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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, 130 reviews
Home in Fraser
New Winter Park Townhouse with Great Views!
4 bedrooms, 5 beds
11–16 Jul
Top guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms, 7 beds
9–14 Aug
5.0 out of 5 average rating, 22 reviews
Home in Winter Park
Hot Tub- 35 Min to RMNP Hikes & Lakes- Winter Park
3 bedrooms, 3 beds
10–15 Jul
5.0 out of 5 average rating, 4 reviews
Guest favourite
Apartment in Winter Park
Modern condo w/ hot tub & fireplace
3 bedrooms, 7 beds
2–7 Aug
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms, 5 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Tabernash
Silver Lining Chateau 374 - Great Views - Hot Tub
3 bedrooms, 6 beds
10–15 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms, 8 beds
16–21 Aug
4.86 out of 5 average rating, 37 reviews
Guest favourite
Apartment in Winter Park
Prime location, amazing views, stylish, sleeps 7
2 bedrooms, 5 beds
12–17 Jul
4.85 out of 5 average rating, 114 reviews
Guest favourite
Apartment in Fraser
Alpine Luxe Loft- Hot Tub, Fireplace, Views, Ski
3 bedrooms, 4 beds
2–7 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Townhouse in Winter Park
3BR Mountain Retreat in the Heart of Winter Park
3 bedrooms, 5 beds
10–15 Jul
5.0 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
16–21 Aug
5.0 out of 5 average rating, 13 reviews
Home in Fraser
Hot Tub+Forest Chalet | Walk to Town | Sleeps 10
3 bedrooms, 6 beds
10–15 Jul
Top guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms, 5 beds
12–17 Jul
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms, 4 beds
19–24 Jul
4.99 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Winter Park
Beautifully Furnished Modern Condo In Downtown WP
2 bedrooms, 3 beds
26–31 Jul
4.98 out of 5 average rating, 288 reviews
Guest favourite
Home in Winter Park
Downtown WP Cabin 44 - Hot Tub - Views - Bunks
2 bedrooms, 4 beds
11–16 Aug
4.96 out of 5 average rating, 71 reviews
Guest favourite
Apartment in Winter Park
Summer Escape • Riverfront Stay in WP
2 bedrooms, 4 beds
12–17 Jul
4.9 out of 5 average rating, 10 reviews