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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter Park
Winter Park Townhome w/ Stunning Slope Views!
3 bedrooms, 6 beds, 2.5 private bathrooms
8–13 Aug
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4.95 out of 5 average rating, 164 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
17–22 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Winter Park
Brand New! I Downtown Winter Park w/Hot Tub
4 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
New place to stay
Guest favourite
Home in Fraser
Downtown WP Chalet 111 - Hot Tub - Views - Bunks
3 bedrooms, 4 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Apartment in Winter Park
Zephyr Ski In/Out at Winter Park - 1/2 Price Tues!
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 60 reviews
Superhost
Home in Fraser
Mountain Villa 1064 - Private Hot Tub - Views
3 bedrooms, 5 beds, 2.5 bathrooms
2–7 Aug
New place to stay
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 11 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
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, 3.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Winter Park
Downtown WP Loft 25 - Huge Hot Tub - Great Views
2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
4.85 out of 5 average rating, 20 reviews
Superhost
Home in Winter Park
Downtown WP Villa 165 - Hot Tub - Views - Bunks
4 bedrooms, 7 beds, 5.5 bathrooms
2–7 Aug
Guest favourite
Apartment in Winter Park
Walk to Downtown | Hot Tub | Fire place | River |
1 bedroom, 2 beds, 1 bathroom
1–6 Aug
4.88 out of 5 average rating, 343 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds, 3.5 bathrooms
16–21 Aug
4.85 out of 5 average rating, 39 reviews
Guest favourite
Flat in Winter Park
Trademark Retreat- Minutes to Base
3 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
4.9 out of 5 average rating, 10 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Fraser
Spacious Cabin • Family Friendly • Hot Tub • Views
3 bedrooms, 7 beds, 3.5 bathrooms
9–14 Aug
4.95 out of 5 average rating, 172 reviews
Guest favourite
Home in Winter Park
Downtown WP Villa 745 - Private Hot Tub - Views
3 bedrooms, 6 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 18 reviews