Family-friendly holiday rentals in Pitkin County

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!

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

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.

Cozy Snug Cabin at Dreamy Art & Nature 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.

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

Studio with Mountain Views

Stay right in downtown Aspen, steps away from shopping, restaurants, gondola plaza, and more. This 3rd floor south facing studio has expansive views of Aspen Mountain, wake up to bluebird skies! This studio offers a Queen bed, full kitchen (dishwasher, oven, cooktop, full refrigerator) Parking first come first serve behind the building. We use professional cleaners and provide sheets, towels, and bathroom amenities.