Search results; Over 1,000 places in Winter Park

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Guest favorite
Condo in Winter Park
Stay at Colorado Dreams|Resort Access, Indoor Pool
4 guestsStudio2 beds1 bath
Apr 7 – 12
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Apr 7 – 12
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$130 per night

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Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
Apr 20 – 25
$91 per night
4.9 out of 5 average rating, 283 reviews
Guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/In Out #4467
2 beds
Apr 13 – 18
$95 per night
4.94 out of 5 average rating, 236 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
Apr 9 – 14
$145 per night
4.87 out of 5 average rating, 173 reviews
Top guest favorite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bed
Apr 24 – 29
$100 per night
4.97 out of 5 average rating, 60 reviews
Guest favorite
Condo in Winter Park
Slopeside paradise in WP village
2 beds
Apr 7 – 12
$169 per night
5.0 out of 5 average rating, 10 reviews
Guest favorite
Apartment in Winter Park
Ski-in/Ski-out Winter Park Studio
2 beds
Apr 19 – 24
$99 per night
4.89 out of 5 average rating, 19 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
Apr 7 – 12
$288 per night
5.0 out of 5 average rating, 15 reviews
Superhost
Condo in Winter Park
Luxury Patio to Slopes | Ski-In/Out | WP Base
4 beds
Apr 15 – 20
$362 per night
5.0 out of 5 average rating, 4 reviews
Top guest favorite
Condo in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
2 beds
Apr 18 – 23
$113 per night
4.97 out of 5 average rating, 119 reviews
Apartment in Winter Park
Studio Mountainview 4th-Floor | Kitchenette
Free cancellation
May 5 – 10
$71 per night
4.62 out of 5 average rating, 34 reviews
Top guest favorite
Apartment in Winter Park
New Ski in/out Modern Condo-Quiet w/ Views
Free cancellation
May 3 – 8
$150 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Apartment in Winter Park
Ski-In/Out Studio | 1st floor | Hot Tubs | Garage
2 beds
Apr 12 – 17
$176 per night
4.95 out of 5 average rating, 20 reviews
Condo in Winter Park
1BR Ski In/Out | Hot tub | Fast WiFi | Views
Free cancellation
May 22 – 27
$148 per night
4.81 out of 5 average rating, 32 reviews
Guest favorite
Apartment in Winter Park
Ski In/Ski Out Studio WinterPark
2 beds
Apr 7 – 12
$111 per night
5.0 out of 5 average rating, 6 reviews
Guest favorite
Condo in Winter Park
Ski-in/out Condo,King, New Q pull-out couch,mat
1 king bed
Apr 7 – 12
$183 per night
4.92 out of 5 average rating, 83 reviews
Guest favorite
Condo in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
Free cancellation
Apr 20 – 25
$120 per night
4.96 out of 5 average rating, 134 reviews
Condo in Winter Park
Slopeside Studio Mountainview 4th-Floor
Free cancellation
Apr 20 – 25
$55 per night
4.16 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Winter Park
Village of Winter Park Condo
2 beds
Apr 20 – 25
$142 per night
4.85 out of 5 average rating, 301 reviews