Apartment holiday rentals in Pitkin County

A spacious living area is highlighted by large windows providing views of the outdoors. A plush sectional sofa with contrasting orange and black cushions complements two patterned accent chairs. A marble-top coffee table rests on a textured area rug, adding warmth to the modern décor.

4.98 out of 5 average rating, 57 reviews

Monarch Chalet Aspen:Ski In,3 BR/2 BA/Steam Shower

Luxury Ski-In Condo in Aspen with breathtaking views of Ajax Mountain from your balcony!! Bonus: Included Covered Parking Spot! This condo is a 5-minute walk from downtown, half a block from the 1A chairlift & a 7-minute walk to the Aspen Gondola—perfect for families and getaways! Highlights: - Amenities: Covered garage parking, steam shower, washer/dryer in unit, ski rack - Year-Round Location: Ideal for skiing, hiking, and exploring Book today and make unforgettable memories in Aspen 🌟🎿☃️🏂

5 out of 5 average rating, 32 reviews

A dining area is presented with a wooden table set for four, featuring bright orange chairs. Each place setting includes a plate, glass, and a napkin. A bottle of wine and a small bouquet of red flowers are visible, complementing the inviting atmosphere.

Flat in Snowmass

Luxurious Condo 1 king bed + 1 queen bed

Kick back and relax in this calm, stylish space. This newly renovated condo is conveniently located 11 miles from Aspen and 8 miles from Basalt and is well-equipped with all your family of 4’s needs! All top-notch comforts - full kitchen, deep soaking tub, heated bathroom floors, towel warmer, Toto Washlet with heated toilet seat, Bosch washer and dryer, Hunter Douglas shades with blackouts, electric fireplace, 2 delightfully comfortable beds - 1 king& 1 queen. On the river and Rio Grande Trail.

An open dining area features a long wooden table surrounded by chairs, set on a patterned rug. Natural light comes through large glass doors that lead to a balcony, revealing mountain views. A cozy living area is visible in the background with comfortable seating.

4.95 out of 5 average rating, 95 reviews

Beautiful condo: ski in 2 bed 2 bath plus loft

Beautiful and sparkling clean 2 bedroom 2 bath condo + loft space (loft: 2 twin beds). Ski in/ski out. Walking distance to restaurants and grocery store. Short drive (or walk) to Snowmass Village. Enjoy a cup of coffee overlooking the mountains while you eat and relax. Living area with pull out couch, flat screen tv, fireplace and free wireless. Views of mountain, full kitchen and patio with grill! Condo on 3rd floor (top level). 15 mins from Aspen. Free shuttle in front of Condo to Aspen.

5 out of 5 average rating, 17 reviews

Dog-Friendly Apt w/ EV Charger / Walk to Aspen

Discover our modern, dog-friendly basement apartment. Enjoy stylish furnishings, a fully equipped kitchen, and a private, fenced outdoor space with a BBQ where your four-legged friend can roam freely. After exploring nearby Hunter Creek trails or hitting the slopes, return to recharge—both yourself and your electric vehicle with our dedicated EV charger. Everything Aspen offers is within walking distance. For more details, please inquire about a comprehensive guidebook. STR Permit # 095040

Guest favourite

An outdoor hot tub is nestled among natural rock formations and vibrant foliage, with smooth stone pathways leading to it. Steam rises gently from the water, creating a tranquil setting surrounded by trees and colorful autumn leaves.

4.98 out of 5 average rating, 42 reviews

Aspenwood Ski in Ski Out Condo

Ski in ski out condo in Snowmass Village. Located in the upper village just right above the Snowmass Village Mall, the Aspenwood is less than 100 yards away and the Snowmass Ski Resort. Experience the ease of walking out of your front door and onto the world-renowned skiing resort. Guests can explore everything Snowmass has to offer right out of their front door and then relax in one of the outdoor hot tubs, heated pool or sauna. Parking is free in the summer and $17.50/day in the winter.

4.97 out of 5 average rating, 140 reviews

Mountain Gem Fireside Ski Retreat

Our freshly remodeled condo is well located in Snowmass Village. Newly upgraded with a king bed in one room and a queen + single in the second bedroom. Bathrooms remodeled in summer of 2024! The association has a new pool, hot tub and workout facility - and they are spectacular and very close to my condo. It comfortably sleeps 5 with 2 bedrooms, each with a private bath. Located in a quiet corner of the property. And has very easy access to the trails & buses. STR License # 02088

5 out of 5 average rating, 19 reviews

Comfortable Snowmass Getaway

Centrally located, newly renovated Snowmass Village Condo. Designated parking spot, private and locked ski storage, gas fireplace; shared pool and hot tub. Hiking/Biking/Walking trails and bus stop steps from your front door. Maximum occupancy of 2 adults and 2 children. The perfect base for your mountain getaway! 5 min walk/shuttle to the grocery store 5 min walk to Assay Hill Lift 15 min walk or 5 min shuttle to Base Village Inquire about our pet policy, we are dog friendly!

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.

4.92 out of 5 average rating, 178 reviews

NEWLY RENOVATED! Aspen Core! Walk to everything

NEWLY RENOVATED - backlit onyx, gas fireplace, hardwood floors, walk to everything! Complex has hot tub. Family friendly! Unit comes with a Pack N Play crib set for guests to use. Located in Aspen Central Core. 1 block from Little Nell, easy walking distance to all shops & restaurants. Less than 100 yards from Ajax gondola, 3 blocks to bus stop that takes you to Highlands, Snowmass and Buttermilk. City Market grocery store and wine store (the Grog Shop) across the street.

Guest favourite

4.81 out of 5 average rating, 16 reviews

Mountain view- bright and spacious condo

Centrally located apartment is the perfect base to explore Aspen. Located in a secure block between between Koch Park and Ajax mountain, this contemporary 2 bedroom/2 bath living space has everything to make you feel at home - WiFi, washer and dryer, a parking space, bright light and mountain views through the large windows. Not to mention a ski lift that is less than a 5 minute walk away. Walk to restaurants and shops within 5 minutes, 10 minutes drive from the airport.

5 out of 5 average rating, 11 reviews

Luxury Aspen Condo Walk to Gondola & Lifts 2BD/2BA

New for Winter 2026! Beautifully refreshed corner unit next to the St. Regis, a short walk to the Gondola and Lift 1A. Designed with Arhaus furnishings, Sub-Zero/Wolf appliances, heated floors, Toto bidets, and an electric fireplace. Mountain views, ski locker, and ski-in (conditions permitting) or hike-down access from Ajax to rear entrance. Two blocks to Aspen’s shops and dining. Sleeps 4 (1 king, 2 twins). Shared hot tub, assigned parking, and a fully stocked kitchen.

A cozy living area features a gas fireplace and large windows that allow ample natural light. Two comfortable sofas and an armchair create a relaxed seating arrangement. A coffee table is centered on a textured area rug, with lamps providing additional illumination.

4.98 out of 5 average rating, 128 reviews

2 Bedroom 2 Bath Aspen Condo

Walk to everything from this ideally-located condominium. Only 3 blocks from the gondola, but on a quiet residential street. This light and bright 2BR is a second floor corner unit with eastern and northern exposures. Enjoy views of Smuggler and Red Mountains from the spacious deck. Contemporary finishes, gourmet kitchen, in-unit washer and dryer, A/C in bedrooms. One assigned off-street parking space.

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.