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Holiday rentals 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 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.
Apartment 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, 150 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

Guest favourite
A modern studio kitchen is visible, featuring stainless steel appliances and a breakfast bar with three stools. A fireplace with a warm glow is positioned against a stone wall, while a large television hangs nearby. Natural light is captured through overhead fixtures.
Apartment in Aspen
4.88 out of 5 average rating, 434 reviews

COZY CHALET CHIC' ON THE SLOPES

Virtual ski in ski out to your stunning mini studio chalet in the heart of Snowmass Village... Walk 50 meters and clip in to your skis or your board! Brand newly refurbished mini chalet , with all the toys... gorgeous fire place ,great outdoor jacuzzi and sauna waiting for you after your great day of skiing on the worlds best slopes .. 20 meters walk to some great apres ski bars and a free 30min bus to Aspen, Highlands and Buttermilk! This is your 'ski no brainer!' Winter or Summer we got you!

Top guest favourite
Apartment in Snowmass Village
4.97 out of 5 average rating, 140 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

Top guest favourite
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.
Guest house in Aspen
4.92 out of 5 average rating, 468 reviews

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.

Guest favourite
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.
Apartment in Aspen
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.

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.
Apartment 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.
Apartment in Snowmass Village
4.97 out of 5 average rating, 117 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
A spacious studio features a Queen bed with crisp white linens, positioned against a backdrop of large windows showcasing views of the mountains. A soft area rug complements the wooden flooring, while bedside lamps provide gentle illumination, enhancing the calm atmosphere of the room.
Apartment in Aspen
4.89 out of 5 average rating, 114 reviews

Studio with Mountain Views

Stay right in downtown Aspen, steps away from shopping, restaurants, gondola plaza, and more. This 3rd floor south facing studio has expansive views of Aspen Mountain, wake up to bluebird skies! This studio offers a Queen bed, full kitchen (dishwasher, oven, cooktop, full refrigerator) Parking first come first serve behind the building. We use professional cleaners and provide sheets, towels, and bathroom amenities.

Guest favourite
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.
Apartment in Snowmass Village
4.84 out of 5 average rating, 100 reviews

Timberline 304 Studio Loft Premier

Timberline Condominiums is a lodge that manages privately owned condos in the gorgeous Rocky Mountains of Snowmass Village that sits at an altitude of 8,800 feet. You will enjoy sitting at the swimming pool and hot tub while taking in the view of the area. A short walk down the hill are shops and restaurants. Timberline offers free shuttle rides around the village including the grocery store only 5 minutes away.

Guest favourite
Guest suite in Aspen
4.92 out of 5 average rating, 482 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
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.
Apartment in Aspen
4.91 out of 5 average rating, 170 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!

Popular amenities for Pitkin County holiday rentals

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