Holiday rentals in Pitkin County

4.87 out of 5 average rating, 182 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.

5 out of 5 average rating, 118 reviews

Cottage in Carbondale

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!

4.96 out of 5 average rating, 134 reviews

Cabin in Basalt

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

4.98 out of 5 average rating, 194 reviews

Cabin in Marble

Eco-Chic Off-Grid Cabin - Great Views and Design

It's doubtful you will ever stay in such a stunning place. Newly built, eco-chic, off-grid luxury cabin in the Crystal River Valley. Large sun deck. Separate master suite. 5 minutes from Marble, yet secluded. Beautiful natural hot springs nearby. Massive views in all directions. Soak it all in. This is a paradise for writers, poets, creatives, and lovers. Leave your cell phone at home on this trip. Landline and satellite wifi available to keep you connected. Welcome to your home away from home.

4.94 out of 5 average rating, 144 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.

4.92 out of 5 average rating, 435 reviews

Guest house in Aspen

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.

4.98 out of 5 average rating, 264 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.

4.98 out of 5 average rating, 189 reviews

Home in Carbondale

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.

4.92 out of 5 average rating, 474 reviews

Guest suite in Aspen

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!

4.92 out of 5 average rating, 147 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

4.86 out of 5 average rating, 104 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.