Search results; Over 1,000 places in Winter Park

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Guest favorite
Apartment in Winter Park
Walk to Town - Family Friendly
4 guests2 bedrooms3 beds2 baths
May 18 – 23
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May 18 – 23
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ﺩ.ﺇ4,284 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.ﺇ2,342 for 5 nights
for 5 nights
4.87 out of 5 average rating, 177 reviews
Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
May 25 – 30
ﺩ.ﺇ2,031 for 5 nights
for 5 nights
4.91 out of 5 average rating, 285 reviews
Top guest favorite
Guest suite in Fraser
Spring into summer at Madge’s. Pets welcome!
Free cancellation
Aug 11 – 16
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.96 out of 5 average rating, 417 reviews
Top guest favorite
Condo in Winter Park
Perfect Winter Park Getaway!
3 beds
May 12 – 17
ﺩ.ﺇ3,960 for 5 nights
for 5 nights
5.0 out of 5 average rating, 14 reviews
Guest favorite
Condo in Winter Park
Mtn condo - hot tub, bus line, stocked kitchen
4 beds
May 11 – 16
ﺩ.ﺇ2,510 for 5 nights
for 5 nights
4.97 out of 5 average rating, 75 reviews
Guest favorite
Condo in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
2 beds
May 27 – Jun 1
ﺩ.ﺇ2,322 for 5 nights
for 5 nights
4.91 out of 5 average rating, 212 reviews
Guest favorite
Apartment in Winter Park
Cozy Condo- Walk to Winter Park Resort!
Free cancellation
May 22 – 27
ﺩ.ﺇ3,530 for 5 nights
for 5 nights
4.89 out of 5 average rating, 38 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
May 11 – 16
ﺩ.ﺇ3,681 for 5 nights
for 5 nights
5.0 out of 5 average rating, 17 reviews
Top guest favorite
Guest suite in Fraser
It’s not too late to enjoy the mountain!
1 queen bed
May 12 – 17
ﺩ.ﺇ1,507 for 5 nights
for 5 nights
4.92 out of 5 average rating, 629 reviews
Top guest favorite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bed
May 18 – 23
ﺩ.ﺇ2,669 for 5 nights
for 5 nights
4.97 out of 5 average rating, 63 reviews
Guest favorite
Condo in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
3 beds
May 11 – 16
ﺩ.ﺇ2,152 for 5 nights
for 5 nights
4.89 out of 5 average rating, 123 reviews
Apartment in Winter Park
Private room in Winter Park
Free cancellation
May 26 – 31
ﺩ.ﺇ1,830 for 5 nights
for 5 nights
4.75 out of 5 average rating, 4 reviews
Guest favorite
Condo in Winter Park
Escape to High Lonesome Haus in Winter Park
Free cancellation
May 19 – 24
ﺩ.ﺇ2,838 for 5 nights
for 5 nights
4.95 out of 5 average rating, 37 reviews
Guest favorite
Condo in Fraser
Private sauna, amazing view, pool, hot tub!
Free cancellation
May 18 – 23
ﺩ.ﺇ4,950 for 5 nights
for 5 nights
4.98 out of 5 average rating, 283 reviews
Guest favorite
Condo in Winter Park
Luxury Patio to Slopes | Ski-In/Out | WP Base
4 beds
May 11 – 16
ﺩ.ﺇ3,750 for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Apartment in Winter Park
Hideaway Station Luxury Loft 404 (New w/ Hot Tub)
3 beds
May 12 – 17
ﺩ.ﺇ3,486 for 5 nights
for 5 nights
5.0 out of 5 average rating, 3 reviews
Guest favorite
Apartment in Winter Park
Ski-in Ski-Out Winter Park Condo
May 11 – 16
ﺩ.ﺇ3,113 for 5 nights
for 5 nights
4.97 out of 5 average rating, 29 reviews
Guest favorite
Home in Winter Park
Luxury Home - Winter Park Resort Views w/ Hot Tub
8 beds
May 27 – Jun 1
ﺩ.ﺇ8,179 for 5 nights
for 5 nights
4.9 out of 5 average rating, 30 reviews