Search results; Over 1,000 places in Winter Park

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Guest favorite
Condo in Winter Park
Top-Floor Condo | On Ski Bus Route | Pool, Hot Tub
4 guests1 bedroom2 beds1 bath
Apr 3 – 8
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Apr 3 – 8
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G$157,815 GYD for 5 nights
for 5 nights

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Guest favorite
Condo in Winter Park
One Bedroom Condo - Winter Park Resort Base Area
2 beds
Apr 20 – 25
G$137,020 GYD for 5 nights
for 5 nights
4.9 out of 5 average rating, 283 reviews
Guest favorite
Condo in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
2 beds
Apr 9 – 14
G$206,282 GYD for 5 nights
for 5 nights
4.87 out of 5 average rating, 171 reviews
Guest favorite
Apartment in Winter Park
Founder’s Pointe Ski/in Out #4648
2 beds
Apr 13 – 18
G$154,948 GYD for 5 nights
for 5 nights
4.94 out of 5 average rating, 88 reviews
Top guest favorite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 queen bed
Apr 18 – 23
G$236,005 GYD for 5 nights
for 5 nights
4.98 out of 5 average rating, 459 reviews
Superhost
Condo in Winter Park
Luxury Patio to Slopes | Ski-In/Out | WP Base
4 beds
Apr 5 – 10
G$478,696 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 4 reviews
Guest favorite
Townhouse in Winter Park
Beautiful Condo at Winter Park!
1 bed
Apr 24 – 29
G$148,027 GYD for 5 nights
for 5 nights
4.97 out of 5 average rating, 59 reviews
Guest favorite
Apartment in Winter Park
Mini Moose Lodge
1 queen bed
Apr 6 – 11
G$144,206 GYD for 5 nights
for 5 nights
4.85 out of 5 average rating, 13 reviews
Condo in Winter Park
Slopeside Studio Mountainview 4th-Floor
Free cancellation
Apr 20 – 25
G$102,831 GYD for 5 nights
for 5 nights
4.13 out of 5 average rating, 30 reviews
Guest favorite
Condo in Winter Park
High-End Ski-In/Out Luxury | Library Room | Views
4 beds
Apr 3 – 8
G$493,021 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 15 reviews
Condo in Winter Park
1BR Ski In/Out | Hot tub | Fast WiFi | Views
Free cancellation
May 22 – 27
G$215,593 GYD for 5 nights
for 5 nights
4.81 out of 5 average rating, 32 reviews
Superhost
Condo in Winter Park
NEW Ski- in/Out access to slopes at Winter Park
2 beds
Apr 6 – 11
G$234,456 GYD for 5 nights
for 5 nights
New place to stay
Guest favorite
Home in Winter Park
Winterfell at Winter Park Resort
8 beds
Apr 3 – 8
G$773,053 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 8 reviews
Guest favorite
Apartment in Winter Park
Ski-in/Ski-out Winter Park Studio
2 beds
Apr 17 – 22
G$142,607 GYD for 5 nights
for 5 nights
4.89 out of 5 average rating, 19 reviews
Top guest favorite
Condo in Winter Park
New Ski in/out Modern Condo-Mountain Views
6 beds
Apr 6 – 11
G$403,491 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 27 reviews
Apartment in Winter Park
Studio Mountainview 4th-Floor | Kitchenette
Free cancellation
May 5 – 10
G$115,779 GYD for 5 nights
for 5 nights
4.61 out of 5 average rating, 33 reviews
Top guest favorite
Apartment in Winter Park
NEW Ski In/Out Condo with Hot Tub & Balcony
4 beds
Apr 20 – 25
G$276,141 GYD for 5 nights
for 5 nights
5.0 out of 5 average rating, 19 reviews
Guest favorite
Home in Winter Park
Lux Resort Villa 607 I Free Adventures Daily
7 beds
Apr 5 – 10
G$599,838 GYD for 5 nights
for 5 nights
4.92 out of 5 average rating, 77 reviews
Top guest favorite
Condo in Winter Park
Zephyr Mountain Lodge - 1BR Beautifully Renovated
2 beds
Apr 13 – 18
G$287,696 GYD for 5 nights
for 5 nights
4.94 out of 5 average rating, 51 reviews