Holiday rentals in Pitkin County

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Top-rated holiday rentals in Pitkin County

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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, 198 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.

Guest favourite
The living area features a spacious black sofa and a contemporary art piece above, enhancing the open layout. Natural light enters through large sliding glass doors, leading to a wooden patio. A dining space with bar stools overlooks the kitchen area and wooden cabinetry.
Apartment in Aspen
4.89 out of 5 average rating, 131 reviews

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

Spacious studio loft condo. Corner unit on the top floor. Vaulted ceiling. FURNITURE UPDATED. 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 Aspen (Ajax) 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.

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, 155 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, 441 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
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.
Apartment in Aspen
5 out of 5 average rating, 110 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.

Top guest favourite
Apartment in Aspen
4.89 out of 5 average rating, 102 reviews

Aspen Stash Pad with Fireplace, Parking, W/D

Location, location, location! Enjoy this open-concept condo at the base of the mountain in Aspen. After a day on the hill (whether skiing or hiking), return to this cozy condo for some time spent off your feet. Thaw out by the double-sided fireplace warming both the bedroom and living room. The condo is very inviting with a King bed, Queen sleeper sofa, in-unit washer and dryer, and an upgraded, full size kitchen. Enjoy the comfort provided by the 2 newly installed mini split AC units.

Guest favourite
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.
Apartment in Snowmass Village
4.92 out of 5 average rating, 136 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

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.
Apartment in Snowmass Village
4.89 out of 5 average rating, 564 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!

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, 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.

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, 122 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
4.88 out of 5 average rating, 119 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
Guest suite in Aspen
4.92 out of 5 average rating, 486 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!

Popular amenities for Pitkin County holiday rentals

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