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 favourite

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

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!

4.94 out of 5 average rating, 254 reviews

Top Guest favourite

Condo in Snowmass Village

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

4.98 out of 5 average rating, 166 reviews

Top Guest favourite

The living room features large floor-to-ceiling windows that frame a view of the surrounding mountains. Two comfortable sofas and a pair of armchairs are arranged around a central coffee table. Warm lighting from table lamps enhances the welcoming ambiance.

Home in Crested Butte

View House ~ Great Views, HotTub, mins to ski/town

Unobstructed view of the majestic Butte, instead of looking past others rooftops, make this home the perfect place to relax and soak in the beauty of Crested Butte. Perfectly located just 7 min from town and the Ski area. It shares a fence line with ranch land where deer, and fox play in the wild flowers within yards of the deck. Enjoy private fishing & water sports at Meridian Lake and a short walk to Long Lake for more fishing & water fun. Access to hiking/biking trails from the front door.

4.98 out of 5 average rating, 256 reviews

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.

Condo in Aspen

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.

5.0 out of 5 average rating, 114 reviews

Guest favourite

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

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!

4.87 out of 5 average rating, 149 reviews

Top Guest favourite

Condo in Aspen

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.

4.91 out of 5 average rating, 122 reviews

Top Guest favourite

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

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!

4.89 out of 5 average rating, 603 reviews

Guest favourite

Condo in Aspen

Aspen Downtown Patio, Fireplace, Parking, W/D, AC

Spacious studio loft condo. Corner unit on the top floor. Vaulted ceiling. Located in downtown Aspen's central “Core” in a quiet beautiful neighborhood. Large sliding glass doors walk out to a spacious patio with a facing view of Smuggler Mountain. Across the street is the Roaring Fork River, hiking path & bridge. 2 blocks to shopping, restaurants, nightlife, skiing, hiking & biking. Gondola is 6 blocks away, Wood Burning Fireplace, FREE Parking, Washer/Dryer, Ski Locker.

4.89 out of 5 average rating, 134 reviews

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

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.

5.0 out of 5 average rating, 420 reviews

Top Guest favourite

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

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.

4.96 out of 5 average rating, 190 reviews

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

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.

4.99 out of 5 average rating, 115 reviews

Top Guest favourite

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

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

4.97 out of 5 average rating, 139 reviews