Bears Den Chalet | Hot Tub, Community Pool & More!

Welcome to Bears Den Chalet — A Summer & Fall Mountain Escape

Tucked into the scenic Bears Crossing community just ½ mile from Mount Snow, Bears Den Chalet is your home base for all things Vermont. Whether you're here to swim, hike, bike, or simply unwind under the stars, this 6-bedroom retreat offers the perfect blend of rustic charm and easy access to Southern Vermont’s best warm-weather and foliage-season activities.

New for 2025: Thoughtful Upgrades In Progress Now! Completion and photos by end of May 2025

Private outdoor hot tub off the back deck — perfect for cool nights

Brand new full bathroom on the main floor

Brand new half bath on the main floor (3.5 bathrooms total)

Refreshed lower-level bathroom

The Chalet Experience: Cozy Comfort Surrounded by Nature

With warm wood interiors and large windows that showcase the surrounding forest, the chalet was made for gathering. In fall, you’ll be completely surrounded by vibrant foliage — with trees turning brilliant shades of red, orange, and gold just outside your window.

Inside, enjoy:

Wood-burning fireplace and open-concept living space

Large dining area and fully equipped kitchen

Rec room with games and classic Nintendo Wii

Spacious deck with BBQ grill and mountain views

High-speed Wi-Fi, Roku TV, and a Level 2 EV charger

Summer & Fall Highlights

Whether you're visiting in peak summer or during Vermont’s legendary fall foliage season, there’s no shortage of things to do.

At Mount Snow (just ½ mile away):

Scenic chairlift rides with panoramic views

Lift-served downhill mountain biking

Hiking trails, disc golf, and seasonal festivals

Around the Area:

Hiking, trail running, and nature walks

Golfing at Mount Snow and Haystack courses

Boating, kayaking, and swimming at Harriman Reservoir and Lake Raponda

Farmers markets, breweries, and local shops in Wilmington and Dover

Leaf peeping from the deck, by car, or on foot

Bears Crossing Amenities (included with your stay):

Heated outdoor pool (summer only)

Tennis and pickleball courts

Clubhouse with fitness center and game room

Community fire pit — great for evenings under the stars

Staying Comfortable

Mountain air keeps things cool most nights. For warmer days:

Large window AC unit in the main living area

Fans in every bedroom

Naturally cool basement bedrooms
(Upstairs rooms may run warmer on hot days; doors can be left open to promote airflow.)

Layout Overview (3,050 sq. ft. | Sleeps 12)

Main Floor:

Living/dining/kitchen with vaulted ceilings

2 bedrooms (1 king, 1 queen), 1 full bath + 1 half bath

Deck with BBQ grill

Upper Level:

2 queen bedrooms + shared full bathroom

Lower Level:

2 bedrooms (1 queen, 1 full), full bath

Large rec room with games

Guest Guidelines

Pet-free home (per HOA rules)

Primary renter must be 25+ and sign a rental agreement with ID and security deposit

No parties; outdoor cameras monitor guest count and parking

Looking to Stay With Us in Winter?

Bears Den Chalet is just ½ mile from Mount Snow and only 300 feet from the Bears Crossing ski-home trail — ski or snowboard directly back to the neighborhood! The free Moover Shuttle stops at the driveway every 30 minutes on weekends during ski season. With a heated mudroom and a fireplace waiting, it’s a cozy and convenient spot for snow lovers too.

Whether you're hiking through colorful foliage, soaking in the hot tub after a bike ride, or catching the sunset from the chairlift, Bears Den Chalet is the perfect place to relax and reconnect with nature. Book your Vermont adventure today!