Family-friendly holiday rentals in Aspen

4.89 out of 5 average rating, 990 reviews

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

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.

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, 191 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.

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.

4.92 out of 5 average rating, 187 reviews

Aspen downtown. Walk to ski,restaurants & shopping

Designer retreat in downtown Aspen. Walk to the ski runs , 2 blocks from Ajax. This 1bd/1bath, with a sofa bed in the living room that can accommodate up to 4 guests in the condo. Stunning views. Private parking for one vehicle. Oversized view deck, grill and patio furniture. Enjoy the Aspen shopping and dining experience just steps from the condo. High end furniture & decor. High quality linens & towels, equipped kitchen, laundry room, forced air heating and fireplace,TV's, Cable, Wi-FI.

4.92 out of 5 average rating, 452 reviews

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.

Superhost

An open living area is highlighted by wooden beams and large windows. A modern gray sectional sofa and a dark wood coffee table are positioned on a striped rug. A rectangular dining table with six chairs sits near the kitchen, featuring sleek cabinetry and stainless-steel appliances.

Condo in Snowmass Village

4.91 out of 5 average rating, 121 reviews

Ski-in/out Mountain Modern Base Village Condo

New & stylish ski-in / ski-out ONE-bedroom centrally-located mountain modern condo. This top floor Lichenhearth condo neighbors Snowmass Base Village and is just steps from the main Snowmass chairlift, Village Express. & ski school. Everything Snowmass Village has to offer is easy walking access. This private complex has the closest hot tub and heated pool to the Village Express lift. It also has an elevator, 1 covered parking spot, ski storage room and laundry room! STR # 044856

4.98 out of 5 average rating, 677 reviews

An inviting studio space features a spacious bed and a comfortable seating area. Exposed wooden beams add a rustic charm. A functional kitchen area with modern appliances is visible. Natural light pours through large windows, enhancing the warm and approachable feeling of the room.

Farm stay in Silt

A Night with the Alpacas~Alpaca Experience

Welcome to the wonderful world of Alpacas on our gorgeous 53 acre ranch! To create our Airbnb, we repurposed this 1940’s concrete building. You will love sitting on the porch watching them play as the sun sets, or having your morning coffee with them. In addition to staying with the alpacas, you can enjoy a scheduled time to experience them one on one! Highlands close by so you can enjoy “Coffee & Coos!” A wonderful nights sleep~$149!! Serenity, Giggles & Memories~PRICELESS!

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, 271 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.

Superhost

The exterior of the 16' yurt is shown, featuring a wooden entrance and a deck that leads to it. Snow-capped mountains provide a scenic backdrop against a clear blue sky, while surrounding greenery is visible around the structure.

Yurt in Buena Vista

4.86 out of 5 average rating, 220 reviews

Glamping Yurt at BV Overlook Camp & Lodging

Glamp in style with our 16' yurt with a front row view of the Collegiate Peaks! Has a queen bed & sleeper sofa, perfect for a couple's getaway. No plumbing but guests have access to our renovated bathhouse & light cooking facilities in "The Hub", just a short walk away. Not to mention The Yurt's fire pit & charcoal grill for a camp cooking experience! Climate controlled with 3 infrared heaters & A/C mini-split.. No pets are allowed due to the yurts canvas construction.

5 out of 5 average rating, 368 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

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.

4.91 out of 5 average rating, 421 reviews

A view of the resort exterior is presented, set against a backdrop of tall pine trees and rolling mountains. The building features multiple balconies and a warm color palette, reflecting a blend of rustic charm and modern convenience.

Condo in Vail

Marriott's StreamSide Birch 1BD sleeps 4 -6

WELCOME TO MARRIOTT'S STREAMSIDE BIRCH AT VAIL FEEL THE SPIRIT OF THE ROCKIES IN VAIL, COLORADO Set amid world-class ski slopes and year-round outdoor recreation, Marriott's Streamside Birch at Vail invites you to play among the Colorado mountains. Ski 3,000 acres of fresh powder at Vail's Back Bowls, hike the lush White River National Forest, shop the boutiques at Cascade Village, raft dazzling rivers and enjoy endless leisure activities in the great outdoors.

4.97 out of 5 average rating, 248 reviews

Home in Carbondale

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.

4.92 out of 5 average rating, 478 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!

Popular amenities for Aspen family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 321 reviews

A red A-frame cabin is set against a backdrop of tall trees and lush greenery. The property is surrounded by vibrant foliage, with a small stream flowing nearby and a deck extending outward, providing a connection to the natural landscape.

Cabin in Alma

Creekside A-Frame with Hot Tub - 12 miles to Breck

4.92 out of 5 average rating, 170 reviews

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

NEWLY RENOVATED! Aspen Core! Walk to everything

4.97 out of 5 average rating, 173 reviews

A modern container house is set against a backdrop of snow-capped mountains and expansive green fields. The structure features large windows and a balcony, offering outdoor seating and breathtaking mountain views, while the surrounding landscape is dotted with trees and rustic fencing.

Home in Carbondale

Valinor Ranch - Private Retreat & Idyllic Weddings

Superhost

4.76 out of 5 average rating, 263 reviews

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

Apartment in Snowmass Village

The modern kitchen features sleek dark cabinetry and a large white island with bar seating. Stainless steel appliances, including a refrigerator and oven, are positioned conveniently. Pendant lights hang above, illuminating the space, while warm bamboo flooring extends throughout.

4.97 out of 5 average rating, 129 reviews

Mountain Gem Fireside Ski Retreat

4.97 out of 5 average rating, 116 reviews

The cabin features a distinct A-frame design, with large windows reflecting the warm glow from inside. A spacious wooden deck is seen in the foreground, equipped with chairs and a fire pit, surrounded by snow-covered trees under a colorful sunset sky.

Cabin in Breckenridge

The Cute Little Cabin

4.97 out of 5 average rating, 634 reviews

A handcrafted hot springs hot tub, featuring natural rock elements and an infinity edge, is positioned in the foreground. In the background, a rustic cabin displays a colorful exterior, framed by trees and a wooden pathway leading to the entrance.

Cabin in Buena Vista

Holloway Cabin on Creek & Private Hot-Springs

4.98 out of 5 average rating, 290 reviews

A charming mountain cabin is set amidst lush green grass and mature trees. A wooden deck leads to the entrance, adorned with planters filled with colorful flowers. The rustic exterior showcases logs and a sloped roof, complemented by vibrant window frames.

Cabin in Carbondale

Private Cabin and Hot Tub in the Woods

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 272 reviews

A spacious studio room is highlighted by vaulted ceilings with wood beams. A full-size Murphy bed is visible beside a reading chair, and a kitchenette featuring a breakfast bar is seen in the background. Soft green walls and natural light enhance the cozy atmosphere.

Guest suite in Leadville

Adorable Studio Apartment. Short walk to Town!

4.92 out of 5 average rating, 318 reviews

A spacious room features two beds with coordinating blue bedding, and a dining table with four chairs. A refrigerator and a television are mounted on the wall, while natural light fills the room through large windows offering views of the surrounding landscape.

Apartment in Leadville

12Private Room with Kitchen Dog Friendly Leadville

4.92 out of 5 average rating, 169 reviews

A spacious bed is dressed in crisp white linens, accented by decorative pillows in various textures and colors. A subtle metal wall art piece resembling a tree graces the wall above the bed. A bedside lamp stands on a wooden nightstand, adding to the serene decor.

Condo in Redstone

Mountain Escape On The River

4.97 out of 5 average rating, 152 reviews

A modern cabin is shown, featuring a unique architectural design with wooden siding and a rust-colored metal roof. The cabin is situated in a wide-open landscape with rolling hills in the background, under a bright blue sky with scattered clouds.

Cabin in Carbondale

Modern Cabin, Missouri Heights, 360 Magical Views

4.95 out of 5 average rating, 685 reviews

A secluded cabin is nestled among trees with expansive mountain views in the background. Green grassy areas surround the cabin, dotted with pine trees. Snow-capped peaks rise in the distance under a bright blue sky, creating a tranquil outdoor setting.

Cabin in Como

Creekside Como cabin, offgrid, with amazing views!

4.89 out of 5 average rating, 550 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

4.94 out of 5 average rating, 229 reviews

An open kitchen and living area is shown, featuring light wood cabinetry and stainless steel appliances. A dining table with black chairs is positioned in the center, while a beige sofa and stacked wooden tables are placed against the wall. Natural light fills the space through a window.

Apartment in Carbondale

Lovely Custom Built & Modern One Bedroom Apartment

4.83 out of 5 average rating, 131 reviews

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

Studio in Downtown Aspen

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 365 reviews

A spacious living area features a large dark sofa adorned with light throw blankets. A white-brick fireplace adds warmth, contrasted by a mounted TV on the wall. Natural light floods the space through expansive windows, while a dining table and chairs are positioned nearby.

Condo in Breckenridge

WALK to Lifts! Rare Ski Avails! Hot Tubs & Pool!

4.96 out of 5 average rating, 215 reviews

A scenic view of Lake Dillon is captured, framed by tall evergreen trees. The surrounding mountains provide a serene backdrop, while a well-maintained path winds along the lake. People can be seen leisurely strolling along the waterfront, creating a sense of tranquility.

Condo in Dillon

Lake Dillon & Mountain Views w/ hot tubs, pool

4.98 out of 5 average rating, 198 reviews

An open living space features vaulted wooden ceilings, with large windows allowing natural light to fill the room. Two reclining chairs and a spacious sofa offer comfortable seating, accompanied by a coffee table and decorative accessories. A modern kitchen is visible in the background.

Condo in Vail

Cozy East Vail Condo On Gore Creek! #008412

Condo in Snowmass Village

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, 115 reviews

Best price and location period!!

4.89 out of 5 average rating, 176 reviews

A welcoming lobby showcases warm wood paneling and natural stone accents around a central fireplace. Comfortable seating is arranged for relaxation, complemented by decorative shelves displaying art and local artifacts. Soft lighting enhances the cozy atmosphere, making it an inviting gathering space.

Condo in Breckenridge

A TRUE Ski-in Ski-Out, Free Shuttle and Amenities!

4.88 out of 5 average rating, 108 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.

Apartment in Aspen

Aspen Mountain Residences Saturday Studio

Apartment in Snowmass Village

An open-concept living and dining area features a spacious kitchen island with a sleek sink. Natural light fills the room, highlighting a comfortable seating arrangement and a stylish table. A stone accent wall and modern artwork add character, while large windows provide a view of the outdoors.

4.93 out of 5 average rating, 247 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna