether you’re traveling for work or leisure.