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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
Guest favourite
Home in Fraser
Spruce Ridge Villa - View - Discounted Attractions
3 bedrooms, 5 beds, 3 bathrooms
15–20 Jul
5.0 out of 5 average rating, 6 reviews
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, 19 reviews
Guest favourite
Home in Winter Park
Rooftop Loft 21 - HotTub - Discounted Attractions
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Jul
4.88 out of 5 average rating, 32 reviews
Guest favourite
Apartment in Winter Park
10 min to Resort! Amazing Views & Sauna!
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 152 reviews
Top 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
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, 18 reviews
Guest favourite
Cabin in Fraser
Cozy Fraser Cabin w/ Views & Moose Sightings!
1 bedroom, 2 queen beds, 1 bathroom
5–10 Jul
4.96 out of 5 average rating, 85 reviews
Guest favourite
Home in Fraser
Chalet 168 - HotTub - View - Discounted Attraction
3 bedrooms, 8 beds, 3.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Winter Park
Chateau Louise • Steps From Music In The Park
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Winter Park
The Best Location in Downtown Winter Park!
2 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
4.96 out of 5 average rating, 107 reviews
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds, 3.5 bathrooms
1–6 Jul
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, 321 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
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
Townhouse in Winter Park
The Camping Bear
4 bedrooms, 7 beds, 3 bathrooms
30 Jul – 4 Aug
4.91 out of 5 average rating, 70 reviews
Guest favourite
Apartment in Winter Park
Walk to town! Indoor pool, sauna, hot tubs.
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
4.95 out of 5 average rating, 117 reviews
Superhost
Home in Winter Park
Downtown WP Loft 106 - Huge Hot Tub - Great Views
3 bedrooms, 8 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 5 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