Family-friendly holiday rentals in Pitkin County

Apartment in Snowmass Village

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.

4.97 out of 5 average rating, 119 reviews

Perfection Steps 2 Slopes HotTub/Pool/Wifi/Parking

Newly remodeled and centrally located 2bd/2ba condo. Walk to the Assay Hill lift and the Snowmass Center (grocery store, restaurants, & liquor store) or pick up a free shuttle to anywhere in the village right outside your front door. Pool and Hot Tub for guests at the Seasons Four welcome center. Incredible open concept kitchen with lovely natural light and space to entertain. New appliances and re done bathrooms will have you not wanting to go home. Wifi, Smart TV's, in unit laundry & parking.

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, 197 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.

5 out of 5 average rating, 125 reviews

A rustic living area features large windows that provide scenic views of the mountains. Natural light illuminates the space, highlighting wooden walls and a comfortable seating arrangement. A television and a wooden chest add functionality to the cozy atmosphere.

Cottage in Carbondale

Little Rock Lodge at Sopris Shadows

Enjoy a private and peaceful getaway in this rustic lodge with unmatched mountain views. This home away from home is equipped with a full kitchen, washer/dryer, smart T.V. and desktop work space. This is the perfect location for a romantic getaway, family friendly vacation, or a quiet escape for the remote worker. Equipped with everything you need, including high speed internet, the lodge is ideal for both short and extended stays. Come visit the Wild West in this authentic western-style space!

4.97 out of 5 average rating, 154 reviews

An open interior space features a queen-sized bed with a decorative headboard in the foreground, paired with a wooden bench. A dining table with four chairs sits in front of a fully equipped kitchen, sharing the area with a smart TV mounted on the wall.

Cabin in Basalt

Cowboy Cabin with Mountain View patio.

Welcome to Cowboy Cabin! Do you need a private getaway in the mountains? You can find us in a valley at the base of Mount Sopris. ⩗ Queen sized bed ⩗ Full-sized sofa bed for any tagalongs ⩗ Smart TV with Netflix (as if you came to the mountains to watch TV) ⩗ Fenced-in yard for your loyal pup ⩗ Washer/Dryer inside ⩗ Fully stocked Kitchen ⩗ 30 Minutes from the Aspen ⩗ 30 Minutes from the Glenwood Hot Springs ⩗ Wildlife: Wild turkeys, deer, hummingbirds, rabbits, and occasionally a bear at night

A spacious living area features a comfortable dark sofa and a wooden coffee table on warm wooden flooring. Large sliding glass doors provide access to a patio, with natural light illuminating the room. A sleek bar-style kitchen counter and stairs lead to an upper level.

4.92 out of 5 average rating, 158 reviews

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

Spacious studio loft condo. New high-end remodel. 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.

Apartment in Snowmass Village

4.97 out of 5 average rating, 144 reviews

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

Townhouse in Snowmass Village

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.

4.9 out of 5 average rating, 137 reviews

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

Great condo in snowmass pool hot tubs and work out room with sauna ! FANTASTC LOCATION! Only a 2min walk to slopes, Free bus to Aspen, mall with shopping and restaurants. Wake to a beautiful sunrise over the Rocky Mountains .Nature trails are a short walk out the door. Free parking during the spring ,summer and fall and a small daily fee during the winter months.Mall and free bus is only 1easy block! ski locker on the main level so no need to lug equipment up the stairs 3 rd floor views!

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, 195 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.

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, 108 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. Stand-up desk. No smoking/pets/parties/kids (or young adults under the age of 21). STR Permit #: 017040.

4.89 out of 5 average rating, 366 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, 274 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.