Family-friendly rentals near Aspen Highlands Ski Resort

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

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The cabin stands elevated on stilts, showcasing its wooden structure adorned with large windows that reflect the surrounding nature. A wooden staircase leads to a welcoming entrance, while the sky features a mix of clouds and sunlight.
Cabin in Leadville
4.9 out of 5 average rating, 281 reviews

Carner’s Cabin - backcountry hut

A secluded cabin in a high alpine environment at 11,700 feet! Truly off-grid, without electricity, running water, NO WiFi. Beautifully furnished with fabulous furniture and wonderful beds to sleep 8. Just bring a sleeping bag & pillow case! WINTER ACCESS: By ski/skin, snowshoe or snowmobile only. 2 miles and 1000 foot gain to cabin. Takes approximately 3 hours on rolling and steep terrain. SUMMER ACCESS: By high-clearance, 4x4 vehicle and requires low gears (rental SUV not recommended).

Guest favourite
A spacious living area features a cozy couch adorned with cushions, positioned in front of a large window that frames a stunning view of the mountains. A flat-screen TV is mounted on the wall, while a sliding glass door offers access to an outdoor space.
Home in Carbondale
4.99 out of 5 average rating, 147 reviews

3-Acre Retreat W/Hot Tub & Endless Sopris Views

Designed and crafted to embrace the views and natural landscape of the Roaring Fork Valley, this property is situated on 3 acres of picturesque land and offers breathtaking views of Mt Sopris Integration of indoor and outdoor spaces is achieved through glass doors and large windows, resulting in a home bathed in natural light IG @the_sopris_view_house A lease agreement will be emailed after booking, provide your email address promptly. We offer some concierge services. Please inquire with us

Top guest favourite
A welcoming porch features two rocking chairs positioned on a wooden deck. This outdoor space overlooks serene water and is surrounded by greenery, offering a peaceful spot to relax. A small table stands between the chairs, enhancing the inviting atmosphere.
Cabin in Carbondale
4.94 out of 5 average rating, 418 reviews

The 'Lil' Cabin

Welcome to the cozy lil cabin where you can enjoy serene water views. The main floor of the cabin features a full kitchen, living room with king sized pull out couch, washer/dryer and bathroom. The upstairs sleeping area has a queen bed on one side of the catwalk and twin on the other. Please be aware the stairs leading to the sleeping area are steep and narrow. The cabin has an open concept layout. The lil cabin is conveniently located 5 min. from two grocery stores and 30 min. to Aspen.

Top guest favourite
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.
Apartment in Aspen
5 out of 5 average rating, 110 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 favourite
Apartment in Aspen
4.9 out of 5 average rating, 109 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 favourite
The cabin's exterior features a wooden porch with a railing, providing a peaceful place to sit and enjoy the surroundings. A gas grill is located nearby, and steps lead down to a gravel path, inviting exploration of the natural landscape.
Cabin in Paonia
4.94 out of 5 average rating, 178 reviews

Cozy Yucca Cabin

Please note! We are in the mountains and a 4WD vehicle is highly recommended for winter travel. Welcome to beautiful Paonia and your cozy and peaceful cabin getaway. Just 3.5 miles from the town of Paonia means you're oh-so-close yet so far away from it all. Stillness, beauty, and relaxation. If you're looking for a cozy little reconnect with nature and a disconnect from the rat-race, you've found it. The Yucca Cabin is a perfect Paonia home base for exploring the North Fork Valley.

Top guest favourite
A spacious living area features a blue sofa and an inviting white chair with subtle detailing, set against a vibrant floral rug. Indoor plants are positioned throughout the space, and a modern kitchen with dark cabinetry is visible in the background.
Flat in Basalt
4.99 out of 5 average rating, 104 reviews

Luxurious Willits Loft Getaway

Luxurious & comfortable Loft in the heart of Basalt-Willits. Huge living space! Steps from delicious restaurants, Whole Foods, bars, & shops. Mountains, bike paths, parks, & trails easily accessed. Less than 30 minutes from Aspen/Snowmass, Carbondale, & Glenwood. High ceilings & expansive windows. Spacious master bedroom & bathroom. Remote office space. Fully equipped kitchen. This Loft truly has everything you could want in a getaway to the mountains of the Roaring Fork Valley.

Top guest favourite
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 out of 5 average rating, 405 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 favourite
Home in Carbondale
4.97 out of 5 average rating, 201 reviews

Valinor Ranch — Thirty-Five Acres Above the Valley

A modern container home on thirty-five private acres of Missouri Heights, roughly a thousand feet above the Roaring Fork Valley floor. Large picture windows in every room frame Mt. Sopris and the Elk Mountain Range without interruption. Clean lines, considered design, and no noise between you and the landscape. The nearest neighbours are horse farms. The rhythm here is the land’s, not a schedule’s. Fifteen minutes to Carbondale, twenty to Basalt. Reserve your stay.

Top guest favourite
Tiny home in Buena Vista
4.97 out of 5 average rating, 198 reviews

Boutique Tiny House w/Creek @MoonStream Campground

The Buena Vida is a brand new tiny home located on the edge of MoonStream Vintage Campground. It boasts beautiful views of Mt. Princeton, Cottonwood Pass and the Buffalo Peaks. Just minutes away from all of your adventures! 1 minute to historic Comanche Drive-In Theatre 3 minutes to The Barn at Sunset Ranch 4 minutes to Cottonwood Hot Springs 5 minutes to Downtown BV 7 minutes to The Surf Hotel 15 minutes to Mount Princeton Hot Springs Resort 30 minutes to Salida

Top guest favourite
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
5 out of 5 average rating, 108 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 favourite
The interior of a tiny house is showcased, featuring natural wood paneling on the ceiling and walls. A contemporary design is highlighted with a kitchen area containing a gas stove and microwave. A staircase leads to an upper sleeping area, with a comfortable seating area situated near a TV.
Tiny home in Eagle
4.85 out of 5 average rating, 142 reviews

Bruce’s Tiny House

This memorable place is anything but ordinary. A tiny house nestled into downtown Eagle with walkability to all the town shops, restaurants and night life. Bruce’s tiny house is everything you need and nothing you don’t for a unique stay in this custom built tiny house. Your stay will include 2 retro cruiser bikes along with HBO, Apple TV+ and Prime video!

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