Chalet holiday rentals in Keystone

4.97 out of 5 average rating, 225 reviews

Chalet in Jefferson

A DEAL! l Kid Adventure Mountain Chalet

LucyRating, 5 starstoday

In summary, definitely stay here! It surpassed every expectation. The house is wonderful. The layout is great and it is very spacious. It has excellent toys and activities for kids. The kitchen is really well equipped and it is probably the cleanest place I have ever stayed. The views are just breathtaking and local wildlife is always wandering by (elk, hares, foxes). The location of the property is really special. After spending the day exploring the local towns etc, it is just magical to return back to this expansive plateau with snowy peaks all around you. The host, Jodi, was really helpful and it was a pleasure to stay here. Thanks so much!

Guest favourite

4.91 out of 5 average rating, 44 reviews

Sage Mountain Chalet

CorrinneRating, 5 stars1 month ago

We just loved our stay at David's place. it was such a short drive to the slopes and it was so nice to walk our little dog around the neighborhood. The Tiger Run Resort was full of very friendly people and we took advantage of the hot tub after a day on the slopes. David's place was so comfortable and so we'll appointed, we cooked in alot and enjoyed the space so much! The bed was super comfortable and everything was so fresh and clean. we felt right at home! we will definitely be back!

4.85 out of 5 average rating, 136 reviews

New chalet at waterfall. Good dogs welcome.

BronwynRating, 5 stars1 month ago

We had a great time at Gwen's place. She kept in touch with us and sent us instructions on how to check in. She also sent codes for the rec center with the pool, hot tubs, work out room, and game room. Gwen also let us check in early, which was a huge help since we brought a dog with us. The place was plenty big for a family of 5. The kitchen was well stocked, and the bathrooms were updated. The heated floors in the bathrooms were a plus. The beds were very comfortable, and the creek outback was beautiful. The location between Breckenridge, Keystone, Frisco, and Dillon is great. We highly recommend this place.

4.98 out of 5 average rating, 61 reviews

Daily Wildlife - Moose, Bear, Deer, Fox - 3BR/3BA

AlexandraRating, 5 stars1 month ago

Had an amazing ski trip with friends at Scott’s! The location was perfect—convenient to the slopes and offering beautiful views. The amenities were top-notch, making our stay even more enjoyable. The bedroom setup was spacious and well thought out, providing plenty of comfort for our group. If you’re planning to use the cots, they’re surprisingly comfortable and a great addition for extra sleeping space. Highly recommend this spot for a fun and relaxing getaway!

4.92 out of 5 average rating, 145 reviews

Chic Mountain Chalet with Fabulous Views

BlakeRating, 5 stars2 months ago

This place is incredible. I loved the location a short drive to Breckenridge downtown. The views from the house are amazing, as well as the TVs. I will definitely be staying here when I visit Breckenridge again, as well as recommending this to anyone going to breck.

5 out of 5 average rating, 19 reviews

MountainMajestyChalet: Premier Views! 3 King Beds

DesireeRating, 5 stars2 months ago

Our stay at this Airbnb was absolutely amazing! The home is incredibly spacious, offering plenty of room to relax and unwind. But the real highlight was the breathtaking view—we could sit for hours just soaking in the beauty of the surrounding landscape. The host was fantastic—very helpful, responsive, and accommodating, ensuring that we had everything we needed for a comfortable stay. From great local recommendations to thoughtful touches throughout the home, they truly went above and beyond. If you’re looking for a peaceful retreat with stunning scenery and top-notch hospitality, this is the place to be. We would absolutely stay here again!

4.85 out of 5 average rating, 219 reviews

Northpole cozy mountain Chalet!

KellyRating, 5 stars1 month ago

Shelley‘s place was great. It was easy and accessible to get to Breckenridge to ski and restaurants. It was so lovely to be able to bring the dog and walk her and the amenities were great for the kids as well. It was definitely tight for the five of us, but we made it work

5 out of 5 average rating, 31 reviews

Breck Peak 7 Chalet Home, Sauna, Hot Tub & Theatre

AudreyRating, 5 stars3 weeks ago

This was the perfect find for our family and pets. John was super accommodating, responsive, and kind to share his home. The photos don't show all the incredible views of the mountains, so that was a nice surprise. We enjoyed all the amenities, the peace and quiet, and spending time with family making new memories. We would love to return someday and we highly recommend to others looking for a great spot in Breckenridge!

4.85 out of 5 average rating, 48 reviews

Spruce Chalet

Jordan TaylorRating, 5 stars3 months ago

We love this cabin! When ours is booked we always opt to stay here & it never disappoints! It’s such a cozy, nostalgic, mountain cabin tucked away in the trees!! It’s at the bottom of the valley so it’s easy to get into Breckenridge or FairPlay quickly. The drive is also flat so we’ve never had any issues with snow! We’ve brought our pups each time and it’s safe & quiet for them. Lastly, the cabin is always SPOTLESS! The cleaner truly does an amazing job and keeps the cabin in such great condition! The cabin doesn’t have WiFi so we just bring our Starlink/ mobile hot spot and never have any issues! If you’re looking for a cozy escape to unplug and soak up nature this is your spot!

Holiday rentals for every style

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Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Keystone chalet rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly chalet rentals

4.46 out of 5 average rating, 153 reviews

Quaint Cabin 10 min to downtown - 6 miles to lif

DrewRating, 5 stars2 months ago

Lovely cabin within a short drive of all Summit County ski resorts. Clean and comfortable, we had a great stay. Highly recommended.

4.58 out of 5 average rating, 62 reviews

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

DemetriusRating, 5 stars4 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

4.91 out of 5 average rating, 79 reviews

Breckenridge Luxury Chalet with Mountain Views!

MichaelRating, 5 stars1 month 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.

5 out of 5 average rating, 62 reviews

Chalet in Vail

Deep Powder Hut - Ski and sun in Vail, CO

DonnaRating, 5 stars1 month 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.

4.75 out of 5 average rating, 44 reviews

Forest Private Alma Paradise | 30 from Breck | Dog

DianaRating, 5 stars4 weeks ago

We stayed with a large group, half of them were small children and 2 dogs and we were all very comfortable with the space. Definitely lots of entertainment. Scenery is beautiful. Host was our favorite part, very accommodating and responsive. There were more than enough towels, blankets etc. They are very well equipped for pretty much anything you can think of. We will definitely plan on returning in the future whenever the chance allows.

4.82 out of 5 average rating, 62 reviews

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

LisaRating, 5 stars3 months ago

We had a family vacation with grandparents, adult children and grandkids. There was plenty of room for everyone. The kitchen was well stocked with everything you will need to prepare food. Very comfortable beds, heated floors, and the hot tub was so relaxing. The views from this home are incredible. We would definitely stay here again.

4.98 out of 5 average rating, 202 reviews

Silverheels Lodge•25 Acres•HotTub•Garage

Maria FernandaRating, 5 stars1 day ago

my family and I loved the cabin, the view is awesome and the house feels like home! we went stargazing outside of the house and it was so beautiful

4.89 out of 5 average rating, 75 reviews

1BR/1BA - Close to Summer/Winter Activities

EstherRating, 5 stars13 months ago

This place was very clean, match description and conveniently located for our family to visit Breckenridge. It is nice it is out of town and in between Breckenridge and frisco. My daughter loved that we could go swimming in the pool and even the game room was a bonus! John was very kind and responsive. We would recommend this place to others!

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Luxury chalet rentals

Guest favourite

4.92 out of 5 average rating, 12 reviews

New! Imperial Haus at Shock Hill | Walk to Gondola

DavidRating, 5 stars3 weeks ago

We had the best family vacation here! We had an 18 month old and one four year old, and it was so nice to have a pack and play and booster seat already there! It was also so convenient to be able to hop on the gondola just steps away from the home…talk about a fast way to put the baby asleep lol. The views are just breathtaking and we loved the layout of the house! The beds were super comfortable, too. It was perfect! We used the ski rental company that was recommended and they were totally worth it! Our favorite activity was taking a Bobcat snow tour which went right near the house. Just an all around lovely vacay! Thanks for hosting!

5 out of 5 average rating, 5 reviews

Breck Haven Luxury Townhome & Private Spa

JakeRating, 5 stars2 weeks ago

We felt right at home. It was a great place and an awesome experience. Exactly what we were looking for

Guest favourite

4.97 out of 5 average rating, 34 reviews

Quintessential Breckenridge Chalet with Starlink

MatíasRating, 5 stars3 months ago

The house we stayed in is magical and perfect for a homey stay. However, if you plan to ski every day, the commute in and out can be quite tedious, taking over two hours daily. It’s far from the resorts, so it’s better suited for a relaxing getaway rather than a mix of skiing and exploring. During our stay, it snowed heavily every night, making the scenery stunning but the drive to the resort more challenging.

4.94 out of 5 average rating, 68 reviews

Welcome to Kindred • Full Redesign • Hot Tub

HannahRating, 5 stars1 week ago

We had the best time at this location! We have stayed in Breckenridge many times and this was truly one of our favorites. The home was beautiful and a perfect location!

5 out of 5 average rating, 23 reviews

Peak 7 Breckenridge Retreat, 4 BR, views & trails!

KevinRating, 5 stars1 month ago

What a great place! Ample space, beds and privacy. Half a duplex, but the residents of the other side were of no consequence. The kitchen is super well stocked and had everything we needed and more. GREAT tv viewing room downstairs to watch the big games! Rich was on top of our stay with great communication and instructions. Can’t wait to come back here!