Family-friendly rentals near Aspen Highlands Ski Resort

Well-Appointed Studio in Aspen Core

This recently re-imagined space is the ultimate in maximizing a small space into a beautiful home. From the white washed ceilings to the pecan wood tile flooring, the all-white palette keeps the space looking clean. The kitchen features new appliances, a marble farm sink, and a bright color scheme throughout. We offer a twin-sized day bed with a twin trundle bed that pulls out from beneath the day bed and can be converted into a king, and everything else you may need to enjoy your time in Aspen.

Little Rock Lodge at Sopris Shadows

Enjoy a private and peaceful getaway in this rustic lodge with unmatched mountain views. This home away from home is equipped with a full kitchen, washer/dryer, smart T.V. and desktop work space. This is the perfect location for a romantic getaway, family friendly vacation, or a quiet escape for the remote worker. Equipped with everything you need, including high speed internet, the lodge is ideal for both short and extended stays. Come visit the Wild West in this authentic western-style space!

Ski-In Mountain Modern Unique & Fun

Ski-in with views of Mt. Daly and almost every chairlift on Snowmass Mtn.. Stay cozy by the gas fire and watch skiers come down Assay hill from the huge picture window. Fun, unique spaces with climbing rope railing and cargo net "hammock". 2 bedrooms both with king beds, ensuite bathrooms and lofts with additional sleeping areas. Washer/ dryer in unit. Balconies off front and back decks. Short walk to lift & grocery. Free shuttle to Aspen. In complex gym, sauna, pool & hot tub. STR # 042472

Aspen downtown. Walk to ski,restaurants & shopping

Designer retreat in downtown Aspen. Walk to the ski runs , 2 blocks from Ajax. This 1bd/1bath, with a sofa bed in the living room that can accommodate up to 4 guests in the condo. Stunning views. Private parking for one vehicle. Oversized view deck, grill and patio furniture. Enjoy the Aspen shopping and dining experience just steps from the condo. High end furniture & decor. High quality linens & towels, equipped kitchen, laundry room, forced air heating and fireplace,TV's, Cable, Wi-FI.

Exquisite Creekside Suite in the Heart of Aspen #1

Welcome to the Creekside! This exquisitely finished and tastefully furnished suite is just a 4 minute drive from the hustle-bustle of Aspen's "core," while at the same time being in an incredibly quiet, serene and relaxing setting. Inside you'll find a luxurious queen bed, a fully stocked kitchen, seating area, and desk for business travelers. Outside, enjoy access to a gorgeous creek-side property where you can kick back and relax on your private shores of crystal clear Castle Creek.

Heaven House

This modern mountain retreat located in REDSTONE, COLORADO offers all the amenities of a boutique hotel. Architecturally designed 10' kitchen windows bring the outdoors in with stunning views of Mt. Sopris and the Redstone Mountains. A small yoga studio complete with sauna, homes a quiet space for yoga or massage. With extensive landscape and acres of open space, you feel remote while just seconds from downtown. Open living on the main floor is the perfect spot to entertain.

Marriott's StreamSide Birch 1BD sleeps 4 -6

WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO Set amid world-class ski slopes and year-round outdoor recreation, Marriott's Streamside Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors.

Twin Peaks | Scenic Hot Tub + Serene Design

Twin Peaks Modern Sanctuary is a modern 2-bed, 2-bath retreat with a private hot tub overlooking Mt. Sopris and the Elk Mountains. Enjoy a spacious deck with gas grill and fireplace, ensuite bedrooms on opposite wings, and a sun-filled living space with panoramic views. Perfectly situated between Basalt and Carbondale, this serene home blends modern design with mountain charm for an unforgettable Roaring Fork Valley stay.

Cozy, Quiet, Private Aspen Studio

Quiet cozy lock out studio located in Aspen. Great location in a quiet locals neighborhood with a beautiful 10-15 minute walk to downtown and surrounded by trail heads for your hiking pleasure. Free public transportation every 20 minutes two short blocks away. Short term rental permit and license #013498 For 30 day winter bookings after January 5, 2026 make an inquiry and I'll give you about a 40% discount!