Search results; Over 1,000 homes in Winter Park

Top guest favourite
Townhouse in Winter park
Modern Cabin w/ Hot Tub & Garage - Minutes to Mtn
2 bedrooms, 3 beds, 2 private bathrooms
11–16 Jul
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4.98 out of 5 average rating, 129 reviews
Top guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Winter Park
Into the Ultimate Summer & Endless Discovery
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Winter Park
Winter Park Home | Hot Tub Sauna Walk to Downtown
4 bedrooms, 5 beds, 3.5 bathrooms
3–8 Jul
5.0 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Winter Park
Top Floor Condo Steps From Free Shuttle w/Hot Tub
2 bedrooms, 2 queen beds, 2 bathrooms
5–10 Jul
4.93 out of 5 average rating, 279 reviews
Guest favourite
Apartment in Winter Park
Cozy mountain retreat in downtown Winter Park
1 bedroom, 3 beds, 1 bathroom
2–7 Jul
4.94 out of 5 average rating, 157 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds, 3 bathrooms
4–9 Jul
4.89 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds, 3 bathrooms
12–17 Jul
4.92 out of 5 average rating, 37 reviews
Guest favourite
Flat in Fraser
Eagle Ridge above the summit
2 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Fraser
Downtown WP Chalet 168 - Hot Tub - Views - Bunks
3 bedrooms, 8 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Home in Winter Park
Summit Haus
5 bedrooms, 8 beds, 5.5 bathrooms
8–13 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
26–31 Jul
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Winter Park
Downtown WP Condo 1409 - Hot Tub - Views - Firepit
2 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Guest suite in Winter Park
Charming Suite in Old Town Winter Park
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
4.98 out of 5 average rating, 495 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, 117 reviews
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Jul
Guest favourite
Home in Winter Park
Downtown WP Penthouse 219 I Private Hot Tub I View
3 bedrooms, 7 beds, 3 bathrooms
7–12 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Fraser
Private sauna, amazing view, pool, hot tub!
2 bedrooms, 5 beds, 2.5 bathrooms
17–22 Jul
4.98 out of 5 average rating, 322 reviews