Search results; Over 1,000 places in Winter Park

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Guest favorite
Condo in Winter Park
Top floor, larger 1 bedroom in Winter Park Village
4 guests1 bedroom2 beds1 bath
May 5 – 10
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May 5 – 10
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ﺩ.ﺇ 2,483 for 5 nights
for 5 nights

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Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
May 11 – 16
ﺩ.ﺇ 2,342 for 5 nights
for 5 nights
4.87 out of 5 average rating, 177 reviews
Condo in Winter Park
Cozy home base for a great trip!
Free cancellation
May 30 – Jun 4
ﺩ.ﺇ 3,242 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Guest suite in Fraser
It’s not too late to enjoy the mountain!
1 queen bed
May 7 – 12
ﺩ.ﺇ 1,507 for 5 nights
for 5 nights
4.92 out of 5 average rating, 629 reviews
Guest favorite
Condo in Fraser
Private sauna, amazing view, pool, hot tub!
5 beds
May 7 – 12
ﺩ.ﺇ 4,950 for 5 nights
for 5 nights
4.98 out of 5 average rating, 283 reviews
Guest favorite
Condo in Winter Park
Slopeside paradise in WP village
2 beds
May 5 – 10
ﺩ.ﺇ 3,281 for 5 nights
for 5 nights
5.0 out of 5 average rating, 11 reviews
Guest favorite
Cabin in Empire
Nordic Cabin Hideaway
Free cancellation
Aug 4 – 9
ﺩ.ﺇ 9,781 for 5 nights
for 5 nights
5.0 out of 5 average rating, 37 reviews
Top guest favorite
Condo in Winter Park
Perfect Winter Park Getaway!
3 beds
May 6 – 11
ﺩ.ﺇ 3,960 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Superhost
Condo in Winter Park
Ski-In/Ski-Out Studio Mtn View-Free Heated Parking
2 beds
May 5 – 10
ﺩ.ﺇ 1,629 for 5 nights
for 5 nights
4.85 out of 5 average rating, 66 reviews
Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
May 5 – 10
ﺩ.ﺇ 2,031 for 5 nights
for 5 nights
4.91 out of 5 average rating, 285 reviews
Top guest favorite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bed
May 5 – 10
ﺩ.ﺇ 2,669 for 5 nights
for 5 nights
4.97 out of 5 average rating, 62 reviews
Top guest favorite
Guest suite in Fraser
Spring into summer at Madge’s. Pets welcome!
Free cancellation
Aug 11 – 16
ﺩ.ﺇ 1,830 for 5 nights
for 5 nights
4.96 out of 5 average rating, 416 reviews
Top guest favorite
Condo in Winter Park
Ski-in Ski-out Cozy Condo
2 queen beds
May 13 – 18
ﺩ.ﺇ 2,090 for 5 nights
for 5 nights
4.96 out of 5 average rating, 51 reviews
Guest favorite
Condo in Winter Park
Luxury Condo on Main Street - Winter Park, CO
Free cancellation
May 12 – 17
ﺩ.ﺇ 3,552 for 5 nights
for 5 nights
4.98 out of 5 average rating, 55 reviews
Top guest favorite
Apartment in Winter Park
Mini Moose Lodge
1 queen bed
May 5 – 10
ﺩ.ﺇ 2,363 for 5 nights
for 5 nights
4.88 out of 5 average rating, 16 reviews
Guest favorite
Apartment in Winter Park
Ski-In/Out Studio | 1st floor | Hot Tubs | Garage
2 beds
May 6 – 11
ﺩ.ﺇ 3,207 for 5 nights
for 5 nights
4.95 out of 5 average rating, 22 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
May 5 – 10
ﺩ.ﺇ 4,842 for 5 nights
for 5 nights
5.0 out of 5 average rating, 16 reviews
Top guest favorite
Condo in Winter Park
New Ski in/out Modern Condo-Mountain Views
6 beds
May 10 – 15
ﺩ.ﺇ 5,124 for 5 nights
for 5 nights
5.0 out of 5 average rating, 30 reviews
Guest favorite
Condo in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
3 beds
May 5 – 10
ﺩ.ﺇ 2,152 for 5 nights
for 5 nights
4.89 out of 5 average rating, 123 reviews