Holiday rentals in Pitkin County

Cowboy Cabin with Mountain View patio.

Welcome to Cowboy Cabin! Do you need a private getaway in the mountains? You can find us in a valley at the base of Mount Sopris. ⩗ Queen sized bed ⩗ Full-sized sofa bed for any tagalongs ⩗ Smart TV with Netflix (as if you came to the mountains to watch TV) ⩗ Fenced-in yard for your loyal pup ⩗ Washer/Dryer inside ⩗ Fully stocked Kitchen ⩗ 30 Minutes from the Aspen ⩗ 30 Minutes from the Glenwood Hot Springs ⩗ Wildlife: Wild turkeys, deer, hummingbirds, rabbits, and occasionally a bear at night

Peaceful Marble, Colorado Home w/ Deck & Mtn Views

The Colorado retreat of a lifetime awaits you at this 3-bedroom, 2-bath vacation rental house in Marble! Situated on 1.2 wooded acres with 2 south-facing decks, you'll wake up each morning to breathtaking views. Hike to the famous Crystal Mill, relax in the rejuvenating hot springs at Avalanche Ranch, explore Lead King Loop on an ATV, or hit the slopes at Aspen Mountain. After a day of adventure, return to this inviting retreat to unwind and savor the serenity of the picturesque surroundings.

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 #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.

Open, Airy Mountaintop Home

**Dec 1 - Apr 1: 4WD REQ'D!** 1hr 15mins from Aspen Escape city life to the heart of the Rockies! Get dirty outdoors, then relax in this spacious, open concept home. Enormous full size kitchen and deck, cathedral ceiling with sweeping views of the Crystal Valley. Well stocked kitchen. Outdoor fire pit and grill, 2100 sq 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

Downtown Aspen with Patio, Fireplace, Parking, W/D

Stylish LARGE studio condo. Newly remodeled. Corner unit. Located in downtown Aspen's central Core in a quiet beautiful neighborhood with a facing view of Smuggler Mountain. Large sliding glass doors walk out to a spacious patio & green space. Across the street is the Roaring Fork River, hiking path & bridge. 2 blocks to all the shopping, restaurants, nightlife, skiing, hiking & biking. Gondola is 6 blocks away, Wood Burning Fireplace, FREE Parking, Washer/Dryer, Ski Locker.

Aspen Charming 3 Bedroom House/Hot Tub on 2 Acres

Charming 3-bedroom family house with a hot tub, set on two acres with panoramic views. Conveniently located equidistant between downtown Aspen and Snowmass Village, just 8 miles from each. Enjoy a tranquil setting while being only 15 minutes away from any of the four Aspen/Snowmass ski areas. Please note, the basement apartment with a private entrance is used by the owners. Ample parking is available on the property for up to three vehicles.

Summit's Rest

Make this beautiful Snowmass Village condo your adventure hub or relax comfortably. Enjoy biking / hiking rim trail from the complex or short shuttle ride to the ski slopes (can also ski across bridge). 20 min from Aspen. Brand new renovation. 3 smart TVs. New furniture and bedding. Washer / Dryer, private deck with grill Pool, large hot tub, sauna, town shuttle, bus route, free parking, ONE DOG per rental, unbelievable views

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!