Family-Friendly rentals near Aspen Highlands Ski Resort

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Top-rated family-friendly rentals near Aspen Highlands Ski Resort

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Guest favorite
The open concept living area features large windows showcasing views of the surrounding mountains. A dark sofa is complemented by a decorative pillow, while a light wood coffee table rests at the center. A cozy throw and rug add comfort to the space.
Home in Marble
4.95 out of 5 average rating, 251 reviews

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!

Top guest favorite
The mountain house features a striking red exterior, complemented by large windows reflecting the sunset sky. A balcony extends from the upper level, with outdoor seating arranged around a fire pit, surrounded by natural landscaping and tall trees.
Cabin in Twin Lakes
5.0 out of 5 average rating, 107 reviews

Gorgeous Mtn & Lake Views 3BR Cabin w/ Hot tub

Your Mountain Escape—INSANE VIEWS all year 🏔️ • Large, unique PRIVATE mountain house & HOT TUB • Sleeps 6 w/ 8 beds • Two bathrooms—jacuzzi tub & spa shower • 250+ Mbps Wi-Fi, great for remote work • 2-car garage w/ EV charger • 3 large patios w/ gas fire pit & grill • Washer/dryer + detergent • Treadmill, rower, and weight lifting sets • FULL kitchen w/ Keurig, coffee maker, air fryer, & more • 2 large TVs w/ free access to streaming services Your mountain memory starts here. 🌲✨

Top guest favorite
Condo in Snowmass Village
4.98 out of 5 average rating, 163 reviews

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

Top guest favorite
A modern kitchen features wooden cabinetry, stainless steel appliances, and a marble countertop. Three stylish bar stools are positioned at the counter, which is illuminated by decorative pendant lighting.
Condo in Aspen
5.0 out of 5 average rating, 113 reviews

Recently Remodeled 1-Bedroom. Casual Elegance.

BUILDING EXTERIOR CONSTRUCTION - SUMMER 2026. PLEASE INQUIRE BEFORE BOOKING. Walk to all downtown restaurants and 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. WiFi. Fireplace. Two TV's. Free parking space. Washer/dryer. Large, jetted shower. Propane BBQ. No smoking/pets/parties/kids (or young adults under 21). STR Permit #: 017040.

Top guest favorite
Condo in Aspen
4.91 out of 5 average rating, 118 reviews

Aspen Stash Pad with Fireplace, Parking, W/D

Location, location, location! Enjoy this open-concept condo at the base of the mountain in Aspen. After a day on the hill (whether skiing or hiking), return to this cozy condo for some time spent off your feet. Thaw out by the double-sided fireplace warming both the bedroom and living room(off in Summer). The condo is very inviting with a King bed, twin futon sofa bed, in-unit washer and dryer, and an upgraded, full size kitchen. Enjoy the comfort provided by the 2 mini split AC units.

Top guest favorite
A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.
Condo in Snowmass Village
4.89 out of 5 average rating, 598 reviews

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!

Top guest favorite
An open-concept great room features high vaulted ceilings with wooden beams. Large windows provide views of surrounding mountains. A cozy seating area includes a leather couch and green velvet chairs, while a kitchen island with bar stools showcases modern finishes.
Cabin in Twin Lakes
5.0 out of 5 average rating, 416 reviews

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.

Top guest favorite
A classic log cabin is surrounded by tall aspen trees and greenery. Stacked firewood is neatly arranged beside the porch, and large windows enhance the cabin's natural light. The sloped roof and rustic wooden exterior blend harmoniously with the natural landscape.
Cabin in Redstone Historic District
4.96 out of 5 average rating, 187 reviews

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.

Top guest favorite
The cabin features a rustic wooden exterior with a wide porch and several outdoor chairs. Stone steps lead up to the entrance, which is surrounded by green grass and small bushes. Bright blue skies provide a cheerful backdrop.
Home in Woody Creek
4.99 out of 5 average rating, 114 reviews

Woody Creek River Cabin 15 MIN drive to Aspen!

15 minutes to Aspen, Snowmass and Basalt. Modern, private and cozy cabin. Many great hiking trails within minutes and pet friendly too with fenced in yard! One master bedroom with a queen bed and a loft with an additional queen bed. Plus a sofa bed in the living room. Open kitchen/dining/living area. Deck and grill with views of the beautiful Woody Creek canyon. Watch the Hawks and Bald Eagles soar and maybe get lucky with an Elk spotting or two.

Top guest favorite
The living area features a mix of gray and black seating arrangements surrounding a wooden coffee table. Above, skylights provide natural light, while the walls display a clean, white panel design. A decorative arrangement of vibrant flowers complements the modern decor.
Condo in Snowmass Village
4.97 out of 5 average rating, 137 reviews

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

Top guest favorite
A spacious living area is designed with high vaulted ceilings and large windows, allowing for ample natural light and showcasing panoramic mountain views. Comfortable seating includes modern sofas and chairs, complemented by a dining area with a round table, inviting a gathering atmosphere.
Cabin in Glenwood Springs
4.99 out of 5 average rating, 141 reviews

Luxury 35-Acre Retreat w/ Hot Tub & Amazing Views

Sky High Lodge is an updated mountain top escape located on 35 acres of private land. This spacious and modern cabin atop Lookout Mountain is 25 min to the famous Glenwood hot springs and downtown Glenwood, and one hour from Aspen. High vaulted ceilings and three story windows display 180 degree panoramic views of the jaw dropping Roaring Fork valley and the dramatic Mount Sopris. This is a dream mountain getaway!

Superhost
The exterior of a historic Victorian home is visible, featuring light gray siding and a spacious balcony. Lush green grass surrounds the base, and a stone pathway leads to the entrance. Potted plants add a touch of greenery to the charming space.
Condo in Aspen
4.91 out of 5 average rating, 206 reviews

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!

Popular amenities for family-friendly rentals near Aspen Highlands Ski Resort