Family-friendly holiday rentals in Pitkin County

Modern Riverfront Condo In Downtown Aspen

This spectacular retreat sits right on the banks of the Roaring Fork, with unobstructed views & the running river audible throughout. This space has it all: a great room with wood-burning fireplace, chef's kitchen, tranquil sanctuary bedroom, spa bathroom, spacious riverfront deck. Quiet & serene, although just a few blocks from downtown & the gondola. Condo amenities include heated lap pool & spa hot tubs & renovated gym & lockers - a luxury spa experience - nothing like this anywhere 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!

Aspen Mountain Residences Saturday Studio

The Aspen Mountain Residences is just steps away from the Ajax Mountain Gondola as well as the shops and restaurants in the picturesque town of Aspen. Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping, wifi, Bike/Ski Valet, use of common area Pool, Hot Tubs and Fitness Center, as made available by the resort. This unit is owned in Saturday-to-Saturday intervals so please do not request to book anything that crosses ownership weeks without first inquiring

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!

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

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! #272920205072

Recently Remodeled 1-Bedroom. Casual Elegance.

Walk to all downtown restaurants, market, shops. 4-min. walk to Silver Queen gondola. Recently remodeled. Ideal couple's romantic retreat or for solo escape. Cozy 2nd floor condo. Private balcony overlooking lovely Glory Hole park. Well-appointed kitchen. New furnishings. WiFi. Fireplace. Two TV's. Free parking space. Washer/dryer. Large, jetted shower. Propane BBQ. Stand-up desk. No smoking/pets/parties/kids (or young adults under the age of 21). STR Permit #: 017040.

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise!

Classic log cabin on river in Redstone.

Classic log cabin on the Crystal River located on the main boulevard of historic Redstone, CO. Year round access is the ideal base camp for your Rocky Mountain adventures. Perfect place for cyclists and mountain lovers to share with two families or a small group of friends. Guests under 21 must be accompanied by legal guardians. Watch the stars at night from the hot tub or down by the river. We hope that people from all over the world will enjoy our cabin in Colorado.

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

Timberline 304 Studio Loft Premier

Timberline Condominiums is a lodge that manages privately owned condos in the gorgeous Rocky Mountains of Snowmass Village that sits at an altitude of 8,800 feet. You will enjoy sitting at the swimming pool and hot tub while taking in the view of the area. A short walk down the hill are shops and restaurants. Timberline offers free shuttle rides around the village including the grocery store only 5 minutes away.

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.