House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winter Park house rentals
House rentals with a pool
Home in Winter Park
4.85 out of 5 average rating, 13 reviewsThe Evangeline Haus
Oct. 3 – 10
Home in Granby
5.0 out of 5 average rating, 23 reviewsColorado's Coolest Ski In/Out Home
Apr. 8 – 15
Home in Granby
5.0 out of 5 average rating, 39 reviewsBeautiful Granby Ranch home close to ski hill.
Apr. 9 – 16
Home in Granby
4.88 out of 5 average rating, 48 reviewsFam Friendly w/Arcade~ 2min to Skiing ~2 Fam Rooms
Jun. 12 – 19
Home in Granby
5.0 out of 5 average rating, 37 reviewsGorgeous 4bd/4ba Ski-in/out on Main Lift at GR
Oct. 20 – 27
Home in Granby
4.96 out of 5 average rating, 82 reviewsSummer Relaxation in Private Home at Granby Ranch!
Nov. 27 – Dec. 4
Home in Granby
4.94 out of 5 average rating, 18 reviewsCozy cabin w/ RMNP views, large deck & hot tub
Nov. 20 – 27
Home in Granby
4.97 out of 5 average rating, 31 reviewsGranby Ranch Getaway Private Hot Tub & more!
Oct. 2 – 9
Weekly house rentals
Home in Fraser
5.0 out of 5 average rating, 20 reviewsNew condo with private hot tub
Nov. 18 – 25
Home in Winter Park
4.92 out of 5 average rating, 38 reviewsIndulge | Majestic Views | Teepee | Hot Tub
Oct. 22 – 29
Home in Winter Park
4.98 out of 5 average rating, 88 reviewsSundance Vista - Exceptional Views, Hot Tub
Apr. 18 – 25
Home in Fraser
5.0 out of 5 average rating, 36 reviewsLuxury Mountain Retreat with Scenic Views
Nov. 12 – 19
Home in Fraser,
5.0 out of 5 average rating, 10 reviewsCozy 5 Bdrm Home w/ Hot Tub-Perfect for 2 Families
Nov. 27 – Dec. 4
Home in Winter Park
5.0 out of 5 average rating, 11 reviewsAntler Escapes
Jan. 30 – Feb. 6
Home in Tabernash
5.0 out of 5 average rating, 7 reviewsPole Creek Lodge | Hot Tub & Fire Pit
May 30 – Jun. 6
Home in Winter Park
5.0 out of 5 average rating, 8 reviewsNEW! WinterHaven: Rustic Modern Lodge
Oct. 5 – 12
Private house rentals
Home in Fraser
5.0 out of 5 average rating, 18 reviewsWinter Park Ranch Log Cabin, Hot Tub! Skiing!
Aug. 25 – Sep. 1
Home in Fraser
4.96 out of 5 average rating, 45 reviewsWinter Park Home w/views, heated garage, hot tub!
Nov. 17 – 24
Home in Fraser
5.0 out of 5 average rating, 13 reviewsWinter Park - Fraser Modern Townhome with Views
Jun. 18 – 25
Home in Fraser
5.0 out of 5 average rating, 47 reviewsEco Retreat in the Woods w/ Private Hot Tub
Sep. 25 – Oct. 2
Home in Tabernash
4.92 out of 5 average rating, 38 reviews3BR|Mountain Home|Dog Friendly|Hot Tub
Apr. 15 – 22
Home in Fraser
4.98 out of 5 average rating, 66 reviewsHip, one-of-a-kind vacation home near Winter Park
Sep. 9 – 16
Home in Fraser
4.98 out of 5 average rating, 83 reviewsKing Beds*Fireplace*Hot Tub*Rec Room*Heated Garage
Jan. 15 – 22
Home in Tabernash
4.93 out of 5 average rating, 57 reviewsModern Tabernash Retreat Private Hot Tub & Sauna
Oct. 29 – Nov. 5
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
$96 CAD before taxes and fees
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