House holiday rentals in Winter Park
Find and book unique houses on Airbnb
Top-rated house rentals in Winter Park
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Winter Park
House rentals with a pool
Home in Granby
5.0 out of 5 average rating, 23 reviewsColorado's Coolest Ski In/Out Home
Home in Granby
5.0 out of 5 average rating, 17 reviewsGranby Ski & Golf Getaway - Pank's Peak
Home in Granby
4.82 out of 5 average rating, 84 reviewsGranby Ranch Ski in/ski out family cabin
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Home in Granby
5.0 out of 5 average rating, 11 reviewsModern Mtn Home @ Granby Ranch- Hot Tub, Mesh Wifi
Home in Granby
4.88 out of 5 average rating, 48 reviewsFam Friendly w/Arcade~ 2min to Skiing ~2 Fam Rooms
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
Home in Granby
5.0 out of 5 average rating, 37 reviewsGorgeous 4bd/4ba Ski-in/out on Main Lift at GR
Weekly house rentals
Home in Winter Park
4.98 out of 5 average rating, 88 reviewsSundance Vista - Exceptional Views, Hot Tub
Home in Winter Park
4.99 out of 5 average rating, 91 reviewsMountain 3BR Luxury Cabin/Views/Close to WP Resort
Home in Fraser
5.0 out of 5 average rating, 17 reviewsJ-dub Ski~ Mountain House with privacy and views
Home in Winter Park
5.0 out of 5 average rating, 24 reviews5-10 min walk to lifts. Luxury home in Winter Park
Home in Winter Park
5.0 out of 5 average rating, 8 reviewsNEW! WinterHaven: Rustic Modern Lodge
Home in Fraser
5.0 out of 5 average rating, 36 reviewsLuxury Mountain Retreat with Scenic Views
Home in Fraser
5.0 out of 5 average rating, 20 reviewsNew condo with private hot tub
Home in Granby
5.0 out of 5 average rating, 10 reviewsSpacious Mountain Home with Private Hot Tub
Private house rentals
Home in Winter Park
5.0 out of 5 average rating, 8 reviewsLocation! Views! Prvt hottub & garage! Sleeps 9
Home in Fraser,
5.0 out of 5 average rating, 10 reviewsCozy 5 Bdrm Home w/ Hot Tub-Perfect for 2 Families
Home in Fraser
4.96 out of 5 average rating, 46 reviewsWinter Park Home w/views, heated garage, hot tub!
Home in Fraser
4.98 out of 5 average rating, 83 reviewsKing Beds*Fireplace*Hot Tub*Rec Room*Heated Garage
Home in Fraser
4.96 out of 5 average rating, 23 reviewsThe Loft at Edelweiss Escape
Home in Fraser
4.98 out of 5 average rating, 66 reviewsHip, one-of-a-kind vacation home near Winter Park
Home in Fraser
5.0 out of 5 average rating, 66 reviewsThe Silver Lining Lodge near Devil’s Thumb
Home in Winter Park
5.0 out of 5 average rating, 3 reviewsDreamy Mountain Retreat *Theater Room & 2 HotTubs*
Quick stats about house rentals in Winter Park
Total rentals
230 properties
Rentals with a pool
130 properties have a pool
Pet-friendly rentals
60 properties allow pets
Family-friendly rentals
230 properties are a good fit for families
Total number of reviews
3.7K reviews
Nightly prices starting at
€ 64 before taxes and fees
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