Search results; Over 1,000 homes in Winter Park

Guest favourite
Apartment in Winter Park
Downtown Luxury + Hot Tubs: Walkable Winter Park
2 bedrooms, 4 beds, 3 private bathrooms
5–10 Jul
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4.82 out of 5 average rating, 60 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
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
Home in Fraser
Spruce Ridge Villa - View - Discounted Attractions
3 bedrooms, 5 beds, 3 bathrooms
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Winter Park
Meadow Ridge Mountain Views 8 minutes to BaseCamp
2 bedrooms, 4 beds, 2 bathrooms
4–9 Jul
4.88 out of 5 average rating, 8 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
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
Home in Winter Park
Summit Haus
5 bedrooms, 8 beds, 5.5 bathrooms
8–13 Jul
New place to stay
Guest favourite
Home in Winter Park
Condo 2203 - HotTub - View - Discounted Attraction
2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Winter Park
Downtown WP Loft 206 - Large Hot Tub - Great Views
2 bedrooms, 3 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 15 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
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
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
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
New 2BD/2BA w/AC: Walk to Restaurants + Shopping!
2 bedrooms, 2 king beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 53 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
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
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 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