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Holiday houses in Pitkin County

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Top-rated holiday rentals in Pitkin County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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.
Condo in Snowmass Village
4.97 out of 5 average rating, 115 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.

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
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.

Top Guest favourite
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
4.97 out of 5 average rating, 147 reviews

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

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
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).

Guest favourite
A spacious living area is decorated with a sectional sofa, leather armchairs, and a rustic coffee table. An elegantly designed kitchen and dining space are visible in the background, while a stone fireplace provides warmth and character to the room.
Condo in Snowmass Village
4.89 out of 5 average rating, 554 reviews

Exquisite Luxury, Just Steps from Lifts & Village!

Stay in tasteful luxury just steps from Snowmass Village Express and Snowmass Mall. This beautiful studio condo is exquisitely furnished with an effortless blend of rustic and modern finishes, with tons of natural light from its six large windows. No need to drive to the ski hill! Put your gear on at the unit and walk just 100 feet to the slopes. In the summer, there's equally easy access to the best hiking and mountain biking in Snowmass. Welcome to your own alpine Paradise!

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
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.

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
4.97 out of 5 average rating, 116 reviews

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

Guest favourite
Guest suite in Aspen
4.92 out of 5 average rating, 481 reviews

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!

Top Guest favourite
An outdoor balcony features two black wicker chairs and a small table, offering views of skiers traversing the snowy slopes. Sunlight reflects off the snow, while trees line the background, creating a contrast against the building's neutral exterior.
Condo in Snowmass Village
4.98 out of 5 average rating, 105 reviews

Renovated 2 BR *TRUE Ski-in/Ski-out*

This property is professionally managed by Aspen Vacations. Our office is located at 225 North Mill Street in Aspen. Get ready for an epic Snowmass adventure! Step into your cozy condo and gear up hassle-free with your private ski locker. No need to worry about parking, your vehicle will stay cozy too with a private covered parking space, and with an elevator at your service, you're all set to hit those slopes!

Guest favourite
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.
Apartment in Snowmass Village
4.93 out of 5 average rating, 247 reviews

Modern Luxury - 4 Mins To Lifts - Jacuzzi - Sauna

Brand new amenities renovation for 2024 including new pool, jacuzzi, sauna and gym! Enjoy your trip just steps away from one of Colorado's best kept-secrets, Snowmass Resort. Take in the epic views from your private balcony as you sip your morning coffee. At the end of the day, walk a few minutes right back to your door. 3 Minutes & 40 seconds walking distance to the Assay hill lift on a flat path!

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
4.9 out of 5 average rating, 167 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!

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
4.98 out of 5 average rating, 134 reviews

Riverfront Designer 2 BR, Walk to Gondola!

Prepare to fall in love with this beautifully renovated two-bedroom, two-bath condo tucked alongside the Roaring Fork River. With just a short walk from town and the gondola, it's a haven of relaxation and accessibility. This property is professionally managed by Aspen Vacations, Our office is conveniently located at the Aspen Airport Business Center just across from Aspen Airport.

Popular amenities for Pitkin County holiday rentals

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