Chalet holiday rentals in Aspen

5 out of 5 average rating, 72 reviews

A tranquil outdoor seating area is visible, featuring two wooden chairs positioned near a stone table. A wine bottle and a glass sit atop the table, with a scenic backdrop of snow-capped mountains, trees, and a glistening lake under a partly cloudy sky.

Chalet in Twin Lakes

Edelweiss Haus - premium vacation double suite

Relax in a unique, custom-designed, vacation double-suite while taking in amazing views that highlight some of the best Colorado has to offer. Perched over Twin Lakes, you can enjoy the backdrop of Colorado's highest fourteeners, and some of the largest aspen-scaped forests. Enjoy the amenities of a full-kitchen, coffee bar, cozy seating, dining, and comfortable bedrooms. Access amazing hikes, climbing, biking, fishing, or Leadville, Buena Vista and Aspen (May-Oct). (LC License 2025-016)

The exterior of a spacious mountain home is nestled among tall evergreen trees. Warm light spills from large windows, creating a welcoming glow against the snow-covered landscape. A wraparound deck provides access to outdoor seating, enhancing the tranquil and scenic surroundings.

4.97 out of 5 average rating, 78 reviews

1.5mi to Ski ~ Prvt Sauna/Hot Tub + Fire Pit + EV

Click “Show More” for details on our Christmas Special! - 3 floors, 2,662 total sq feet - Private 2 car garage (1 large vehicle + eq storage) - EV Charger - Wraparound deck w/ 180 degree views - 1.7 miles to QuickSilver chairlift/downtown - Peaceful neighborhood - Large, open common areas great for entertaining! - Private Sauna & Hot Tub - Outdoor gas fire pit - Fully stocked coffee/hot chocolate bar - Entertainment area w/ card/pool table, foosball, movie area - Chef’s Kitchen

4.93 out of 5 average rating, 286 reviews

A tranquil A-frame chalet is surrounded by tall trees, showcasing a green metal roof and wooden exterior. The structure is set amidst a natural landscape, featuring a fenced yard and ample outdoor space for exploration.

Chalet in Fairplay

Secluded Cabin Hot Tub, Dog Friendly & Starlink

Very quiet and secluded A frame with new addition of a large master bed and bath and year round outdoor hot tub. Starlink wifi with roku , Netflix, and other channels to sign into. Our chalet is bordering on the National forest with trails out the door and fishing ponds a short walk away. Fenced yard for pet safety. NO PET FEES. Just 10 minutes from FairPlay and 40 minutes to Breckenridge depending on traffic for world class skiing. Centrally located to rafting, biking and fishing.

A serene winter landscape is captured with a vibrant sunset sky displaying hues of orange and purple. Snow blankets the ground, while a gentle stream flows nearby, bordered by rustic wooden seating. The chalet's warm exterior is visible, nestled among trees.

4.85 out of 5 average rating, 144 reviews

New chalet at waterfall. Good dogs welcome.

New chalet away from all the noise, tranquility on pristine lake with river & waterfall right out the back door. Hiking trails 100 yards away go for miles and miles. All the conveniences of home with high speed access. Two lovely bedrooms & bathrooms. One has day bed which can be two twins or pops up to king. Two storage lofts. Sounds, views & smells go with you for a wonderful memory of your time here. 2 parking spaces on site. Summit County Short Term Rental License. STR00063

4.98 out of 5 average rating, 108 reviews

A contemporary mountain home is nestled among tall pine trees, showcasing a spacious deck that wraps around the structure. Snow blankets the ground, while distant mountains provide a serene backdrop. A gravel driveway leads to the entrance, accentuating the secluded atmosphere of the property.

Chalet in Leadville

Modern chalet w/ hot tub & mountain views!

This multi-level mountain getaway is perfect for an escape with family or friends! A beautiful, two-hour drive from Denver, this home is steps away from the Colorado Trail, the Continental Divide Trail, the Arkansas River headwaters, several beautiful lakes and beaches with world-class fishing and recreation opportunities, historic sites, and picturesque mountain towns... all close enough for creature comforts but remote enough to really get away from it all and enjoy the quiet.

5 out of 5 average rating, 31 reviews

The image captures the exterior of Mountain Majesty Chalet, showcasing a brown residence nestled among evergreen trees. A snow-covered path leads to a wooden deck that extends from the building, revealing expansive views of distant mountains under a partly cloudy sky.

Chalet in Fairplay

Mountain Majesty Chalet: Top of the World w/HotTub

Whether you’re looking for romantic solitude with unparalleled vistas, world-class skiing, sledding, hiking the 14’ers, spectacular fishing or a relaxing & spacious family mountain retreat with new, oversized cedar barrel hot tub with wrap around bar —look no further than Mountain Majesty Chalet. A true year round retreat. Just 25 miles to Breckenridge in South Park Colorado, you’ll find yourself nestled in the center of everything Rockies. 4WD REQUIRED for the winter season.

4.97 out of 5 average rating, 38 reviews

A charming two-story home is positioned on a grassy slope, surrounded by mountain views. The structure features large windows and a wraparound deck, offering outdoor space. A wooden railing enhances the entrance, while the landscape includes scattered trees in the background.

Chalet in Basalt

Chalet In The Mountains

Enjoy 360 views from this beautiful and affordable Lake Reudi home! Whether you ski, hike, fish, bike, mushroom collect, hunt, or boat... the activities from The Chalet abound! An open concept with plenty of windows on the main level allows you to soak in the views wherever you stand. The upstairs boasts two large bedrooms with vaulted ceilings and a reading/ relaxation den with beautiful views. The sunken hot tub and in-house sauna make this home a true mountain escape.

The exterior of the chalet features rich wooden siding and snow-covered roofs with icicles hanging from the edges. An American flag is displayed on the porch, which is surrounded by tall evergreen trees and deep snow.

4.93 out of 5 average rating, 153 reviews

Chic Mountain Chalet with Fabulous Views

The Chic Mountain Chalet is an AirBnB-Plus property with 3 stories, a functional layout and modern furnishings. Featured in the Discoverer Travel Blog article on ‘Where to Stay in Colorado’s Most Charming Mountain Towns’! The chalet is situated 9 miles south of the Breckenridge ski resort gondola in an alpine Rocky Mountain neighborhood within a mile of the Continental Divide. It is nestled between beautiful tall spruce trees and has fabulous views from the back deck.

Superhost

The exterior of the mountain villa is surrounded by a blanket of fresh snow, with a large, angular roofline and expansive windows capturing natural light. A black dog sits in the foreground, contrasting against the white snow.

Chalet in Glenwood Springs

4.87 out of 5 average rating, 89 reviews

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

This Award winning Luxury Mountain Villa is close to everything.Hands down one of the NICEST HOME IN THE VALLEY! Everything about this residence is top of the line, first class and immaculately clean. This is a designer decorated Villa with four bedrooms.Set on a extremely Private 3 acre Lot with River and trail access in Glenwood Canyon, this luxury Colorado vacation rental is close to sking, shopping, dining -Walkable to the bike trail and the Colorado river.

Superhost

A charming chalet features a warm wood exterior and large windows, allowing natural light to fill the space. A welcoming entrance is flanked by steps leading to the front porch, surrounded by snow-covered ground and aspen trees, creating a serene winter scene.

4.84 out of 5 average rating, 254 reviews

Northpole cozy mountain Chalet!

This adorable & newly remodeled chalet sleeps 4+. 1 bedroom w queen & tv. Colorado room is a separate living room with sleeper/sofa queen w 2 chairs, fireplace & flatscreen TV. 1 full Bath. Washer/dryer in unit & dishwasher. Full Kitchen & Purified Water System. Rec Center w Indoor Pool & 2 hot tubs & more! Free shuttle to Breck and nearby towns. Beautiful mountain views and hiking/bike trails just steps away. Skiing just minutes away. port-a-crib in unit