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!

Open, Airy Mountaintop Home

**Dec 1 - Apr 1: 4WD REQUIRED!** 1hr 15mins from Aspen NO Crested Butte access Escape city life to the heart of the Rockies! Get dirty outdoors, then relax in this spacious, open concept home. Large kitchen and deck with sweeping views of the Crystal Valley. Well stocked kitchen. Outdoor fire pit and grill, 2100 ft. House is a duplex and owners live completely separate in the bottom portion of house. 2 well behaved dogs ok. Rock steps/gravel path up to house* Steep driveway* Marble is remote!

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

Exquisite Creekside Suite in the Heart of Aspen #2

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.

Alpenglow Cabin ᨒ dreamy mountains, sauna, hot tub

Come let nature restore you in historic Twin Lakes. Our modern, alpine cabin is located just over two hours from Denver, at the base of Independence Pass, one of the world's top scenic drives. Surrounded by 14ers and 10 minutes from Colorado's largest glacial lakes, freshly renovated Alpenglow is a perfect spot for all your outdoor adventures. Curl up in the custom sauna or sip your morning coffee in the hot tub--all while soaking up panoramic views of snow-capped peaks.

Cozy Snug Cabin at Beyul Retreat

Beyul Retreat is a creative hub of art, outdoor adventure, music & more located 1 hour from Aspen, CO. Escape to the mountains at this inspiring destination where you'll enjoy this cabin for a cozy space that sleeps 2. Guests have access to on-site hot tub, sauna, and cold plunge. This cabin is dog friendly for $50/dog/night. The dog fee is NOT included in your airbnb price. The dog fee will be charged upon arrival at Beyul Retreat.

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!

Quaint Sunny Condo - Three Blocks from Downtown!

This cozy condo is located in a historic Victorian home just three blocks from downtown Aspen - walk to restaurants, bars, shopping, art, music and all the activities downtown has to offer! Only two blocks from the bus stop where you can catch a shuttle to any one of the four majestic ski mountains. The condo has a full kitchen, WIFI, laundry and is the perfect spot for your mountain getaway!

HOLT - Billionaire Mountain

Welcome to our newly renovated light-filled Aspen studio, in a perfect location right in the center of downtown! Steps away from Aspen Mountain, Silver Queen Gondola, walk to everything in town including the ski slopes, bars, and restaurants. This ground-level studio is the perfect home base for your trip to the beautiful town of Aspen, no matter the time of year.

Fully Renovated Aspen Core 2/2 on River

Experience Aspen's charm firsthand with a luxurious stay in this meticulously renovated two-bedroom, two-bathroom condo, nestled along the banks of the Roaring Fork River. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.