East Aspen Hillside Retreat w/ Hot Tub | Matchless

Tucked into a peaceful Aspen neighborhood just minutes from downtown, Matchless Retreat is a remodeled and refined mountain escape designed for gathering well in every season. With expansive mountain views, multiple living spaces, fireplaces, a private hot tub, and beautifully designed outdoor areas, this home offers the rare balance of privacy and proximity. Spend your days skiing Aspen Mountain or wandering downtown, then return home for quiet evenings beneath the trees and crisp mountain air.

The space

Set in a quiet residential pocket just outside Aspen’s downtown core, the home unfolds through warm gathering spaces, layered mountain textures, and windows that pull the outdoors into nearly every room. Natural light moves easily throughout the home during the day, while fireplaces and soft lighting make evenings feel grounded and intimate after time spent skiing, hiking, or exploring town. The kitchen was designed with connection in mind — generous enough for shared meals, long conversations, and slow mornings before the day begins. Multiple lounge spaces throughout the home allow families and groups to spread out comfortably, while the outdoor patios and hot tub create an easy transition between indoor comfort and mountain air.

Home Highlights

• Private hot tub and fenced backyard
• Upstairs bedroom window A/C units added from June-September
• Expansive Aspen Mountain views
• Living room gas fireplace
• Second living room/den that converts into a private sleeping space with ensuite
• Spacious gathering areas
• Fully equipped kitchen
• Outdoor terrace and patio with seating areas
• High-speed WiFi and washer and dryer
• Quiet residential setting
• Ideal layout for families and groups

The Location

• Located in a peaceful residential neighborhood on the northeast side of downtown Aspen
• Approximately 10 minutes to Aspen Mountain and the Silver Queen Gondola
• Convenient access to hiking, biking trails, and the Roaring Fork River
• Easy access to the Aspen Institute and Music Tent

Sleeping Arrangements

• Primary Bedroom (Second Floor): King bed with ensuite bathroom
• Guest Bedroom 1: King bed
• Guest Bedroom 2: Two Twin Beds with jack-and-jill bathroom (shared with bedroom 3)
• Guest Bedroom 3: King Bed with jack-and-jill bathroom (shared with bedroom 2)
• Second living room/den off the kitchen converts into a private bedroom with queen-sized pull out couch bed
• Sleeps 8 guests comfortably

Parking

• Private driveway and free parking available onsite
• Free Downtowner shuttle for in-town rides and the RFTA buses connecting you to the airport, ski mountains, and neighboring towns

Linen Package: This home has crisp, white hotel-quality bedding and terry.

Booking with Aspen Leisure Co: We are conveniently headquartered in the Roaring Fork Valley to assist with anything you should need during your stay. Every home is stocked with all your household essentials, hotel-quality bedding and towels, and a starter kit of high-end bathroom products, along with an ample supply of laundry detergent, trash bags, dish soap, tissues, and more.

Aspen City Registration Number: 075336

Other things to note

• This is a multi-level home with stairs throughout
• Upstairs bedroom window A/C units are added to the home from June - September. These units are ONLY added to the 3 upstairs bedrooms, not the whole home. * Winter weather conditions require AWD/4WD during snow and ice events
• Quiet hours and neighborhood respect are appreciated during your stay

Registration Details

075336