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Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Stylish Studio on Main Street in Winter Park
Studio, 1 bed, 1 private bathroom
13–18 Aug
,
4.9 out of 5 average rating, 98 reviews
Superhost
Home in Winter Park
Ramble Retreat I Downtown Winter Park w/Hot Tub
4 bedrooms, 7 beds
12–17 Aug
New place to stay
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
26–31 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Grand County
Scandinavian-Inspired Escape: Modern Cabin w/ Spa
3 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 292 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds
12–17 Aug
4.94 out of 5 average rating, 161 reviews
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds
24–29 Aug
4.96 out of 5 average rating, 75 reviews
Guest favourite
Home in Granby
Cliff Side Chalet - Great Views - Hot Tub - Bunks
3 bedrooms, 8 beds
4–9 Oct
4.82 out of 5 average rating, 95 reviews
Top guest favourite
Apartment in Winter Park
Trestle Bike Park•Hot Tub•Pet Friendly•Mtn View
2 beds
16–21 Aug
4.94 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Fraser
Walk to Restaurants! Bike, Hike and Fish!
1 bedroom, 3 beds
15–20 Aug
4.97 out of 5 average rating, 144 reviews
Top guest favourite
Guest suite in Fraser
Madge’s Studio Pets welcome!
1 bedroom, 1 king bed
4–9 Oct
4.97 out of 5 average rating, 499 reviews
Top guest favourite
Apartment in Fraser
View • Fireplace • Hot Tub • Sauna • Pool
2 bedrooms, 5 beds
23–28 Aug
4.98 out of 5 average rating, 329 reviews
Superhost
Apartment in Winter Park
WP Mountain Retreat • 3BR/2BA • 3 Hot Tubs & Pool
3 bedrooms, 7 beds
16–21 Aug
4.87 out of 5 average rating, 119 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds
15–20 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Winter Park
Winter Park Condo
1 bedroom, 2 beds
6–11 Sept
4.8 out of 5 average rating, 60 reviews
Guest favourite
Home in Winter Park
Luxury Winter Park HomeHotTub*Majestic View*Resort
4 bedrooms, 9 beds
16–21 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds
16–21 Aug
4.93 out of 5 average rating, 284 reviews
Superhost
Home in Winter Park
Luxury Emerald Escape | Hot Tub | Ski Shuttle
3 bedrooms, 5 beds
12–17 Aug
New place to stay