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Chalet vacation rentals in Aspen

Find and book unique chalets on Airbnb

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Aspen chalet rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly chalet rentals

A private hot tub is situated on a wooden deck, surrounded by tranquil snow-covered trees. The bubbling water is inviting against the backdrop of a clear blue sky and nearby mountain residences.
Chalet in Breckenridge
4.86 out of 5 average rating, 7 reviews

Breck Haven Luxury Townhome & Private Spa

Guest favorite
A modern chalet is depicted, featuring a triangular roof and large glass windows that illuminate the interior. A spacious wooden deck extends from the front, surrounded by natural landscaping. The structure is constructed from wood and stone, set against a mountainous backdrop.
Chalet in Twin Lakes
4.92 out of 5 average rating, 39 reviews

Lone Pine Lodge - Sleeps 6 /4beds Lic-2025-027

A spacious living area features a large sectional sofa with decorative cushions, positioned around a central coffee table. Natural light filters through multiple windows, highlighting a stone fireplace with a wood mantle. The open layout connects seamlessly to the kitchen, visible in the background.
Chalet in Carbondale
4.83 out of 5 average rating, 12 reviews

Spacious 5-bedroom all season Chalet near Aspen

Guest favorite
Chalet in Breckenridge
5 out of 5 average rating, 5 reviews

Mountain lodging investments

Guest favorite
A charming log cabin is surrounded by snowy terrain and tall evergreen trees. The structure features a multi-level design with a gabled roof and a stone chimney. A welcoming staircase leads to the entrance, emphasizing the cabin's rustic appeal.
Chalet in Breckenridge
4.97 out of 5 average rating, 35 reviews

Quintessential Breckenridge Chalet with Starlink

Guest favorite
A cozy living room features a stone fireplace surrounded by comfortable seating. A patterned rug covers the floor, and warm lighting highlights the space. Various decorative elements are positioned on the mantle and walls, contributing to a welcoming atmosphere.
Chalet in Dillon
4.96 out of 5 average rating, 23 reviews

Lake Dillon Chateau

Superhost
The rustic chalet is surrounded by snow-covered trees, featuring a stone chimney and a large porch. The wooden exterior is complemented by snow-laden roofs, creating a cozy winter atmosphere. A vehicle is parked nearby, providing an inviting entrance.
Chalet in Winter Park
4.82 out of 5 average rating, 39 reviews

Ski in 9 Bedroom, great for large groups!

Guest favorite
The modern-rustic house is set against a clear blue sky, showcasing a green roof and eco-treated wood siding. The expansive deck features wooden railings and is elevated, providing a view of natural landscaping and nearby trees.
Chalet in Fairplay
4.95 out of 5 average rating, 19 reviews

Cheerful Chalet with 4-Bedroom and 2 Fireplaces

Luxury chalet rentals

Superhost
The exterior of the home features a combination of wood and stone elements, showcasing a welcoming entrance with a covered porch. Two garage doors are visible, and the surrounding landscape includes grassy areas and trees, contributing to the overall mountain setting.
Chalet in Breckenridge
4.83 out of 5 average rating, 53 reviews

Mountain Thunder: Resort Amenities, Prime Location

Superhost
The exterior of the modern chalet is showcased against a clear blue sky, featuring a symmetrical design with multiple large windows. Snow covers the ground, and a staircase leads to the upper level. A stack of wood is visible on the balcony, emphasizing the home’s warmth.
Chalet in Crested Butte
4.92 out of 5 average rating, 48 reviews

Mountain Modern Chalet

Superhost
A contemporary mountain villa is showcased with a striking A-frame design. Large floor-to-ceiling windows create an inviting connection to the outdoors, framing expansive views of the surrounding landscape. A wooden deck and well-maintained lawn enhance the inviting exterior setting.
Chalet in Glenwood Springs
4.86 out of 5 average rating, 86 reviews

★★★★MillionDollar♟LuxuryVilla⛷Ski.FishingHike.Raft

Guest favorite
A newly built wooden house is set against a backdrop of aspen trees and vibrant wildflowers. The exterior features a porch with railings, and several windows allow natural light into the spacious interior.
Chalet in Leadville
5 out of 5 average rating, 26 reviews

Private Home | Hot Tub | Pets | Town/Mountain View

Top guest favorite
A light-filled living area showcases a spacious sectional sofa adorned with decorative pillows. A coffee table sits in front, accompanied by a small platter of snacks. Large windows offer views of the tranquil outdoor setting, and a stone fireplace adds a cozy focal point.
Chalet in Eagle-Vail
4.95 out of 5 average rating, 55 reviews

Open & Light Riverfront Chalet Near Vail & Beaver

Superhost
The exterior of the chalet features a rustic wooden facade with a sloped roof, surrounded by tall trees. A welcoming front porch includes two chairs and potted plants, while large windows offer natural light and views of the landscape.
Chalet in Breckenridge

Tranquility Executive Chalet

Superhost
Chalet in Breckenridge
4.83 out of 5 average rating, 63 reviews

Cobb Vista (Peak 7) 6 bd/ 5 bth Great views! 01365

Superhost
An open living space features large windows allowing natural light and mountain views. A cozy seating area includes plush armchairs and a wooden coffee table. A dining table with multiple chairs is positioned near the windows, complemented by a staircase leading to the upper level.
Chalet in Keystone

Spacious Keystone Escape w/ Private Elevator

Destinations to explore

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