300+ stays

Stays in Winter Park

Review COVID-19 travel restrictions before you book.
Learn more
Entire apartment in Winter Park
New Chic Ski-in/out Condo | Sleeps 4 | Park Free!!
4 guestsStudio2 beds1 bath
PoolElevatorGymSki-in/Ski-out
$68 per night
SUPERHOST
Entire condominium in Winter Park
Winter Park Riverside SKI Studio~ Walk to Downtown
4 guestsStudio2 beds1 bath
Self check-inWaterfrontWifiFree parking
$125 per night
SUPERHOST
Entire condominium in Winter Park
Wonderful Winter Park Studio Unit Newly Updated
4 guestsStudio2 beds1 bath
PoolSelf check-inGymWifi
$95 per night
SUPERHOST
Entire condominium in Fraser
Radiant Heat + King Bed = Cozy Stay in Winter Park
4 guests1 bedroom2 beds1 bath
PoolSelf check-inGymWifi
$72 per night
Entire condominium in Winter Park
Beautiful Cozy Studio Condo at the Base_Unit#3420
4 guests1 bedroom1 bed1 bath
Self check-inElevatorWifi
$158 per night
SUPERHOST
Entire condominium in Winter Park
ALL NEW Cozy Ski in/out Iron Horse Condo w/parking
4 guestsStudio2 beds1 bath
PoolSelf check-inGymSki-in/Ski-out
$136 per night
SUPERHOST
Entire condominium in Winter Park
Heart of Winter Park Updated Studio
4 guestsStudio2 beds1 bath
Self check-inElevatorWifiFree parking
$100 per night
Entire condominium in Fraser
Beautiful Ground Floor Condo Sleeps 10
10 guests2 bedrooms7 beds2 baths
PoolGymWifiFree parking
$152 per night
Entire apartment in Winter Park
Ski-in/ski-out fourth floor condo with high-speed WiFi and gas fireplace
4 guests1 bedroom2 beds1 bath
Self check-inElevatorSki-in/Ski-outWifi
$159 per night
Entire condominium in Granby
Cozy Studio Close to Winter Park
4 guests1 bedroom4 beds1 bath
PoolSelf check-inElevatorGym
$79 per night
SUPERHOST
Entire condominium in Winter Park
Peaceful condo on river in downtown WP
4 guests1 bedroom2 beds1 bath
PoolSelf check-inGymWaterfront
$125 per night
SUPERHOST
Entire apartment in Winter Park
Village of Winter Park Condo
4 guests1 bedroom2 beds1 bath
Self check-inElevatorAir conditioningWifi
$147 per night
SUPERHOST
Entire condominium in Winter Park
2B 2B, Winter Park CO
8 guests2 bedrooms4 beds2 baths
ElevatorWifiFree parkingDryer
$86 per night
SUPERHOST
Entire condominium in Winter Park
NEWLY Renovated Studio in Downtown Winterpark
4 guestsStudio2 beds1 bath
Self check-inElevatorWifiFree parking
$129 per night
SUPERHOST
Entire cabin in Winter Park
LOG CABIN IN PERFECT LOCATION!
3 guestsStudio1 bed1 bath
Self check-inWifiFree parkingPets allowed
$110 per night
SUPERHOST
Entire condominium in Winter Park
Ron's Riverfront -1bdrm, in downtown Winter Park.
4 guests1 bedroom2 beds1 bath
PoolSelf check-inWaterfrontWifi
$103 per night
SUPERHOST
Entire condominium in Winter Park
WINTER PARK DREAM CONDO UNIT #16 (& 15)
4 guests1 bedroom3 beds1 bath
PoolGymWifiFree parking
$131 per night
Entire condominium in Winter Park
Walk to town!
4 guests2 bedrooms3 beds2 baths
PoolGymWifiFree parking
$125 per night
Entire condominium in Winter Park
Cozy Condo Winter Park
4 guestsStudio2 beds1 bath
PoolSelf check-inElevatorGym
$109 per night
Entire condominium in Winter Park
WINTER PARK COLORADO Condo 7 NT 2B2B WKs 13 14 38
6 guests2 bedrooms4 beds2 baths
WifiFree parkingHot tubDryer
$121 per night
2345…15
1 – 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.