Winter Park Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Winter Park hotels

Chalets in Winter Park

Ski in 9 Bedroom, great for large groups!

$1,657

includes taxes & fees

$1,549 per night

Mar 22 - Mar 23

With a stay at this chalet in Winter Park, you'll be in the mountains, within a 10-minute drive of Winter Park Ski Resort and Moffat Tunnel West Portal.

Kitchen

Dryer

Walk to Winter Park Lifts - Private Hot Tub - Pet Friendly - Custom Duplex

With a stay at this chalet in Winter Park (Old Town Winter Park), you'll be within a 5-minute drive of Winter Park Ski Resort and Moffat Tunnel West Portal.

Hot Tub

Kitchen

Hygge Hideaway | 9 min. to Winter Park Resort

With a stay at this chalet in Winter Park (Bear Crossing), you'll be within a 15-minute drive of Winter Park Ski Resort and Blue Sky Massage.

Hot Tub

Kitchen

Rock & Stars Chalet: Alpine Luxury

$2,491

includes taxes & fees

$2,217 per night

Mar 21 - Mar 22

With a stay at this chalet in Winter Park, you'll be in the mountains, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Hot Tub

Kitchen

Fancy Fox | Hot Tub Hangouts & Epic Starry Views

With a stay at this chalet, you'll be centrally located in Winter Park, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Hot Tub

Kitchen

Après Chalet | Rooftop Hot Tub & Cozy Interior

With a stay at this chalet, you'll be centrally located in Winter Park, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Hot Tub

Kitchen

Rocky Mountain Retreat | Top-Notch Rooftop & Views

With a stay at this chalet, you'll be centrally located in Winter Park, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Hot Tub

Kitchen

Alpenglow Retreat | 6 min. to Winter Park Resort

With a stay at this chalet, you'll be centrally located in Winter Park, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Hot Tub

Kitchen

Rock N Stars Chalet 4 Bedroom Townhouse by RedAwning

80 Ramble Lane, Winter Park, CO

With a stay at this chalet in Winter Park, you'll be next to a golf course, within a 10-minute drive of Winter Park Ski Resort and Bella Vita.

Pet friendly

Parking included

Don't see what you're looking for?

See all available properties in Winter Park

View all properties

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.