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
6–13 Apr
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
7–14 Apr
Home in Granby
5.0 out of 5 average rating, 11 reviewsModern Mtn Home @ Granby Ranch- Hot Tub, Mesh Wifi
20–27 Nov
Home in Granby
4.88 out of 5 average rating, 48 reviewsFam Friendly w/Arcade~ 2min to Skiing ~2 Fam Rooms
23–30 Jun
Home in Granby
4.96 out of 5 average rating, 82 reviewsSummer Relaxation in Private Home at Granby Ranch!
15–22 Nov
Home in Granby
5.0 out of 5 average rating, 37 reviewsGorgeous 4bd/4ba Ski-in/out on Main Lift at GR
18–25 Oct
Home in Granby
4.94 out of 5 average rating, 18 reviewsCozy cabin w/ RMNP views, large deck & hot tub
13–20 Apr
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
13–20 Oct
Weekly house rentals
Home in Winter Park
5.0 out of 5 average rating, 24 reviews5-10 min walk to lifts. Luxury home in Winter Park
2–9 May
Home in Granby
5.0 out of 5 average rating, 10 reviewsSpacious Mountain Home with Private Hot Tub
30 Oct – 6 Nov
Home in Fraser
5.0 out of 5 average rating, 20 reviewsNew condo with private hot tub
19–26 Aug
Home in Fraser
4.94 out of 5 average rating, 84 reviewsQuiet Mountain House in Fraser
26 Jun – 3 Jul
Home in Fraser,
5.0 out of 5 average rating, 10 reviewsCozy 5 Bdrm Home w/ Hot Tub-Perfect for 2 Families
27 Nov – 4 Dec
Home in Winter Park
4.98 out of 5 average rating, 88 reviewsSundance Vista - Exceptional Views, Hot Tub
5–12 Apr
Home in Fraser
4.95 out of 5 average rating, 65 reviewsWinter Park 4 BR Mountain House w/ Private Hot Tub
14–21 May
Home in Fraser
5.0 out of 5 average rating, 36 reviewsLuxury Mountain Retreat with Scenic Views
22 Feb – 1 Mar
Private house rentals
Home in Winter Park
5.0 out of 5 average rating, 8 reviewsNEW! WinterHaven: Rustic Modern Lodge
7–14 Sept
Home in Fraser
5.0 out of 5 average rating, 47 reviewsEco Retreat in the Woods w/ Private Hot Tub
23–30 Sept
Home in Fraser
4.95 out of 5 average rating, 44 reviewsWinter Park Home w/views, heated garage, hot tub!
13–20 Dec
Home in Tabernash
4.92 out of 5 average rating, 38 reviews3BR|Mountain Home|Dog Friendly|Hot Tub
8–15 Jan
Home in Fraser
4.98 out of 5 average rating, 83 reviewsKing Beds*Fireplace*Hot Tub*Rec Room*Heated Garage
21–28 Aug
Home in Fraser
4.98 out of 5 average rating, 66 reviewsHip, one-of-a-kind vacation home near Winter Park
7–14 Sept
Home in Fraser
5.0 out of 5 average rating, 11 reviewsRanch Creek Log Home
4–11 Dec
Home in Fraser
5.0 out of 5 average rating, 13 reviewsWinter Park - Fraser Modern Townhome with Views
22–29 Jun
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
£56 before taxes and fees
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