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

A shaded outdoor area is presented beneath a vibrant red umbrella, offering views of lush green grass and trees. The landscape features distant mountains and a river, providing a serene backdrop for relaxation.

Guest suite in Gypsum

4.89 out of 5 average rating, 978 reviews

Cabin on the river

Lockoff basement with private entrance in a log home.Two sliding doors overlooking the Eagle River.My husband and I live in the upper part of the home. The price is set for 2 people if there is a 3rd or 4th person there is a $15.00 charge per person per day. It's set up for 4 guests Max. Gypsum is 4 miles from the Eagle Airport,24 miles east of Glenwood Springs and located between Vail and Aspen. This area offers skiing,flyfishing, rafting, hiking, biking, horse riding and many other activities.

Top guest favorite

A rustic living area features large windows that provide scenic views of the mountains. Natural light illuminates the space, highlighting wooden walls and a comfortable seating arrangement. A television and a wooden chest add functionality to the cozy atmosphere.

Cottage in Carbondale

5 out of 5 average rating, 120 reviews

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!

Guest favorite

A modern living space features a large picture window with snowy mountain views. A stylish dining table sits centrally, accompanied by white chairs. A sleek kitchen island with a marble countertop is visible, and a cozy seating area includes a sectional couch and a flat screen TV.

Condo in Snowmass Village

4.97 out of 5 average rating, 124 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

The modern cabin is set against a natural landscape, with large windows showcasing the interior. An expansive deck features several chairs, providing a view of the surrounding area. The structure is designed with a contemporary aesthetic, harmonizing with its grassy and rocky surroundings.

Home in Carbondale

4.99 out of 5 average rating, 120 reviews

Beautiful Views W/Hot Tub 3bs 2bth Near Aspen

Designed and crafted to embrace the views and natural landscape of the Roaring Fork Valley, this property is situated on over 3.5 acres of picturesque land and offers breathtaking views of Mt Sopris. Integration of indoor and outdoor spaces is achieved through extensive use of glass doors and large windows, resulting in a home bathed in natural light IG @the_sopris_view_house NOTE: Brand new hot tub. A lease agreement will be emailed after booking. Please provide your email address promptly.

Top guest favorite

The exterior of a modern two-story home is framed by vibrant wildflowers and greenery. The building features large windows and multiple wooden balconies. A wooden railing in the foreground adds to the inviting atmosphere surrounded by natural surroundings.

Home in Basalt

4.98 out of 5 average rating, 122 reviews

$1.5 Million Modern Basalt Home Frying Pan River

Welcome to our Basalt Estate. We live on a secluded road in the seven castles community and you will be in complete Colorado wilderness and privacy. However our internet is fast :) One of our favorite amenities about our property is that we have a private hiking trail right in our backyard that is a 4 mile round trip hike to waterfalls. Aspen and Snowmass is about 30-45 min away. Downtown Basalt where you can find restaurants, gas and coffee shops is a 12 minute drive down the frying pan.

Guest favorite

A spacious guest suite features a luxurious queen bed with a rustic wooden frame. Warm wood flooring complements the well-equipped kitchenette and seating area. Natural light filters through a large window, illuminating the modern amenities in a calming setting.

Guesthouse in Aspen

4.92 out of 5 average rating, 438 reviews

Exquisite Creekside Suite in the Heart of Aspen #1

Welcome to the Creekside! This exquisitely finished and tastefully furnished suite is just a 4 minute drive from the hustle-bustle of Aspen's "core," while at the same time being in an incredibly quiet, serene and relaxing setting. Inside you'll find a luxurious queen bed, a fully stocked kitchen, seating area, and desk for business travelers. Outside, enjoy access to a gorgeous creek-side property where you can kick back and relax on your private shores of crystal clear Castle Creek.

Top guest favorite

The spacious studio condo features a cozy seating area with a gray sectional sofa and a sleek coffee table. A dining table for four is positioned nearby, while a large bed is elegantly arranged in the back, adjacent to a stone fireplace, creating a comfortable living space.

Condo in Aspen

4.98 out of 5 average rating, 269 reviews

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

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

Guest favorite

A modern mountain retreat is positioned among trees and landscaping under twilight skies. Warm lights illuminate the exterior, highlighting the architectural features. The Redstone Mountains rise majestically in the background, creating a serene backdrop for the outdoor living spaces.

Home in Carbondale

4.98 out of 5 average rating, 190 reviews

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.

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 out of 5 average rating, 363 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

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

4.96 out of 5 average rating, 104 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

Home in Carbondale

4.97 out of 5 average rating, 244 reviews

Twin Peaks | Scenic Hot Tub + Serene Design

Twin Peaks Modern Sanctuary is a modern 2-bed, 2-bath retreat with a private hot tub overlooking Mt. Sopris and the Elk Mountains. Enjoy a spacious deck with gas grill and fireplace, ensuite bedrooms on opposite wings, and a sun-filled living space with panoramic views. Perfectly situated between Basalt and Carbondale, this serene home blends modern design with mountain charm for an unforgettable Roaring Fork Valley stay.

Guest favorite

A small patio area is surrounded by lush greenery and features a wooden deck. A table with chairs is positioned beneath the shade of trees, and a potted plant adds a touch of color to the space.

Guest suite in Aspen

4.92 out of 5 average rating, 474 reviews

Cozy, Quiet, Private Aspen Studio

Quiet cozy lock out studio located in Aspen. Great location in a quiet locals neighborhood with a beautiful 10-15 minute walk to downtown and surrounded by trail heads for your hiking pleasure. Free public transportation every 20 minutes two short blocks away. Short term rental permit and license #013498 For 30 day winter bookings after January 5, 2026 make an inquiry and I'll give you about a 40% discount!