Family-friendly holiday rentals in Aspen

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.

4.87 out of 5 average rating, 195 reviews

Well-Appointed Studio in Aspen Core

This recently re-imagined space is the ultimate in maximizing a small space into a beautiful home. From the white washed ceilings to the pecan wood tile flooring, the all-white palette keeps the space looking clean. The kitchen features new appliances, a marble farm sink, and a bright color scheme throughout. We offer a twin-sized day bed with a twin trundle bed that pulls out from beneath the day bed and can be converted into a king, and everything else you may need to enjoy your time in Aspen.

The living area features a spacious black sofa and a contemporary art piece above, enhancing the open layout. Natural light enters through large sliding glass doors, leading to a wooden patio. A dining space with bar stools overlooks the kitchen area and wooden cabinetry.

4.88 out of 5 average rating, 127 reviews

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

Spacious studio loft condo. Corner unit on the top floor. Vaulted ceiling. FURNITURE UPDATED. 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 Aspen (Ajax) 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.

4.88 out of 5 average rating, 110 reviews

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.

Flat in Aspen

Aspen Mountain Residences Saturday Studio

The Aspen Mountain Residences is just steps away from the Ajax Mountain Gondola as well as the shops and restaurants in the picturesque town of Aspen. Rental includes transportation to/from Aspen Airport, Local Shuttle Service, Housekeeping, wifi, Bike/Ski Valet, use of common area Pool, Hot Tubs and Fitness Center, as made available by the resort. This unit is owned in Saturday-to-Saturday intervals so please do not request to book anything that crosses ownership weeks without first inquiring

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.

5 out of 5 average rating, 102 reviews

Recently Remodeled 1-Bedroom. Casual Elegance.

Walk to all downtown restaurants, market, 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. Well-appointed kitchen. New furnishings. WiFi. Fireplace. Two TV's. Free parking space. Washer/dryer. Large, jetted shower. Propane BBQ. Modest exercise/yoga gear. Stand-up desk. No smoking/pets/parties/kids (or young adults under the age of 21).

4.89 out of 5 average rating, 357 reviews

A cozy kitchen and dining area is shown, featuring modern appliances and ample natural light. A red couch sits beside a wooden table with black chairs. A decorative rug adds color, and a painting hangs on the white wall, enhancing the inviting space.

Guest suite in Aspen

Exquisite Creekside Suite in the Heart of Aspen #2

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.

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.

4.98 out of 5 average rating, 273 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.

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.

4.91 out of 5 average rating, 203 reviews

Downtown Aspen home-away-from-home

Recently renovated ground floor apartment, with bright sun parlor and mountain view. Complex has a washer dryer and is family friendly. No need for a car, we are a short walk from Aspen Mountain and the amazing restaurants, shopping and nightlife that Aspen village has to offer! You'll be 500 yards from Ajax gondola, 3 blocks from City Market grocery store and wine store and 4 blocks to the Aspen Art Museum. Two bedrooms with en-suite bathrooms + a pull out sofa

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.

4.82 out of 5 average rating, 117 reviews

Mountainside Studio ~ Laurelwood 115

This top floor studio is just steps away from Snowmass Ski Area and a short walk from shops and restaurants in the Village Mall. Enjoy your own private balcony or cozy up in front of your own personal wood-burning fireplace after a full day of skiing. To relax, take advantage of our on-site, two-tier hot tubs. Featuring a queen bed and a queen sleeper sofa, this studio is perfect for families of 4, romantic getaways, or ski trips with friends.

4.92 out of 5 average rating, 481 reviews

Guest suite in Aspen

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!

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.

4.9 out of 5 average rating, 168 reviews

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!

A modern living area features a comfortable gray sofa adorned with patterned cushions. Two leather chairs are positioned nearby, and a wooden coffee table displays decorative items. Ample natural light filters through large windows with dark shades. A decorative wall of natural stone adds texture to the room.

4.85 out of 5 average rating, 106 reviews

HOLT - Billionaire Mountain

Welcome to our newly renovated light-filled Aspen studio, in a perfect location right in the center of downtown! Steps away from Aspen Mountain, Silver Queen Gondola, walk to everything in town including the ski slopes, bars, and restaurants. This ground-level studio is the perfect home base for your trip to the beautiful town of Aspen, no matter the time of year.

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.

4.92 out of 5 average rating, 104 reviews

Woodbridge • New pool & spa • Bonus loft!

Brand new pool and hot tub now open year round! Enjoy our gorgeous, modern amenities including a gym and dry sauna! PLEASE READ THE FULL LISTING DESCRIPTION. ***The Homeowner Association prohibits rental guests from bringing any animals. A fine of $1000 will be imposed for all unauthorized animals.*** Town of Snowmass Village Permit # 042841

Popular amenities for Aspen family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 17 reviews

A well-appointed bedroom is featured, highlighting a spacious bed layered with crisp white linens. Large windows offer views of the surrounding mountains, while wooden accent walls add a warm touch. A flat-screen television is mounted on the wall opposite the bed.

Flat in Avon

4-Stars Sheraton Mountain Vista 1-Bedroom Sleeps 4

A spacious living area features a modern design with wide-plank wooden floors and a gas fireplace. Above, a large flatscreen TV is mounted on a light-colored wall. Natural light filters in through glass doors, which open to a dining space overlooking the slopes.

4.84 out of 5 average rating, 100 reviews

Timberline 304 Studio Loft Premier

An inviting studio features a lofted area accessed by a wooden staircase. A cozy bed adorned with red accents is positioned next to a stone fireplace. A dining table with four chairs sits across from the kitchen, and large windows allow natural light to fill the space.

4.86 out of 5 average rating, 128 reviews

Charming 3-Bed Studio w/ Family-Friendly Loft

A cozy living area features a fireplace framed by a natural wood mantel. Comfortable seating is provided by a leather sofa and two accent chairs, accompanied by a wooden coffee table. Large windows open to a grassy landscape, offering natural light and views.

4.85 out of 5 average rating, 39 reviews

Ski-in & Ski-out 2BR/2BA Snowmass gem

5 out of 5 average rating, 382 reviews

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

5 out of 5 average rating, 27 reviews

An open living area features a cozy seating arrangement with a sectional sofa and two armchairs. A modern fireplace adds warmth, while a large window allows sunlight to brighten the space. The kitchen includes a central island with bar seating, blending style and functionality.

Flat in Snowmass Village

Cozy Condo in Snowmass Village

Guest suite in Carbondale

A view from the hot tub captures the snow-capped peaks of Mount Sopris against a cloudy sky, framed by a green lawn and a white, wooden fence. The inviting hot tub features a dark, textured surface and bubbling water, creating a serene setting for relaxation.

4.95 out of 5 average rating, 136 reviews

Deer Ranch | Private Hot Tub, 2BR Retreat

5 out of 5 average rating, 16 reviews

A cozy living area is highlighted by a wooden coffee table and a comfortable sofa. A flat-screen TV is mounted on the wall above a stone fireplace. Soft lighting from recessed fixtures illuminates the space, enhancing the welcoming atmosphere.

Flat in Aspen

2BR Riverfront Condo w Pool, Hot Tub, Fireplace!

Family- and pet-friendly home rentals

4.9 out of 5 average rating, 189 reviews

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.

Flat in Aspen

Downtown Aspen Townhouse, 2 Bedroom, 2 Bath, Views

4.97 out of 5 average rating, 100 reviews

The cottage is framed by tall trees, with a spacious lawn that features lush green grass. A wooden deck is visible, adorned with a white railing, offering a welcoming entrance to the home. The fenced yard ensures privacy and a serene atmosphere.

Guest house in Snowmass

Cozy cottage near bus stop, skiing & Aspen

4.92 out of 5 average rating, 173 reviews

Apartment in Redstone

Mountain Escape On The River

4.95 out of 5 average rating, 122 reviews

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 Mountaintop Retreat

4.95 out of 5 average rating, 132 reviews

The exterior of the home features a light-colored façade, a welcoming front porch, and manicured lawns. Adjacent to the house, a small patio area with an umbrella provides a shaded seating option. Lush greenery and flowering plants enhance the inviting outdoor space.

Home in Basalt

1 Bedroom Plus Entire Peaceful Home

4.89 out of 5 average rating, 555 reviews

A spacious living area is depicted, featuring a red sofa facing a pair of large windows that invite natural light. A cozy sleeping area is visible in the background, furnished with a bed next to a bedside lamp. A wooden dining table is also present.

Guest suite in Basalt

Hear the river at the Frying Pan Studio

4.92 out of 5 average rating, 242 reviews

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.

Guest house in Basalt

Cozy Basalt cabin, near to Aspen

4.98 out of 5 average rating, 129 reviews

A contemporary home with a combination of white and wood accents is surrounded by vibrant greenery and colorful wildflowers. The backdrop features striking red rock formations under a clear sky, enhancing the scenic ambiance of the property.

Home in Basalt

$1.5 Million Modern Basalt Home Frying Pan River

Family-friendly home rentals with a pool

A two-story condominium building features rustic wooden beams and stone accents at the entrance. Snow covers the ground, while nearby trees are bare, indicating winter. Large windows provide views into the living spaces, and a pathway leads directly to the entrance.

4.91 out of 5 average rating, 116 reviews

Best price and location period!!

Apartment in Breckenridge

A large mountain lodge is seen nestled among snow-covered trees, with ski slopes visible in the background. The structure features a combination of stone and wood, creating a harmonious look with its natural surroundings. A clear blue sky complements the winter scene.

4.97 out of 5 average rating, 107 reviews

Crystal Peak Lodge. Ski-In/Ski Out. Luxury Condo.

A modern living area features a bright yellow sofa and orange armchair, complemented by a sleek table set for dining. A stylish fireplace is positioned adjacent to a large artwork, creating a contemporary yet inviting space.

4.63 out of 5 average rating, 8 reviews

Modern Ski-in-Ski-out Mountainside Studio w/Pool

5 out of 5 average rating, 7 reviews

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.

Flat in Snowmass Village

Chic Mountain Retreat

5 out of 5 average rating, 13 reviews

Incredible Access to Aspen Mtn & Town. Pool/HT/W&D

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.

4.94 out of 5 average rating, 179 reviews

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

4.97 out of 5 average rating, 132 reviews

Flat in Snowmass Village

Mountain Gem Fireside Ski Retreat

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.