A snow-covered building with illuminated windows and a ski lift in the foreground.

Search Chalets in Winter Park from CA $515

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Winter Park chalets

Exterior

Peaceful Mountain Chalet with gorgeous views!

Peaceful Mountain Chalet with gorgeous views!
Black Hawk
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful views, really enjoyed the stay"
United States
Vlad L.
The price is CA $274
CA $631 total
includes taxes & fees
Aug 13 - Aug 14
Peaceful Mountain Chalet with gorgeous views!
Interior

Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9

Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9
Northside Breck
9.2 out of 10, Wonderful, (122 reviews)
"The host was very welcomeing, we enjoyed our stay."
United States
Allen D.
The price is CA $254
CA $515 total
includes taxes & fees
Aug 4 - Aug 5
Breckenridge Tiger Run Resort. 6 Minutes to the Gondola - Free Shuttle on Hwy 9
TV, foosball, table tennis, books

Peak Escape | Sleep Number Bed + Clubhouse Perks

Peak Escape | Sleep Number Bed + Clubhouse Perks
Northside Breck
10.0 out of 10, Exceptional, (1 review)
"We stayed for a month with two pets and absolutely loved the cabin! Perfect for two adults and one or two pets. The cabin was well stocked, clean, and very cozy and the resort had everything we needed! Great location super close to all the skiing. The host answered any questions we had very quickly. We would definitely stay again!"
United States
Josh A.
The price is CA $308
CA $698 total
includes taxes & fees
Jul 31 - Aug 1
Peak Escape | Sleep Number Bed + Clubhouse Perks
Exterior

Luxe Summer Chalet: Epic Lake Views, Cinema & Gym - 8 Min to RMNP + Hot Tub

Luxe Summer Chalet: Epic Lake Views, Cinema & Gym - 8 Min to RMNP + Hot Tub
Grand Lake
10.0 out of 10, Exceptional, (9 reviews)
"Great stay at Rocky Mountain Hideaway. Host were accommodating and views were unmatched. "
United States
JJ R.
Luxe Summer Chalet: Epic Lake Views, Cinema & Gym - 8 Min to RMNP + Hot Tub
Property grounds

Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly

Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly
Grand Lake
10.0 out of 10, Exceptional, (1 review)
"Highly recommend! Paige was a fantastic host and helped every step of the way. The property was gorgeous and perfectly fit our needs. There are many elements to this property like the detached gym/sauna/yoga studio that make it unique!"
United States
Matthew S.
The price is CA $705
CA $1,346 total
includes taxes & fees
Aug 18 - Aug 19
Shadow Mountain Chalet • Lake Views • Hot Tub • Sauna • Family Friendly
Chalet (1 Bedroom) | Interior

#244 Tiger Run

#244 Tiger Run
3.0 star property
Northside Breck
The price is CA $460
CA $934 total
includes taxes & fees
Jul 31 - Aug 1
#244 Tiger Run
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

The Vintage Hotel

The Vintage Hotel

8/10 Good
"This is an older hotel, build in the 1980's but it was well maintained and very clean. We did not use the pool or hot tub but saw plenty of people going in and out. There was a small pantry with a few options for food, like pop tarts ans such, but that was it. The bar attached to the hotel did not appear to be open. I loved that you could ride in the lift for free down to the village with lots of food and shopping options, plus games and miniature golf. The bad part was you either had to drive to the village or walk back to the hotel from the village after 6 p.m. because thats when the lift stopped, yet rhe Gondala to the top of the mountain was open until 8 p.m. Also, there were breakfast options in the village, but again, prior to 10 a.m. you had to walk down or drive down because the lift didn't open until 10. Front desk staff was awesome and helpful. Rooms were very clean. Beds were hard."
Bobby 1-night trip
Posted 21 hours ago
The Vintage Hotel

Find out more about Winter Park

Winter Park Chalets information

Number of reviews
158
Accommodation
10 Chalets
Lowest Price
CA $515
Highest Price
CA $1,346

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