Holiday houses in Pitkin County

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Top-rated holiday rentals in Pitkin County

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Guest favourite
A spacious living room features large windows allowing natural light to flow in, complemented by a comfortable sofa and two reclining chairs. A round coffee table is adorned with fresh flowers, while a decorative area rug adds warmth. A desk is situated in one corner.
Condo in Aspen
4.85 out of 5 average rating, 53 reviews

Affordable Aspen Condo – Central & Cozy

Second floor two bedroom, two bath completely renovated deluxe condominium with ice cold air conditioning throughout. Beautiful attention to detail from the hardwood floors, granite surround fireplace and breakfast bar with a charging station, to the top of the line kitchen to the heated toilet seats and bidet. Located on the quiet, east, side of downtown Aspen, it is just a few short blocks to the Ajax Mountain gondola and Aspen’s downtown core with world-class dining, shopping, and nightlife.

Top Guest favourite
A rustic living area features large windows that provide scenic views of the mountains. Natural light illuminates the space, highlighting wooden walls and a comfortable seating arrangement. A television and a wooden chest add functionality to the cozy atmosphere.
Cottage in Carbondale
5 out of 5 average rating, 125 reviews

Little Rock Lodge at Sopris Shadows

Enjoy a private and peaceful getaway in this rustic lodge with unmatched mountain views. This home away from home is equipped with a full kitchen, washer/dryer, smart T.V. and desktop work space. This is the perfect location for a romantic getaway, family friendly vacation, or a quiet escape for the remote worker. Equipped with everything you need, including high speed internet, the lodge is ideal for both short and extended stays. Come visit the Wild West in this authentic western-style space!

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, 238 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 spacious living area features a comfortable dark sofa and a wooden coffee table on warm wooden flooring. Large sliding glass doors provide access to a patio, with natural light illuminating the room. A sleek bar-style kitchen counter and stairs lead to an upper level.
Condo in Aspen
4.93 out of 5 average rating, 160 reviews

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

Spacious studio loft condo. New high-end remodel. Corner unit on the top floor. Vaulted ceiling. 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 Smuggler 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
Condo in Snowmass Village
4.94 out of 5 average rating, 110 reviews

Luxury & Location! Snowmass’ finest slopeside unit

This two bedroom, two bathroom residence is located directly on the slopes of Snowmass Mountain (Fanny Hill) & is less than a 5 minute walk to/from shops & restaurants. While having direct ski-in, ski-out access, Interlude 106 is a relaxing & spacious location that provides a fully equipped kitchen, fireplace, outdoor hot tub, patio, pull-out couch & covered parking. Hi Speed Wifi is perfect for working remotely in comfort. It is a perfect getaway for families & groups no matter the season.

Top Guest favourite
A modern mountain retreat is positioned among trees and landscaping under twilight skies. Warm lights illuminate the exterior, highlighting the architectural features. The Redstone Mountains rise majestically in the background, creating a serene backdrop for the outdoor living spaces.
Home in Carbondale
4.98 out of 5 average rating, 200 reviews

Heaven House

This modern mountain retreat located in REDSTONE, COLORADO offers all the amenities of a boutique hotel. Architecturally designed 10' kitchen windows bring the outdoors in with stunning views of Mt. Sopris and the Redstone Mountains. A small yoga studio complete with sauna, homes a quiet space for yoga or massage. With extensive landscape and acres of open space, you feel remote while just seconds from downtown. Open living on the main floor is the perfect spot to entertain! #272920205072

Top Guest favourite
Condo in Aspen
4.89 out of 5 average rating, 103 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.

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, 484 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
A charming exterior view of the guest house features a wooden ramp leading to the entrance. Colorful flowers in bloom surround the home, with a flag and decorative stones adding character to the landscaped garden. Large windows provide a glimpse into a cozy interior.
Cabin in Carbondale
4.92 out of 5 average rating, 384 reviews

The McClure House - A Cowboy cabin in the woods.

This very charming two-bedroom, two-bath Guest house is located on one of the most scenic by-ways in the State of Colorado and is quaint from head to toe! The Hummingbirds are incredible. They migrate here from South America to breed in the summer. The wildlife is abundant. There are deer, elk, foxes, etc. The views are amazing and all the other gifts shared with us by Mother Nature are breathtaking. This property was used as a very successful Bed and Breakfast from 1994 to 2003.

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, 276 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, 125 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.
Condo in Aspen
4.88 out of 5 average rating, 121 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.

Popular amenities for Pitkin County holiday rentals

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  2. United States
  3. Colorado
  4. Pitkin County