Luxury Slopeside Rental Properties

Start Planning now

Luxury Slopeside Rental Properties

Start Planning now

Luxury Slopeside Rental Properties

Start Planning now

Luxury Slopeside Rental Properties

Start Planning now

Luxury Slopeside Rental Properties

Start Planning now

More Info

Killington Vacation Rentals

Welcome to Killington, Vermont, vacation home of the most exclusive luxury slopeside rental properties here in the Northeast! We specialize in high-end vacation needs and offer every level of concierge support. First class property amenities are standard, including private, outdoor hot tub spas, cedar saunas, game rooms and professionally designed interiors.

Our Properties

Featured Properties

Very large house and great for families!

Overall Comment The pictures don’t do this place justice. It’s very big and has everything you would need. The hot tub after a long day of mountain biking is perfect. Plenty of parking and only about 8 minutes to the base lodge

Reviewed on Tuesday, June 15, 2021

View Property

Great Stay

Overall Comment The property was clean, comfortable, and right on the Great Eastern trail. The management was responsive to the one question we had, and we were made to feel welcome. Highly recommend.

Reviewed on Monday, April 12, 2021

View Property

Great location

Overall Comment Right on the mountain and a great spot for our family of four people and 1 dog. Kids loved the hot tub on the deck with beautiful views. King bed was very comfortable and kitchen was in great shape and we put it to good use. Also

Reviewed on Tuesday, April 6, 2021

View Property

Fantastic Killington Slopeside Trip!

Overall Comment Beautiful Property, Top Notch Service, Awesome Skiing!!!

Reviewed on Sunday, March 28, 2021

View Property

��

Overall Comment Great location

Reviewed on Sunday, March 28, 2021

View Property

Great Trail Side Condos

Overall Comment I have stayed here for several years and love the convenience and amenities. I highly recommend, great ski on/off. So easy to come in for lunch, they go back out for more fun and exercise.

Reviewed on Tuesday, March 23, 2021

View Property

Perfect Weekend!

Overall Comment We enjoyed this rental very much, our second time this season, location is perfect and the place is fully stocked with everything you need. It was the perfect setting for us to enjoy the mountain! Thank you

Reviewed on Tuesday, March 23, 2021

View Property

Awesome Simply Awesome

Overall Comment Weather was So So - But the accommodations were Awesome - BBQ Lunch to Hot Tub directly after a Great Day - To be with my Family in a Safe Peaceful Relaxing Environment - Can't Wait For Next Year!

Reviewed on Tuesday, March 23, 2021

View Property

Great house/location!

Overall Comment Let me start by saying we had a great week staying in The Apartment at Slopeside Estate and would 100% stay here again. The location is perfect right off Great Eastern trail. The apartment is clean and perfect for a small group

Reviewed on Monday, March 22, 2021

View Property

Trailside Village #4 SkiOnSkiOff review

Overall Comment Loved the place. Ski on Ski off location was perfect. Unit was spotless. Amenities were exactly as advertised. Hot tub had fresh clean water. Excellent communication with owner.

Reviewed on Saturday, March 20, 2021

View Property

Signup for Deals

Join our mailing list to receive our latest vacation deals and specials.

Stay Connected

(802) 422-3553

Email Us

© 2023 Trailside Management, Inc.
355 Trailside Drive, Killington, VT 05751 US
Website design by Scurto Marketing