Holiday houses 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.
Condo in Aspen
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.

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.
Condo in Aspen
4.88 out of 5 average rating, 129 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
The open concept living area features large windows showcasing views of the surrounding mountains. A dark sofa is complemented by a decorative pillow, while a light wood coffee table rests at the center. A cozy throw and rug add comfort to the space.
Home in Marble
4.95 out of 5 average rating, 237 reviews

Open, Airy Mountaintop Home

**Dec 1 - Apr 1: 4WD REQUIRED!** 1hr 15mins from Aspen NO Crested Butte access Escape city life to the heart of the Rockies! Get dirty outdoors, then relax in this spacious, open concept home. Large kitchen and deck with sweeping views of the Crystal Valley. Well stocked kitchen. Outdoor fire pit and grill, 2100 ft. House is a duplex and owners live completely separate in the bottom portion of house. 2 well behaved dogs ok. Rock steps/gravel path up to house* Steep driveway* Marble is remote!

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.
Condo in Aspen
4.88 out of 5 average rating, 436 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.
Condo in Aspen
5 out of 5 average rating, 106 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
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.
Guesthouse in Aspen
4.92 out of 5 average rating, 476 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.
Condo 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.
Condo in Snowmass Village
4.97 out of 5 average rating, 120 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, 484 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.
Condo in Aspen
4.91 out of 5 average rating, 174 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!

Superhost
A modern living area features a comfortable gray sofa adorned with patterned cushions. Two leather chairs are positioned nearby, and a wooden coffee table displays decorative items. Ample natural light filters through large windows with dark shades. A decorative wall of natural stone adds texture to the room.
Condo in Aspen
4.83 out of 5 average rating, 107 reviews

HOLT - Billionaire Mountain

Welcome to our newly renovated light-filled Aspen studio, in a perfect location right in the center of downtown! Steps away from Aspen Mountain, Silver Queen Gondola, walk to everything in town including the ski slopes, bars, and restaurants. This ground-level studio is the perfect home base for your trip to the beautiful town of Aspen, no matter the time of year.

Superhost
A modern chalet is showcased, featuring a combination of dark and light wood exterior with large, panoramic windows. Surrounded by lush greenery, the multi-level structure is complemented by a landscaped pathway leading to the entrance, highlighted by soft natural lighting during twilight.
Home in Aspen
4.88 out of 5 average rating, 130 reviews

New Luxury Aspen Home by Aspen Vacation Rentals

Aspen Vacation Rentals™ presents this professionally managed three-bedroom residence offering a private, well-maintained setting within walking distance of downtown Aspen, nearby trails, the golf course, and the Music Tent. The home is best suited for guests seeking a quiet, modern private residence with clear house rules and a professionally run experience.

Popular amenities for Pitkin County holiday rentals

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