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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

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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
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
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 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

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.

4.92 out of 5 average rating, 503 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
Guest favourite
The exterior of a historic Victorian home is visible, featuring light gray siding and a spacious balcony. Lush green grass surrounds the base, and a stone pathway leads to the entrance. Potted plants add a touch of greenery to the charming space.
Condo in Aspen

Quaint Sunny Condo - Three Blocks from Downtown!

This cozy condo is located in a historic Victorian home just three blocks from downtown Aspen - walk to restaurants, bars, shopping, art, music and all the activities downtown has to offer! Only two blocks from the bus stop where you can catch a shuttle to any one of the four majestic ski mountains. The condo has a full kitchen, WIFI, laundry and is the perfect spot for your mountain getaway!

4.91 out of 5 average rating, 213 reviews
Top Guest favourite
The inviting living area features a spacious sofa paired with two stylish armchairs, a round coffee table, and a wood-burning fireplace set into a dark accent wall. Floor-to-ceiling windows provide views of the outdoors, allowing natural light to fill the space.
Condo in Aspen

Fully Renovated Aspen Core 2/2 w A/C on River!

Experience the best of Aspen from this luxurious, meticulously renovated, and designer-furnished 2-bedroom, 2-bath condo ideally situated along the banks of the Roaring Fork River. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.

4.99 out of 5 average rating, 150 reviews

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

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
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

4.9 out of 5 average rating, 104 reviews
Top Guest favourite
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, 181 reviews
Top Guest favourite
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
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

4.82 out of 5 average rating, 142 reviews
Guest favourite
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

4.77 out of 5 average rating, 287 reviews
Guest favourite
A modern studio kitchen is visible, featuring stainless steel appliances and a breakfast bar with three stools. A fireplace with a warm glow is positioned against a stone wall, while a large television hangs nearby. Natural light is captured through overhead fixtures.
Condo in Aspen

COZY CHALET CHIC' ON THE SLOPES

4.88 out of 5 average rating, 459 reviews
Top Guest favourite
Condo in Snowmass Village

Luxury & Location! Snowmass’ finest slopeside unit

4.94 out of 5 average rating, 125 reviews
Guest favourite
Home in Carbondale

35 Acre Modern Retreat - Mount Sopris Views

4.96 out of 5 average rating, 213 reviews

Family- and pet-friendly home rentals

Guest favourite
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, 209 reviews
Guest favourite
Condo in Redstone Historic District

Mountain Escape On The River

4.93 out of 5 average rating, 200 reviews
Guest favourite
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

4.93 out of 5 average rating, 267 reviews
Superhost
An outdoor dining area features a wooden table set with plates and glasses, surrounded by chairs. Tall trees and green grass create a natural backdrop, enhancing the tranquil setting. A door leads into the cabin, inviting guests to enjoy meals amidst nature.
Cabin in Redstone Historic District

Cabin Situated on Crystal River, Fishermen's Dream

4.88 out of 5 average rating, 104 reviews
Top Guest favourite
A campfire is centered on a grassy area by the riverbank, surrounded by two chairs. The scene is complemented by soft pink and purple hues in the sky above distant mountains, enhancing the serene riverside setting.
Cabin in Glenwood Springs

The Riverfront Oasis with indoor/outdoor Jacuzzis

5.0 out of 5 average rating, 206 reviews
Top Guest favourite
The exterior of a modern two-story home is showcased, highlighted by a combination of wood and stone features. Large windows and a sleek garage door are visible. Surrounding foliage displays vibrant autumn colors, and a mountain peak is faintly visible in the background.
Home in Carbondale

Cozy Mountain Retreat | Hot Tub | Aspen Valley

4.98 out of 5 average rating, 174 reviews
Guest favourite
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 favourite
Condo in Crested Butte

Walk to Slopes - Pets - Hot Tub, Pool & Steam Room

4.91 out of 5 average rating, 179 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 favourite
The exterior of The Aspen Mountain Residences showcases a brick facade with multiple balconies adorned with wrought iron railings. A covered entrance is highlighted by columns, and a parked vehicle is visible in the foreground, offering a welcoming view of the building.
Apartment in Aspen

Aspen Mountain Residences Saturday Studio

4.86 out of 5 average rating, 121 reviews
Top Guest favourite
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, 265 reviews
Top Guest favourite
The serene pool area is surrounded by lush greenery and features a spacious deck with loungers. A shaded umbrella provides comfort while adjacent buildings blend seamlessly into the natural landscape, creating a relaxing environment for guests.
Condo in Aspen

Unobstructed Mtn Views. Expansive Aspen Core Condo

4.93 out of 5 average rating, 113 reviews
Top Guest favourite
Apartment in Snowmass Village

Mountain Gem Fireside Ski Retreat

4.97 out of 5 average rating, 140 reviews
Superhost
Condo in Snowmass Village

Charming Slopeside Snowmass Studio - Get Outside!

4.88 out of 5 average rating, 32 reviews
Guest favourite
A spacious living area features large windows offering views of surrounding mountains. A light-colored sectional sofa is positioned nearby a dark coffee table, which holds decorative items. A dining table with wooden chairs is visible, accompanied by a chandelier above.
Condo in Aspen

Ski In Aspen Condo with Heated Pool

4.94 out of 5 average rating, 16 reviews
Superhost
Condo in Aspen

Downtown Aspen: Ski in & Out

4.7 out of 5 average rating, 209 reviews

Family-friendly home rentals with Wi-Fi

Guest favourite
A cozy sleeping area features a dark patterned headboard against a soft grey wall. Two wooden nightstands with black lamps are placed on each side of a spacious bed, which is covered with a light blanket. An abstract artwork in warm tones is displayed above the bed.
Apartment in Aspen

Downtown Aspen Studio | Walk to Everything

4.86 out of 5 average rating, 152 reviews
Top Guest favourite
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, 431 reviews
Guest favourite
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, 218 reviews
Top Guest favourite
A spacious mountain retreat is set against a backdrop of snow-covered terrain and blue skies. The structure features an attractive combination of wood and stone accents, with large windows allowing natural light. Surrounding pine trees enhance the serene, remote feeling of the location.
Guest suite in Crested Butte

Adorable, private 1-bedroom apartment with kitchen

4.99 out of 5 average rating, 137 reviews
Guest favourite
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

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

4.98 out of 5 average rating, 294 reviews
Guest favourite
A spacious backyard is shown, featuring a circular table with six chairs arranged around it. A swing set is visible in the background, alongside tall trees and a rustic storage shed. The cottage outside displays a wooden exterior with a sloped roof and large windows.
Guesthouse in Crested Butte

Private Guest Cottage on Elk!

4.95 out of 5 average rating, 497 reviews
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 favourite
A cozy living area is seen, featuring a comfortable chair and ottoman next to a coffee table. Large windows offer views of greenery outside, while curtains frame the windows. A mounted television is positioned on the wall, contributing to the inviting atmosphere.
Cabin in Carbondale

Revitalize in Amazing Mountain Retreat

5.0 out of 5 average rating, 191 reviews

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