Chalet holiday rentals in Aspen

Find and book unique chalets on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for chalet rentals in Aspen

Family-friendly chalet rentals

Guest favourite
Private room in Snowmass Village
4.89 out of 5 average rating, 480 reviews

ROOM #1 Ski Country Chalet Free Shuttle to Resort

ErikRating, 5 stars1 week ago
We very much enjoyed our stay at Juliana and Mario's ski chalet. They were very warm and friendly and were especially accommodating when my daughter fell ill. I also appreciated the nice work bench for tuning my skis! Great value overall. We hope to stay with them again someday.
Chalet in Breckenridge
4.91 out of 5 average rating, 79 reviews

Breckenridge Luxury Chalet with Mountain Views!

MichaelRating, 5 stars2 months ago
We had an annual ski trip to Breckenridge. Twyla’s chalet accommodated 3 adults and 1 teenager with plenty of room to stretch out. The view from the living room is spectacular overlooking the natural beauty what is expected from the Rocky Mountains. Downtown Breck is 20 mins away so a short drive to the slopes, restaurants and bars. The location is very convient and Twyla’s was responsive to questions we had and made our trip seamless.
Superhost
Chalet in Breckenridge
4.58 out of 5 average rating, 62 reviews

20 min ski-10 min to Breck-Heated Pool-Hot Tubs

DemetriusRating, 5 stars5 months ago
Great stay short drive from all the happenings in Breckenridge but none of the extra wild things in the resorts. So if you want peace and not being too far from the action this is the place to be
Chalet in Twin Lakes
4.91 out of 5 average rating, 33 reviews

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

StaceyRating, 5 starstoday
Paul was super responsive and called to make sure we got in okay and everything was as it should be. The house was private, had amazing views and great space.
Guest favourite
Chalet in Crested Butte
4.92 out of 5 average rating, 48 reviews

Mountain Modern Chalet

RyanRating, 5 stars8 months ago
What a special home! Such a beautifully designed, appointed, and finished home. Everything is so nice and solid. The view is amazing. Rex & Kathleen are wonderful hosts. It made for such a special trip to Created Butte and honestly it was such a great spot that we spent more time just hanging at the house enjoying it than we had planned :) Would recommend to anyone looking for a very nice and comfortable place to stay while in CB. Thank you so much for sharing it with us!
Top guest favourite
Chalet in Vail
5 out of 5 average rating, 62 reviews

Deep Powder Hut - Ski and sun in Vail, CO

DonnaRating, 5 stars3 months ago
The Deep Powder Hut was the perfect home for our family's long weekend birthday celebration in Vail. Each room was beautifully decorated. The beds were so very comfortable. The breathtaking fireplace was a wonderful bonus. Everything you could possibly want/need, and then some, was at your fingertips....right down to the welcome bag of Lindt chocolates. Whenever I had a question Becki was very quick to respond and she was very accommodating.. I wouldn't hesitate to recommend this home to famiIy and friends. We look forward to booking the Deep Powder Hut on our next trip to Vail.
Guest favourite
Chalet in Dillon
4.96 out of 5 average rating, 23 reviews

Lake Dillon Chateau

KevinRating, 5 stars5 months ago
Really enjoyed staying at this well provisioned home. Fantastic location and a great base camp for skiing. We enjoyed our stay here.
Top guest favourite
Chalet in Crested Butte
4.98 out of 5 average rating, 110 reviews

Stunning Views In Our Comfortable Mountain Home

VeraRating, 5 stars8 months ago
I couldn’t have asked for a more stunning home to get ready in on my wedding day. The house was absolutely perfect—spacious, beautifully decorated, and full of natural light, making it ideal for pre-wedding photos. The views were simply breathtaking, adding a magical backdrop to our special day. Steve and Larry were exceptional hosts—so friendly, welcoming, and incredibly accommodating. They truly went above and beyond to ensure everything was perfect for us. I wholeheartedly recommend this home to anyone planning a wedding or special event—it made my day unforgettable. This place offers everything you could hope for and more! Thank you, Steve and Larry, for making our wedding experience so wonderful. We’ll forever cherish the memories made here.

Luxury chalet rentals

Superhost
Chalet in Eagle-Vail
5 out of 5 average rating, 26 reviews

Spacious remodeled home on Eagle Vail Golf Course!

TashaRating, 5 stars3 months ago
We loved staying at Holly's listing. Super spacious for two families with kids. The kiddos loved the kid room with full size bunk beds. We'll stocked kitchen and cozy family room. We had a great time and will definitely look to stay here again!
Chalet in Breckenridge
5 out of 5 average rating, 5 reviews

Breck Haven Luxury Townhome & Private Spa

JakeRating, 5 stars1 month ago
We felt right at home. It was a great place and an awesome experience. Exactly what we were looking for
Guest favourite
Chalet in Silverthorne
4.9 out of 5 average rating, 62 reviews

Aspen Meadows - Luxury Mountain Chalet

AaronRating, 5 stars2 months ago
Nathan’s house exceeded expectations. Great location for skiing at Keystone and Breck. My family thoroughly enjoyed the views of the snow from the spacious living room and big windows. Will certainly be staying here again.
Superhost
Chalet in Eagle-Vail
4.58 out of 5 average rating, 52 reviews

Hidden Gem 3 bd TH in between Vail and BC resort!!

JosephRating, 5 stars3 months ago
Kevin’s place was a wonderful home base for our ski trip! While there was a minor issue when we arrived, Kevin went above and beyond to make it right immediately, showing how much he cares about his guests’ experience. The location was fantastic—just a short walk to the bus stop, which made getting to the slopes super easy. After long days of skiing, the space was cozy and perfect for unwinding and relaxing. We truly appreciated Kevin’s responsiveness and hospitality and would happily stay here again!
Chalet in Carbondale
4.8 out of 5 average rating, 10 reviews

Spacious 5-bedroom all season Chalet near Aspen

MikeRating, 5 stars4 months ago
Amazing spot for a ski vacation with the whole family! Tons of room for everyone.
Chalet in Marble
4.88 out of 5 average rating, 82 reviews

Marble Mountain Retreat

JustinRating, 5 stars10 months ago
Fun, eclectic and cozy home tucked away yet somehow right in the middle of things. Perfect location for walking to town yet with the right about of privacy. The house itself was really great for a family with multiple areas both inside and out for hanging, playing and relaxing. Great home in a great spot.
Superhost
Chalet in Breckenridge
4.76 out of 5 average rating, 80 reviews

Stunning Shock Hill Mansion - Steps To Gondola!

SusanRating, 5 stars2 months ago
This is an incredibly beautiful house! Being close to the gondola makes getting around so easy! Very clean and easy check in. Great service by host. A high chair had been promised by was missing and a very kind man came right away and put a brand new one together for us. Also brought an extra pack and play to keep on the second floor for out grandson so we wouldn't have to move the other between flights. The dishwasher was a little tricky to start and he helped us with that, too. Every time we needed anything, the response was almost immediate. We loved the firepit and the hot tub and had an incredibly wonderful family vacation. We had six adults, two 3 years olds and an infant and had plenty of room for all. Would love to book again! Thanks fo much for a wonderful time.
Superhost
Chalet in Glenwood Springs
4.9 out of 5 average rating, 77 reviews

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

JanhaviRating, 5 stars2 weeks ago
The place was very clean, looked just like the pictures. Meera and her team were very quick to respond every time. We enjoyed our stay at her place.

Destinations to explore

  1. Airbnb
  2. United States
  3. Colorado
  4. Pitkin County
  5. Aspen
  6. Chalet rentals