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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

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. 🌲✨

5.0 out of 5 average rating, 107 reviews
Top guest favorite
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, 165 reviews
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

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!

4.9 out of 5 average rating, 103 reviews
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

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, 113 reviews
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

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 favorite
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, 118 reviews
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

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!

4.92 out of 5 average rating, 244 reviews
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

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, 418 reviews
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

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, 114 reviews
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

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, 137 reviews
Top guest favorite
A private patio is showcased with an oversized hot tub and a seasonal trampoline. The backdrop features expansive views of rolling hills and mountains under a partly cloudy sky, providing a serene outdoor space for relaxation.
Apartment in Crested Butte

Trampoline, Luxe Trailside Hot Tub & Views

Paradise on Prospect is a luxury apartment located along Elcho Park Trail in exclusive Prospect development. Reflected rates are for parties of 6 guests (over 24 months). For parties 7-10, additional per-person, per-night fee applies and is reflected in the booking total. This pricing structure allows us to remain competitive while offering fair rates for regular sized groups or those wishing to stay with more people.

5.0 out of 5 average rating, 150 reviews
Top guest favorite
A spacious living area is designed with high vaulted ceilings and large windows, allowing for ample natural light and showcasing panoramic mountain views. Comfortable seating includes modern sofas and chairs, complemented by a dining area with a round table, inviting a gathering atmosphere.
Cabin in Glenwood Springs

Luxury 35-Acre Retreat w/ Hot Tub & Amazing Views

Sky High Lodge is an updated mountain top escape located on 35 acres of private land. This spacious and modern cabin atop Lookout Mountain is 25 min to the famous Glenwood hot springs and downtown Glenwood, and one hour from Aspen. High vaulted ceilings and three story windows display 180 degree panoramic views of the jaw dropping Roaring Fork valley and the dramatic Mount Sopris. This is a dream mountain getaway!

4.99 out of 5 average rating, 141 reviews

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

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
A modern condominium building features a blend of wood and metal exteriors. Expansive windows are framed by greenery, allowing natural light to filter inside. A rooftop terrace is visible, amidst softly clouded skies, enhancing the building's contemporary design.
Condo in Aspen

Cozy Aspen Core 2Bd/1.5Ba Condo in Prime Location

4.76 out of 5 average rating, 285 reviews
Guest favorite
Home in Carbondale

35 Acre Modern Retreat - Mount Sopris Views

4.96 out of 5 average rating, 211 reviews
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

Classic log cabin on river in Redstone.

4.96 out of 5 average rating, 187 reviews
Superhost
A spacious studio is illuminated by natural light from multiple large windows, offering scenic views of surrounding trees. A comfortable sofa and chair provide seating, while a wooden coffee table sits in the middle. A queen bed is positioned thoughtfully in the corner, creating a cozy sleeping area.
Condo in Snowmass Village

Mountainside Studio ~ Laurelwood 115

4.81 out of 5 average rating, 139 reviews
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

Aspen Core! Walk to gondola + A/C!

4.92 out of 5 average rating, 179 reviews
Guest favorite
A welcoming living area is characterized by a brown leather sectional sofa, a round coffee table, and a stone accent wall. A modern television is mounted above a cozy fireplace, while natural light enhances the space. A decorative plant and two dining chairs add style.
Apartment in Snowmass Village

Minutes to festivals - Pool, Jacuzzi, Fitness room

4.91 out of 5 average rating, 271 reviews
Guest favorite
The living area is designed with a cozy gas fireplace, complemented by a mounted television above the mantel. A sectional couch and a leather armchair are arranged for comfort, while a wooden coffee table sits in the center, surrounded by tasteful decor and a patterned area rug.
Condo in Snowmass Village

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

4.96 out of 5 average rating, 131 reviews
Top guest favorite
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

Spectacular Sopris Views W/Hot Tub Near Aspen

4.99 out of 5 average rating, 156 reviews

Family- and pet-friendly home rentals

Guest favorite
An open-concept living area features a cozy gas fireplace and large windows that provide natural light. A comfortable seating arrangement includes a sectional sofa and accent chairs, complemented by a wooden coffee table. A sleek kitchen with modern appliances and a skylight enhances the space.
Apartment in Aspen

Downtown Aspen Townhouse, 2 Bedroom, 2 Bath, Views

4.91 out of 5 average rating, 205 reviews
Guest favorite
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

4.95 out of 5 average rating, 252 reviews
Guest favorite
The interior of a safari tent features a rustic wooden floor and woven chairs, with an open view through a large tent flap. Rolling pastures and distant mountains are visible outside, enhancing the connection to nature.
Farm stay in Carbondale

Safari tent #1 in “23 best Glamping Spots in U.S”

4.91 out of 5 average rating, 130 reviews
Guest favorite
The exterior of the condo features a wooden balcony adorned with vibrant flower planters. A small round table with two chairs sits outside the entrance, surrounded by lush greenery. The inviting entrance is framed by large windows, highlighting the unit's connection to the outdoors.
Condo in Aspen

Well-Appointed Studio in Aspen Core

4.88 out of 5 average rating, 207 reviews
Guest favorite
The living area features large sliding glass doors that open to a spacious deck, providing expansive views of the surrounding mountains. A comfortable gray sofa is positioned beside a modern coffee table, and greenery is added with a tall indoor plant. Natural light fills the space.
Home in Carbondale

High West House – Serene Mountain Retreat

4.94 out of 5 average rating, 142 reviews
Guest favorite
The living area features a cozy beige sofa adorned with decorative pillows and a fluffy throw. A light-colored coffee table is positioned in front, and a storage unit with white louvered doors is visible, providing organized shelving and bins.
Guest suite in Basalt

Frying Pan A-Frame

4.83 out of 5 average rating, 478 reviews
Guest favorite
A small rustic cabin displays a wooden exterior with a screened door and two potted plants at the entrance. Sunlight highlights the structure, while tall trees and a mountain backdrop create a serene outdoor setting.
Guesthouse in Basalt

Cozy Basalt cabin, near to Aspen

4.92 out of 5 average rating, 265 reviews
Guest favorite
Condo in Redstone Historic District

Mountain Escape On The River

4.92 out of 5 average rating, 197 reviews

Family-friendly home rentals with a pool

Superhost
The living area features a West Elm leather couch and two gray upholstered chairs arranged around a wooden coffee table. A stone fireplace with an ornamental deer head is present, complemented by a mounted television and a large art piece on the wall.
Condo in Aspen

2 Bed/ 2 Bath in Heart of Town w/ Hot Pool

4.94 out of 5 average rating, 185 reviews
Guest favorite
A spacious living area features a combination of comfortable seating, including a dark leather sofa and soft fabric couches adorned with cushions. Large windows allow for natural light and showcase scenic mountain views, while wooden beams add architectural interest to the ceiling.
Townhouse in Snowmass Village

Awesome TOP Floor unit!Great views. Walk to it all

4.9 out of 5 average rating, 141 reviews
Top guest favorite
The spacious living area features a comfortable leather sofa and an armchair, with a wood-burning fireplace framed by slate stone. Large glass doors allow natural light and offer views of the patio. Neutral tones create a calming ambiance, complemented by simple decorative elements.
Condo in Aspen

Riverfront Designer 2 BR, Walk to Gondola!

4.97 out of 5 average rating, 143 reviews
Top guest favorite
A spacious porch features wooden furniture, including a table and chairs, under a rustic roof with string lights. Scenic mountain views are visible in the background, surrounded by greenery and a cozy fire pit area.
Apartment in Carbondale

The Buckaroo

4.97 out of 5 average rating, 259 reviews
Top guest favorite
Apartment in Snowmass Village

Mountain Gem Fireside Ski Retreat

4.97 out of 5 average rating, 140 reviews
Guest favorite
A spacious great room features a large sectional sofa arranged around a contemporary coffee table. A dining table set for six is visible, complemented by sleek tableware. Mirrors reflect the light, enhancing the open atmosphere. The room is warmed by a fireplace, creating a cozy environment.
Townhouse in Aspen

Luxurious Riverfront Townhouse, Downtown Aspen

4.97 out of 5 average rating, 88 reviews
Guest favorite
A dining area features a rustic wooden table surrounded by six cushioned chairs, creating a cozy space for gatherings. Large windows provide natural light and views of greenery outside. A stylish fireplace and elegantly designed shelving are visible, contributing to the overall ambiance.
Apartment in Snowmass Village

Chic Mountain Retreat

5.0 out of 5 average rating, 14 reviews
Superhost
A bright living area is presented with large windows showcasing sweeping mountain views. A comfortable leather sofa and wooden chairs are arranged around a coffee table, complemented by a cozy faux fur throw. A wall-mounted television and a modern fireplace add to the ambiance.
Condo in Aspen

Aspen Ajax | Shadow Mountain #18 | 2B/2B

4.61 out of 5 average rating, 23 reviews

Family-friendly home rentals with Wifi

Superhost
An open-concept living area features a modern kitchen with sleek appliances, a dining table with wooden chairs, and a cozy seating arrangement facing a fireplace. Large windows allow natural light to fill the room while accent beams add architectural interest.
Condo in Aspen

Aspen downtown. Walk to ski,restaurants & shopping

4.91 out of 5 average rating, 203 reviews
Top guest favorite
An open-concept living area features warm wood cabinetry and modern appliances in the kitchen. A wood dining table accommodates several guests, while a cozy seating area includes a light-colored sofa and decorative pillows. Soft overhead lighting enhances the contemporary atmosphere.
Condo in Aspen

Base of Aspen Mountain! Your perfect getaway!

4.98 out of 5 average rating, 152 reviews
Guest favorite
A spacious living area is highlighted by large windows that provide natural light. A cozy sofa faces a functional fireplace, accompanied by two armchairs and a coffee table. Decorative art and a wooden cabinet add warmth, while a rug defines the seating space.
Condo in Aspen

Downtown Aspen home-away-from-home

4.91 out of 5 average rating, 217 reviews
Guest favorite
A spacious living area features a dark sectional sofa with a chaise lounge. A decorative rug is positioned beneath the furniture. A flat-screen TV is mounted on the wall, and a brick fireplace serves as a focal point, surrounded by natural light from large windows.
Condo in Snowmass Village

Woodbridge • New pool & spa • Bonus loft!

4.93 out of 5 average rating, 120 reviews
Guest favorite
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

The 'Lil' Cabin

4.94 out of 5 average rating, 428 reviews
Guest favorite
A spacious studio features a Queen bed with crisp white linens, positioned against a backdrop of large windows showcasing views of the mountains. A soft area rug complements the wooden flooring, while bedside lamps provide gentle illumination, enhancing the calm atmosphere of the room.
Condo in Aspen

Downtown Aspen Studio | Mountain View

4.88 out of 5 average rating, 137 reviews
Top guest favorite
Majestic mountains rise in the distance, their peaks illuminated by early morning light. Surrounding pine trees create a natural frame, while a layer of clouds drapes over the valley below, enhancing the serene landscape.
Cabin in Leadville

Cozy Cabin Retreat With Best Views In Lake County

4.98 out of 5 average rating, 373 reviews
Guest favorite
An outdoor balcony features a round fire pit table surrounded by comfortable seating. A large umbrella provides shade, and a dining table is visible in the background. Lush greenery and rocky hillsides frame the scenic view beyond, inviting relaxation.
Condo in Aspen

Creekside Townhome with Patio - Near Maroon Bells

4.91 out of 5 average rating, 34 reviews

Destinations to explore