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!

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

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.

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.

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!

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 located at 210 Aspen Airport Business Center, Suite BB in Aspen.