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Search results; Over 1,000 homes in Winter Park

Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 bed, 1 private bathroom
31 Jul – 5 Aug
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4.98 out of 5 average rating, 495 reviews
Superhost
Home in Tabernash
492 Mountain Peak Dr.
3 bedrooms, 4 beds, 3 bathrooms
18–23 Jul
New place to stay
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
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
21–26 Jul
5.0 out of 5 average rating, 8 reviews
Guest favourite
Cabin in Winter Park
Cabin w/ Deck- Bike & HikeTrails & Downtown- RMNP
5 bedrooms, 6 beds, 3 bathrooms
26–31 Jul
4.83 out of 5 average rating, 18 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
4.86 out of 5 average rating, 37 reviews
Top guest favourite
Home in Winter Park
Duplex In town! Views! PrvtHottub,2Cgarage,Sleeps9
3 bedrooms, 6 beds, 3.5 bathrooms
14–19 Jul
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Apartment in Fraser
New Luxury Condo Private Hot Tub and Fireplace
2 bedrooms, 4 beds, 2 bathrooms
21–26 Aug
5.0 out of 5 average rating, 7 reviews
Flat in Winter Park
2BD/2BA Beautiful Waterfront Retreat–Dog Friendly!
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Jul
New place to stay
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 4 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
Top guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Winter Park
Winter Park Getaway w/ Panoramic Mountain Views
2 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 23 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
3 bedrooms, 8 beds, 3.5 bathrooms
25–30 Jul
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Tabernash
Pole Creek Home 739 - Hot Tub - Views - Game Room
4 bedrooms, 9 beds, 4 bathrooms
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Winter Park
Luxury Winter Park Studio*PrivHotTub*Majestic View
1 bedroom, 1 king bed, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 121 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
2–7 Aug
4.92 out of 5 average rating, 37 reviews
Guest favourite
Cabin in Tabernash
Secluded log cabin on Hurd Creek +Weddings/Events
5 bedrooms, 7 beds, 3 bathrooms
24–29 Jul
4.92 out of 5 average rating, 26 reviews