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 bright entryway features a wooden bench against a white shiplap wall. Above, neatly arranged baskets provide storage, while hooks line the wall for hanging items. A door with a diamond-patterned window offers a view to the outside.

Home in Glenwood Springs

4.94 out of 5 average rating, 361 reviews

Glenwood Getaway, Minutes To Downtown

Explore this 4-bed home, just 5 mins from Downtown Glenwood Springs, 20 mins to Sunlight Mountain, and 45 mins to Aspen. Conveniently located near the Main Bus Station and outdoor activities. Recently renovated with an open living-dining area, fully stocked kitchen, and cozy firepit patio. Ideal for gatherings and outdoor relaxation. Family-friendly amenities include bunk beds, board games and a massage chair. Full laundry access. Make the most of your stay in Glenwood Springs.ThePermit #18-012.

Guest favorite

Home in Carbondale

4.89 out of 5 average rating, 111 reviews

Private mountain paradise, 20 acres, sleeps 14+

A beautiful mountain hideaway. Sits at the end of a private road surrounded by 20 acres of wooded property with perfect views of Mount Sopris from all rooms, wrap-around deck (with gas grill), full garage gym, chicken coop (with chickens, rooster, and fresh eggs every morning!). Only 9 minutes to Whole Foods, restaurants, shopping center, and more; 18 min to Snowmass; 30 min to Aspen; 30 min to glenwood.Full home. Child-friendly, infant-friendly, and great for large families and business travel.

Guest favorite

A hot tub is located on a wooden deck, surrounded by a railing, offering views of a snow-capped mountain and hillside. The deck includes a picnic table, enhancing the outdoor relaxation area. Clear skies with some clouds drift above the picturesque landscape.

Condo in Mount Crested Butte

4.88 out of 5 average rating, 130 reviews

Mtn Charm: Walk to Lifts, Stunning Views, Hot Tub

Tri-level condo, where mountain charm meets modern comfort. 2 bedrooms, 2 full baths + loft. Fully stocked kitchen, vaulted ceilings, and a wood-burning fireplace. High-speed WiFi, a 60" Smart TV, and a 10-person hot tub overlooking breathtaking views. Private garage access, a free town shuttle, and slopes steps away. it’s the perfect retreat for adventure or relaxation. Whether you're here to ski, hike, or simply recharge, it's unbeatable as the perfect retreat for adventure or relaxation.

Top guest favorite

A modern living area features a cozy arrangement of blue and gray sofas accented with plush throws. A stone fireplace serves as the focal point, with a flat-screen television mounted above. Natural light filters through large windows, enhancing the inviting atmosphere.

Apartment in Aspen

4.92 out of 5 average rating, 169 reviews

NEWLY RENOVATED! Aspen Core! Walk to everything

NEWLY RENOVATED - backlit onyx, gas fireplace, hardwood floors, walk to everything! Complex has hot tub. Family friendly & pet friendly! Unit comes with a Pack N Play set for guests to use. Located in Aspen Central Core. 1 block from Little Nell, easy walking distance to all shops & restaurants. Less than 100 yards from Ajax gondola, 3 blocks to bus stop that takes you to Highlands, Snowmass and Buttermilk. City Market grocery store and wine store (the Grog Shop) across the street.

Top guest favorite

The bathroom features a modern toilet alongside a small shower area with a glass door. A potted plant adds a touch of greenery, and the tiled floor includes a decorative mat. Handrails are positioned for accessibility.

Apartment in Carbondale

4.96 out of 5 average rating, 320 reviews

Aspen Valley Garden Suite vacation rental

Experience world class skiing on a budget. Walking distance fishing. Near miles of bike, jogging, hiking trails, pet & kid friendly park. One mile from Whole Foods, Starbucks, movie theater, dining & shopping. Near local public transportation. Between Carbondale & Basalt. The best area for nature & amenities. Bright above grade, private entry, no shared living space, basement apartment. One car parking. Backyard hot tub. One bedroom w/ king bed & two twin beds. Couch bed in living room.

Guest favorite

A vibrant view of red rock cliffs is captured against a bright blue sky, dotted with white clouds. Lush greenery frames the scene, with a wooden fence and tree in the foreground, enhancing the natural beauty of the landscape.

Guest suite in Glenwood Springs

4.91 out of 5 average rating, 214 reviews

Roaring Fork River and mountain getaway

Come relax in our mountain contemporary, private one bedroom apartment located in the lower level of our home in a safe, quiet neighborhood steps from the Roaring Fork River. Enjoy all that Glenwood Springs has to offer! Ski at local Sunlight or Aspen. Soak in the therapeutic hot springs. Hike the Hanging Lake. Bike the trails. Have fun at the Glenwood Caverns Adventure Park. Fish the Roaring Fork river from out our back gate. Glenwood Springs Accessory Tourist Rental Permit ATR-009

Superhost

A welcoming entryway is illustrated, featuring a tiled floor and practical matting for outdoor gear. Wall hooks are available for coats and bags, while large windows provide natural light and a view of the outdoors.

Home in Crested Butte

4.88 out of 5 average rating, 155 reviews

Mountain House with Mt. Crested Butte views!

Our inviting home offers beautiful views of Mt. Crested Butte and Snodgrass mountain and is surrounded by aspen trees. You'll love the open floor plan, vaulted ceilings, contemporary furnishings, spacious deck, outdoor hot tub, and peaceful ambience. Located in CB's scenic Meridian Lake area, with incredible access to hiking, biking, and cross country ski trails right from the front door. Just 8 minutes from downtown CB and Mt Crested Butte -- a perfect year-round mountain retreat.

Guest favorite

An inviting pool area is surrounded by lounge chairs and shade umbrellas. The clear waters reflect sunlight under a blue sky, with mountains in the background. Lush greenery adds to the serene atmosphere, creating a relaxing outdoor space.

Condo in Crested Butte

4.82 out of 5 average rating, 200 reviews

Mt. Crested Butte Grand Lodge Condo at the base!

Our Crested Butte condo has the ideal location for adventure seekers as well as those looking for rest and relaxation. We are in the heart of the base area, literally a two minute walk to ski lifts, ski, snowboard & mountain bike rentals, restaurants, bars and coffee shops. Guests have access to an indoor/outdoor pool, hot tub, and fitness center. We have free parking and the free bus to town is right out the front door! Ideal place to stay in Crested Butte! Business ID # 304434

Guest favorite

The interior space showcases a cozy bedroom area with a spacious bed flanked by bedside lamps. A living area is defined by a comfortable sofa adorned with patterned cushions, complemented by a rustic coffee table. A wood stove and large windows enhance the inviting ambiance.

Cottage in Glenwood Springs

4.94 out of 5 average rating, 892 reviews

Mountain Cottage at Fourmile Creek

Only minutes from the beautiful town of Glenwood Springs, this mountain cottage offers privacy and country living at its finest. It boasts a unique, storybook architecture that is unparalleled. This custom built cottage is an outdoor lover's paradise! It is a quick hop and a skip from Sunlight Ski area-be on the chair lift in 5 minutes! The area offers plentiful ski runs, backcountry skiing, snowmobiling, snowshoeing, equestrian trails, mountain biking, and hiking.

Top guest favorite

A spacious bathroom features a jetted soaking tub and dual sinks, complemented by wood cabinetry. Natural light is provided through a window above the tub. Soft green walls and tasteful decor create a calming ambiance, while essential toiletries are neatly arranged on the countertop.

Home in Crested Butte

4.95 out of 5 average rating, 197 reviews

Beautiful House Steps to the resort! Dog Friendly!

This charming home is located in Mt. Crested Butte and is a short 5-10 minute walk to world class skiing/mountain biking at Mt. Crested Butte Resort! Winter Ski shuttle pick-up to the resort picks up at the driveway! Access to back country hiking and bike trails minutes from the house. If you can think of an outdoor activity, you will find it within 10-20 minutes of the house. This is a beautiful place to spend any season of the year. STR License: 301512

Guest favorite

A spacious living area features a large sectional sofa in warm brown tones. A fireplace is set into the wall, with decorative objects displayed above it. Natural light enters through multiple windows, while a dining area with wooden chairs and a table is visible in the background.

Home in Glenwood Springs

4.91 out of 5 average rating, 177 reviews

Hot Tub - Amazing Views - Family/Groups - Private

Piedmont House in Glenwood Springs, Colorado. Glenwood Springs is an outdoor enthusiast’s haven! Boasting an abundance of exciting activities and opportunities for adventure, it's very clear why this spectacular Colorado destination was named ‘The Most Fun Town in America’ by Rand McNally and USA Today. Geological wonders, including hot springs, caves, lakes and canyons, miles of hiking trails, provide the perfect backdrop for your next mountain getaway!

Top guest favorite

A well-lit bathroom features dual sinks with wooden cabinetry and a large mirror above. A colorful piece of wall art adds a splash of interest. Essential toiletries are neatly arranged, and towels are provided. A shower is visible in the background, indicating modern amenities.

Home in Carbondale

4.95 out of 5 average rating, 112 reviews

Charming Mountain Home in the Aspen Valley

The house is centrally located between the neighboring towns of Aspen and Glenwood Springs, only 25 minutes away from some of Colorado's best ski resorts. You are surrounded by delicious food, beautiful views, and plenty of fun for the adventurous. Whether you want to spend the evening relaxing in the Glenwood Hot Springs pool or experience the fresh powder of Snowmass mountain, our place is perfect for families, friends, and everything in between.