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16 Vacation Rentals

THE MOUNTAINSIDE HOUSE

6 Bedrooms, Sleeps 16, Starting at $960/Daily

The Mountainside House is a six bedroom, six and one half bath, 10,000 square foot, custom built property that is recognized as the finest slopeside estate in the Village of Killington. Each of the six bedroom suites has their own private bathroom. There is a half bath powder room...

THE TOP STAR HOUSE

7 Bedrooms, Sleeps 16, Starting at $575/Daily

We are proud to introduce the newest member of our family here in Killington, a spectacular 5,500 sq. ft. property known as The Top Star House. (227 Dean Hill Road, Killington, VT 05751) This special property is brand new and located in the heart of Killington, providing a unique...

THE GREENE MOUNTAIN ESTATE

6 Bedrooms, Sleeps 16, Starting at $575/Daily

A beautiful custom built home on 18 acres in the heart of Killington. This unique property was built for those who truly enjoy life, family and entertaining. Significant thought and care went into every detail of this 6, 000 square foot home. Features include, gourmet kitchen, open...

THE APARTMENT AT SLOPESIDE ESTATE

1 Bedrooms, Sleeps 6, Starting at $200/Daily

The Slopeside Estate Apartment space is separate from the house, which represents an additional apartment above the detached garage on the property. That space can be rented to compliment your housing needs. The Slopeside Estate Apartment features one bedroom (king size bed) and...

THE TRAILSIDE VILLAGE 1 BEDROOM CONDOMINIUM #1

1 Bedrooms, Sleeps 6, Starting at $200/Daily

Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private...

THE TRAILSIDE VILLAGE 1 BEDROOM CONDOMINIUM #7

1 Bedrooms, Sleeps 6, Starting at $200/Daily

Are you looking for the ultimate, romantic get away or the ultra affordable family ski vacation? These one bedroom units are located on the Great Eastern Ski Trail and are serviced by the Killington Skyeship Gondola (high speed, eight person, and HEATED)! Each deck has a private...

THE TRAILSIDE VILLAGE 3 BEDROOM CONDOMINIUM #6

3 Bedrooms, Sleeps 10, Starting at $350/Daily

If you are looking for more room to roam, while maintaining the ultimate in slopeside convenience and amenities, then treat your group to the Trailside Village Three Bedroom Townhouse Condo. These units have a wood burning fireplace and we supply all the wood you can burn, including...

THE "76" HOUSE AT TRAILSIDE VILLAGE

4 Bedrooms, Sleeps 14, Starting at $475/Daily

The "76" house is truly a special slopeside property. It is located in Killington’s Trailside Village, along the Great Eastern ski trail, which is Killington’s number one slopeside address! Designed by a famous architect, this home has lines in are beyond creative! The Trailside...

THE MATTERHORN HOUSE AT TRAILSIDE VILLAGE

4 Bedrooms, Sleeps 16, Starting at $475/Daily

The Matterhorn House offers a one-of-a-kind Vermont ski vacation experience, arguably boasting some of the most incredible mountain views of any property in all of the resort! The private slopeside setting on the Great Eastern ski trail (service by the Killington Skyeship Gondola)...

THE NAVILLUS HOUSE AT TRAILSIDE VILLAGE

4 Bedrooms, Sleeps 16, Starting at $475/Daily

The Navillus House has the distinction of sitting right on Killington’s number one novice ski trail, the Great Eastern, and is serviced by the Killington Skyeship Gondola (eight person, high speed and HEATED)! This home was completely rebuilt two years ago with no expense spared....

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