About

Legacy Chalet

Nestled near Killington Mountain Resort, Legacy Chalet offers a cozy retreat blending rustic charm with modern comfort in Vermont’s scenic landscape.
Sunset over a lush Vermont forest with a cabin and lit patio below.

Our Story

Built to provide a warm and inviting space, Legacy Chalet reflects a passion for mountain living and a commitment to authentic guest experiences.


Unique Features

From secret speakeasy doors to beautiful finishes every detail at Legacy Chalet is designed to create a memorable stay.


Prime Location

Just 15 minutes from Killington Mountain Resort and 5 minutes from Pico Mountain, guests enjoy easy access to skiing, hiking, and year-round outdoor activities.


Our Commitment

We prioritize comfort and personalized service to ensure each visit feels like a true Vermont getaway.

Person in orange shirt standing on lawn in front of a wooden house with a striped awning.
Unfinished room with exposed wooden beams, large windows, and paint buckets on the floor

Our story

How we started

In August 2023, Brian stumbled upon a gem that sparked his imagination—a property brimming with potential. With the support of friends, family, and skilled contractors, he transformed this space into the cozy, modern ski chalet now known as Legacy Chalet. Nestled near Killington Mountain Resort, this unique Airbnb invites guests to unwind and embrace the beauty of Vermont’s winter wonderland, making it the perfect retreat for winter sports lovers and adventurers alike.

Check out a few before and after Photos

Unfinished empty room under renovation with teal walls, exposed floor, ceiling beams, and a window.
Bright playroom with bunk beds, sofa, toy truck, and white windows under a sloped wood-beam ceiling
Empty room under renovation with drywall, two windows, a wall AC unit, and construction materials on the floor
Bright bedroom with white bed, black wall shelves, pendant light, and sunlight on the floor.
Small tan garden shed in a sunny backyard surrounded by trees, grass, and orange flowers.
String-lit outdoor movie setup in a wooded clearing with a campfire and a projection screen.
Bright unfinished room with wood ceiling, large windows, and paint buckets on the floor
Bright living room with wood ceiling, leather sofas, a fireplace, wall-mounted TV, and large windows overlooking snowy trees

Your Hosts

Brian

Owner, Host, Property Manager

Man in blue suit and sunglasses smiling outdoors by the water at a formal event

Chelsey

Co-Owner, Business Administrator

Smiling woman in a light blue dress by the water under a cloudy sky
Two people in ski gear posing on a snowy mountain slope, with snowy hills and a cloudy sky behind them.

Brian's an avid snowboarder and finally convinced Chelsey to get back on some ski's in Winter of 26 after a 7 year hiatus! They live in Massachusetts with their 2 sons and 2 fur babies. 

We rented Legacy Chalet for a ski weekend with a big group. We were instantly comfortable, and took advantage of all the amenities. We arrived during a snow storm, and the driveway and street were both plowed promptly allowing us to come and go safely. Super convenient location to Killington and Pico. Brian was a great host -- he clearly wants guests to get the most out of their stay.

Black quotation marks on a white background

Rupert

February 2026