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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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, 165 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

Guest favorite
A bright living area is highlighted by vaulted ceilings and exposed wooden beams. A cozy sofa and a leather chair are arranged around a modern coffee table. Natural light filters in through large windows, and a dining table for six is visible in the background.
Condo in Aspen
4.9 out of 5 average rating, 103 reviews

Ski-in Modern Condo in Aspen Core

Enjoy a bright and cozy two bedroom, two bath, condo at the base of Ajax mountain and in the heart of Aspen's core! Open floor concept, vaulted ceilings, with beautiful views of Aspen and Red Mountain. Ski-in access and a short walk to the gondola along with all of Aspen's downtown restaurants and retail. One block from the bus stop with free access to other ski mountains, trail heads, and everything Aspen has to offer! If looking for more space, have 2bed/2bath in the same complex for rent!

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.

Guest favorite
A modern living area features a cozy wood-burning fireplace surrounded by neutral tones. Two contemporary armchairs are placed across from a stylish coffee table, with a plush sofa nearby. A large TV and a custom bar with decorative accents enhance the room's design.
Condo in Aspen
4.87 out of 5 average rating, 149 reviews

Designer-Owned AJAX views | 2BR/2BA |Aspen Core

Stunning designer condo in the core of Aspen with AJAX views. A recent gut renovation transformed the space to the ultimate luxurious retreat. Enjoy cooking in a chef's kitchen with Quartz counters and backsplash, entertain by the wood-burning fireplace with a custom bar and crystal drinkware or retire for the evening in RH bedrooms, Boll & Branch bedding and black out window treatments. Easy living with in-unit Maytag washer/dryer in and assigned parking. Welcome, to Moby House Aspen!

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.

Guest favorite
A cozy living area is highlighted by a soft gray sofa, with decorative cushions. A modern coffee table sits in the center, accompanied by stylish lighting fixtures. The fireplace, set with a warm fire, is complemented by an accent wall featuring artwork and a wall clock.
Condo in Snowmass Village
4.92 out of 5 average rating, 244 reviews

Stunning 2BD Slopeside Retreat, Heart of Snowmass!

Welcome to the finest two bedroom residence Snowmass has to offer. Remodeled in 2022, this stunning unit has been exquisitely designed from top to bottom with impeccable attention to detail and all the amenities to provide up to six guests with the ultimate Snowmass experience. In the Winter/Spring, this retreat is virtually ski-in/ski-out just steps away from Assay Hill and the Village Express. In the Summer/Fall enjoy boundless hiking and biking trails right in your backyard!

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, 418 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.

Guest favorite
Home in Carbondale
4.96 out of 5 average rating, 211 reviews

35 Acre Modern Retreat - Mount Sopris Views

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 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

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