300+ stays

Stays in Winter Park

Enter dates and number of guests to see the total price per night.
Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire condominium (condo) in Winter Park
Cozy Studio Condo in the heart of Winter Park
4 guestsStudio0 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Winter Park Studio: On the River~ Walk to Downtown
4 guestsStudio2 beds1 bath
Hot tubWifiKitchenFree parking
Entire rental unit in Fraser
Mountain porch view, hot tub, fireplace, ski bus
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Perfect ski Condo
3 guestsStudio1 bed1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Riverside condo in Downtown Winter Park
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
Entire condominium (condo) in Winter Park
Cozy Condo Winter Park
4 guestsStudio2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
WINTER PARK DREAM CONDO UNIT #16 (& 15)
4 guests1 bedroom3 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Winter Park Getaway. Cozy. Comfort. 2bd/2bath
5 guests2 bedrooms5 beds2 baths
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Homebase Snowblaze
4 guestsStudio2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire rental unit in Winter Park
↟Sleeper@SnowBlaze Re Done Pool/Amenities June 15↟
4 guestsStudio1 bed1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Hi Country Haus Hideaway - Great Location!
4 guests1 bedroom3 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Peaceful cozy place on the river with great views
4 guests1 bedroom3 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
ALL NEW Cozy Ski in/out Iron Horse Condo w/parking
4 guestsStudio2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Fully Upgraded Condo Downtown-Lavizzo Retreat
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Cozy Mountain Studio Downtown Winter Park CO.
2 guestsStudio2 beds1 bath
Hot tubWifiKitchenFree parking
Entire rental unit in Fraser
Winter Park area Base Camp 1 bedroom/1 bath
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Peaceful condo on river in downtown WP
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
Entire condominium (condo) in Winter Park
Charming updated condo in the heart of Winter Park
4 guests1 bedroom2 beds1 bath
Hot tubWifiKitchenFree parking
Entire condominium (condo) in Fraser
Charming Condo w/ Hot Tub, Pool & Prime Location
5 guests1 bedroom3 beds1 bath
Hot tubWifiKitchenFree parking
SUPERHOST
Entire condominium (condo) in Winter Park
Winter Park Riverside Retreat
6 guests2 bedrooms4 beds1 bath
Hot tubWifiKitchenFree parking
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.