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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.99 out of 5 average rating, 80 reviews
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
4 bedrooms, 4 beds
13–18 Aug
New place to stay
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
3 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
3 bedrooms, 5 beds
2–7 Aug
New place to stay
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds
9–14 Aug
4.85 out of 5 average rating, 20 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 11 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds
16–21 Aug
4.92 out of 5 average rating, 26 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds
2–7 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Home in Winter Park
Downtown WP Pond Chalet 13 - Hot Tub - Views
4 bedrooms, 5 beds
12–17 Aug
4.79 out of 5 average rating, 19 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds
2–7 Aug
Top guest favourite
Apartment in Fraser
Bright Modern Mountain Getaway | Views + Garage
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Fraser
Spacious Cabin • Family Friendly • Hot Tub • Views
3 bedrooms, 7 beds
9–14 Aug
4.95 out of 5 average rating, 172 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds
16–21 Aug
4.85 out of 5 average rating, 39 reviews