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Killington Slopeside Vacations

Welcome to, our specialty is mountain getaways and ski on ski off accommodations at Killington, VT! We are not just a property manager or travel agency, we offer our own select properties direct to you, our guests, while striving to make your trailside vacation experience seamless & unforgettable.


I was raised in VT (9th generation) and have skied Killington and the Green Mountains for over 30 years. My family and I have made countless memories in central Vermont and are happy to share our insights, knowledge and properties for your New England, Vermont or just Killington travel.

Why did we choose Killington ?

  • Diverse terrain for all ages & abilities across 200 trails and 6 mountains (7 including nearby Pico!)

  • The longest ski season in the East, often from October to May or beyond

  • 250" of average natural snowfall backed by the largest snowmaking system

  • Leading & innovative ski school 

  • The most vertical (3050 ft) and longest downhill ski trails in the East (Juggernaut & famous Great Eastern)

  • World Class Events - World Cup, Spartan Race

  • Often rated best in the East for Apres Ski & nightlife

  • Centrally located in the Green Mountains, with great skiing & attractions in all directions

  • All season activities - Summer hiking & biking, unmatched Fall Foliage, winter sports

"The condo is very comfortable and is well equipped. The location is perfect for skiing. We were able to take advantage of the ski on ski off option and have lunch in the condo every day. 34" of snow over the 5 days we were at Killington - it doesn't get any better than that!!! Some of our group went in to Woodstock for shopping one day - lovely, perfect VT town. Dinner at the Wobbly Barn is worth the price. The owner is a dream to deal with - instantly responsive. We HIGHLY recommend this place and plan to come back ourselves."



"We had a great ski weekend staying at Ryan's condo. It was very easy to strap on skis after walking out the door and heading around to the back of the property. After a quick ride down a groomed community ski path we were on a trail and quickly on a lift. Skiing back at the end of the day was equally easy, the trail sundog is marked with signs for the condos. We just had to locate the sign for timberline and we were a short walk from the front door. The main bedroom has an excellent shower and the washer and dryer were great to have as well. Fireplace worked great and the kitchen was well-suited for apres cooking. Recommend this property for small groups or families looking for a ski weekend."


"Beautiful condo, just as described! Very cozy, plenty of firewood available for evening fires. You have everything you need in the kitchen for cooking (we made big breakfasts every day!), and lots of linens to use. Easy access to Sundog trail for ski in ski out access to the mountain. Make sure to take advantage of the outdoor hot tub at the Sunrise sports center! Ryan was available with any questions. Would definitely stay again, we loved it!"


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