While we specialize in Killington, VT short-term rentals, we occasionally have some Killington seasonal rentals available. Please note that seasonal rentals in Killington are in extremely short supply. Please use the form below to inquire about these special long-term prices. Many additional properties available as well.
Winter Seasonal Rentals
Make Killington your home for the entire winter. Skip the hassle of packing, unpacking, and hauling gear every weekend, and enjoy the convenience of having your own place just minutes from the mountain all season long.
Perfect for families with students attending KMS, seasonal employees, remote workers, or anyone looking to fully embrace the Killington lifestyle. Settle in, leave your skis by the door, and enjoy everything the area has to offer, from first tracks in December to spring skiing in April.
4 BR / 3 BA on Tanglewood Drive
$50,000 for the winter season plus utilities. Tanglewood Blues is a spacious mountain home that comfortably sleeps up to 8 guests and offers one of Killington's most desirable locations. Enjoy easy access to the resort, generous living space for families and groups, and the privacy of a standalone home for the entire ski season. Pets are welcome with an additional cleaning fee
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1 BR / 1 BA Fall Line
$25,000 for the winter season including utilities. This highly desirable renovated one-bedroom condo at Fall Line offers an excellent location just minutes from Killington Resort. Enjoy the convenience of the Fall Line Sports Center with its indoor pool, hot tub, fitness area, and shuttle service, making it an ideal home base for the entire ski season.
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4 BR / 4 BA on Tanglewood Drive
$60,000 for the winter season plus utilities ($4500 est). Perfect for two families, Waffelhaus comfortably sleeps up to 8 guests and offers an unbeatable Tanglewood location just minutes from Killington Resort. Enjoy a private hot tub, sauna, spacious living areas, and everything you need to settle in for the ski season.
View DetailsSpring, Summer and Fall Seasonal Rentals
Available throughout the off-season, our seasonal rentals offer the perfect home base for mountain biking, hiking, golf, remote work, or simply getting away to the mountains.
Spend a season in Killington and enjoy all that Vermont has to offer beyond the winter months.
2 BR / 2BA Fox Hollow Condo
$2,200/month for the summer season plus electricity. Conveniently located at Fox Hollow just off Route 4, offering easy access to Killington, Pico, Rutland, and all the area's summer activities. No pets and no smoking permitted.
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4 BR / 3BA Mendon Mountain Home
$5,000/month for the summer season, utilities included. Cortina is a sprawling mountain home in Mendon offering plenty of space for families, professionals, or anyone looking to enjoy a Vermont summer. Conveniently located just minutes from Killington while providing a peaceful setting, this impressive property combines comfort, privacy, and room to spread out. Pets will be considered. No smoking.
View DetailsWhy Killington, Vermont is your ideal retreat in any season
Whether you’re planning a getaway in any season, Killington has something special for you. This charming mountain-holiday destination has attractions for everyone throughout the year.
In winter, Killington becomes a haven for snow enthusiasts. With the largest ski resort on the East Coast, it’s a prime spot for skiing and snowboarding. Our cozy rental properties are just minutes away from the slopes, making it convenient for you to hit the snow each day. After a day of outdoor fun, explore local hangouts for some après-ski enjoyment, or relax in the hot tub or by a fireplace. In our homes you will enjoy top-quality amenities and comfort that make them unrivaled as the finest winter rentals in Vermont.
But Killington’s charm doesn’t end in winter. As the snow melts, spring brings those vibrant landscapes Vermont is loved for, with blooming wildflowers and plenty of hiking and mountain biking opportunities. Summer offers lush greenery and a chance to explore or play golf with breathtaking mountain views. In autumn, the foliage turns into a mesmerizing display of colors, making it a fantastic time for nature lovers to visit.
No matter the season, Killington, Vermont welcomes you to experience its beauty and create lasting memories.
Seasonal-Rental Terms & Conditions
- End of stay cleaning required for additional fee.
- For a full list, please visit our Terms & Conditions page.
- If you have any questions or wish to be added to our notification list, fill the form below or give us a call at 802-422-3000.
Give Us A Call At:
802-422-3000