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Over 10,000 guest reviews for places to stay in Winter Park, with an average of 4.8 out of 5 stars.

300+ places to stay

SUPERHOST
Entire guest suite
Rating 4.88 out of 5273 reviews
The Painted Studio
2 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$80 / night
SUPERHOST
Entire guesthouse
Rating 4.91 out of 5136 reviews
The Painted Loft
2 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$80 / night
Entire condominium
Rating 4.72 out of 5115 reviews
Cozy Condo Winter Park
4 guests · Studio · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$68 / night
Private room
Rating 4.60 out of 5217 reviews
Memory Foam Bed, Hot Tub, Iconic Colorado Views!
3 guests · 1 bedroom · 1 bed · 1 shared bath
Hot tub · Wifi · Kitchen · Heating
Price:$56 / night
SUPERHOST
Entire condominium
Rating 4.88 out of 5105 reviews
2 Bed 2 Bath with Mountain Views and Garage Parking #KingsCrossing
6 guests · 2 bedrooms · 4 beds · 2 baths
Hot tub · Wifi · Kitchen · Heating
Price:$76 / night
SUPERHOST
Entire condominium
Rating 4.95 out of 5111 reviews
Awesome Over-sized Studio on Amenity Deck w/views
4 guests · Studio · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$109 / night
Entire condominium
Rating 4.55 out of 542 reviews
Ski In/Out Condo- Hot Tub, Pool & Mountain Access
8 guests · 2 bedrooms · 3 beds · 2 baths
Hot tub · Wifi · Kitchen · Heating
Price:$85 / night
SUPERHOST
Entire cabin
Rating 4.71 out of 5210 reviews
LOG CABIN IN PERFECT LOCATION!
3 guests · Studio · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$110 / night
SUPERHOST
Entire condominium
Rating 4.96 out of 5112 reviews
Stunning amenity deck level condo w/view & hot tub
4 guests · 1 bedroom · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$119 / night
SUPERHOST
Private room
Rating 4.92 out of 5130 reviews
Home Base at Winter Park Resort - Ski In/Ski Out
3 guests · 1 bedroom · 3 beds · 1 private bath
Wifi · Kitchen · Heating
Price:$125 / night
SUPERHOST
Entire apartment
Rating 4.88 out of 5165 reviews
Village of Winter Park Condo
4 guests · 1 bedroom · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$135 / night
SUPERHOST
Entire apartment
Rating 4.97 out of 5161 reviews
One Bedroom - Winter Park Base
4 guests · 1 bedroom · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$81 / night
SUPERHOST
Entire townhouse
Rating 4.99 out of 5126 reviews
Cozy Downtown Winter Park Townhouse
4 guests · 1 bedroom · 1 bed · 1 bath
Wifi · Kitchen · Heating
Price:$75 / night
SUPERHOST
Entire condominium
Rating 4.90 out of 540 reviews
Cozy Studio Condo in the heart of Winter Park
4 guests · Studio · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$70 / night
SUPERHOST
Entire condominium
Rating 4.85 out of 598 reviews
Cozy, Updated Mountain Retreat: 2 BR / 2 BA
6 guests · 2 bedrooms · 4 beds · 2 baths
Hot tub · Wifi · Kitchen · Heating
Price:$89 / night
SUPERHOST
Entire condominium
Rating 4.89 out of 553 reviews
Hi Country Ski Cottage~Downtown Winter Park
4 guests · 1 bedroom · 1 bed · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$99 / night
Private room
Rating 4.52 out of 5129 reviews
Comfy memory foam bed, steps to downtown/free bus!
3 guests · 1 bedroom · 1 bed · 1 shared bath
Hot tub · Wifi · Kitchen · Heating
Price:$51 / night
Entire condominium
Rating 4.76 out of 5112 reviews
Top Floor! Village Resort With A View!
4 guests · Studio · 2 beds · 1 bath
Hot tub · Wifi · Kitchen · Heating
Price:$134 / night
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