Killington Vacation Rentals & Condos
Compare 68 vacation rentals.
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A Killington vacation rental is one of the most desirable locations for Vermont romantic getaways, holiday trips, and more - and with good reason! From world-class skiing and snowboarding in the winter to the Cooler in the Mountain Concert Series in the summer, Killington boasts myriad seasonal activities for the entire family. Come stay and play at one of our Killington condo or cabin rentals.
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Yes, 22 of our Killington homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).
Browse dog-friendly homes >Yes. 103 of our Killington vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Killington team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >People from all over New England head to Killington for its natural beauty and family-friendly activities. Leaf peepers head here every fall for the annual fall foliage spectacular. Admire the Americana at the The Norman Rockwell Museum, which celebrates the artist's time in Vermont. Afterward, try a meal at any of the town's many dining options. If shopping is more your thing, take a stroll through the various bike, snowboard or ski shops in town - you'll find the perfect outfit in which to hit the slopes.
Killington is an outdoor lover's paradise, especially if one loves to ski or snowboard! The Killington resort has six peaks boasting downhill trails to test any level of skier. Scenic gondola tours lead you to the top of Killington Peak, and sleigh rides along Killington trails are all the rage, December through March.
But it's not just a winter wonderland. Head here in the summer and test your mountain biking mettle. Gifford Woods State Park boasts a plethora of hiking trails and campsites, and be sure to admire the cascading water on Thundering Falls Trail. The affordable 18-hole Disc Golf Trail winds its way down Snowdon Mountain, with Killington Peak as an inspiring backdrop. The town is also famous for its 45-mile nationally rated GM National Golf Course, challenging mountain biking, regional and national endurance racing and great fishing.
A Killington condo or house rental is a perfect base from which to take day trips around Vermont's beautiful Green Mountains. Woodstock boasts farm-to-table restaurants, making the unofficial state motto - "The Healthiest State" - not a misnomer. Nearby Rutland is home to the Green Mountain Rock Climbing Center, a great way to spend a fun day indoors with the kids. The Paramount Theater hosts musicals, plays, and opera performances throughout the year.
Lake Champlain is only two hours away, boasting many spots to sail or laze the day away. Don't be surprised, however, if your lakeside idyll is interrupted by Champ, the lake's mythic monster! The Lake Champlain Byway is one of 10 such roads in the state, and affords visitors many bucolic towns to explore and admire. Burlington is on the banks of Lake Champlain and boasts wineries, a lovely waterfront park, the historic Ethan Allen homestead, and the world's tallest filing cabinet. (Yes, that's a real thing.)
Whether it's a summer weekend getaway or a ski trip with the family, a Killington cabin or house rental has what you're looking for. Stage an unforgettable trip when you stay and play at any of our Killington vacation rentals.
