Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Winter Park
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Colorado
Colorado
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
National parks
Amazing views
Amazing pools
Lake
Ski-in/out
Cabins
Countryside
Chef's kitchens
Play
Rooms
Lakefront
Top of the world
Trending
Farms
Tiny homes
Design
New
Bed & breakfasts
Off-the-grid
A-frames
Golfing
Grand pianos
Mansions
Camping
Luxe
Skiing
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; Over 1,000 places in Winter Park
Over 1,000 places in Winter Park
Superhost
Superhost
Condo in Winter Park
Cozy Condo
1 queen bed
1 queen bed
Apr 22 – 27
Apr 22 – 27
R1,648 ZAR
R1,342 ZAR
night
R1,342 ZAR per night, originally R1,648 ZAR
4.8 out of 5 average rating, 66 reviews
4.8 (66)
Guest favorite
Guest favorite
Condo in Winter Park
Amazing Top Floor WP Getaway!
5 beds
5 beds
Apr 22 – 27
Apr 22 – 27
R2,282 ZAR
R1,894 ZAR
night
R1,894 ZAR per night, originally R2,282 ZAR
4.96 out of 5 average rating, 54 reviews
4.96 (54)
Superhost
Superhost
Condo in Winter Park
Ski-In/Ski-Out MountainView-Free Heated Parking
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R2,496 ZAR
R1,952 ZAR
night
R1,952 ZAR per night, originally R2,496 ZAR
4.82 out of 5 average rating, 34 reviews
4.82 (34)
Guest favorite
Guest favorite
Condo in Winter Park
Walk to Downtown | Hot Tub | Near River | Private
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R2,214 ZAR
R1,534 ZAR
night
R1,534 ZAR per night, originally R2,214 ZAR
4.86 out of 5 average rating, 232 reviews
4.86 (232)
Guest favorite
Guest favorite
Condo in Winter Park
Cozy DT condo mins from slopes
3 beds
3 beds
Apr 23 – 28
Apr 23 – 28
R1,937 ZAR
R1,764 ZAR
night
R1,764 ZAR per night, originally R1,937 ZAR
5.0 out of 5 average rating, 47 reviews
5.0 (47)
Guest favorite
Guest favorite
Apartment in Winter Park
Ski-in/Ski-out Studio in WP!
2 beds
2 beds
May 4 – 9
May 4 – 9
R2,080 ZAR
night
R2,080 ZAR per night
4.92 out of 5 average rating, 26 reviews
4.92 (26)
Superhost
Superhost
Condo in Winter Park
Studio Condo in the Heart of Winter Park! lic#9602
3 beds
3 beds
Apr 30 – May 5
Apr 30 – May 5
R1,776 ZAR
night
R1,776 ZAR per night
4.86 out of 5 average rating, 83 reviews
4.86 (83)
Guest favorite
Guest favorite
Condo in Winter Park
Cozy mountain retreat in downtown Winter Park
3 beds
3 beds
Apr 28 – May 3
Apr 28 – May 3
R1,770 ZAR
R1,555 ZAR
night
R1,555 ZAR per night, originally R1,770 ZAR
4.95 out of 5 average rating, 73 reviews
4.95 (73)
Guest favorite
Guest favorite
Condo in Winter Park
Riverfront Condo☆1st Floor☆Ski Bus☆Pool & Hot Tub
2 queen beds
2 queen beds
Apr 21 – 26
Apr 21 – 26
R2,010 ZAR
R1,751 ZAR
night
R1,751 ZAR per night, originally R2,010 ZAR
4.87 out of 5 average rating, 323 reviews
4.87 (323)
Guest favorite
Guest favorite
Apartment in Winter Park
Studio Downtown Winter Park
2 beds
2 beds
Apr 28 – May 3
Apr 28 – May 3
R1,940 ZAR
night
R1,940 ZAR per night
4.93 out of 5 average rating, 30 reviews
4.93 (30)
Guest favorite
Guest favorite
Condo in Winter Park
On Fraser River/2BR with King bed - pool/hot tubs
3 beds
3 beds
Apr 23 – 28
Apr 23 – 28
R1,923 ZAR
night
R1,923 ZAR per night
4.9 out of 5 average rating, 275 reviews
4.9 (275)
Guest favorite
Guest favorite
Condo in Winter Park
Homebase Snowblaze
2 beds
2 beds
Apr 22 – 27
Apr 22 – 27
R1,845 ZAR
night
R1,845 ZAR per night
4.88 out of 5 average rating, 175 reviews
4.88 (175)
Guest favorite
Guest favorite
Condo in Winter Park
Hi Country Hideaway
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
R2,528 ZAR
R1,977 ZAR
night
R1,977 ZAR per night, originally R2,528 ZAR
4.92 out of 5 average rating, 12 reviews
4.92 (12)
Guest favorite
Guest favorite
Condo in Winter Park
Ski in Ski Out Cozy Condo
1 queen bed
1 queen bed
Apr 22 – 27
Apr 22 – 27
R3,010 ZAR
night
R3,010 ZAR per night
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favorite
Guest favorite
Condo in Winter Park
Comfortable and Clean 2-Bedroom Mountain Condo
5 beds
5 beds
Apr 20 – 25
Apr 20 – 25
R2,417 ZAR
night
R2,417 ZAR per night
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favorite
Guest favorite
Condo in Winter Park
Winter Park Studio: On the River~ Walk Downtown!
2 beds
2 beds
May 6 – 11
May 6 – 11
R2,875 ZAR
R2,281 ZAR
night
R2,281 ZAR per night, originally R2,875 ZAR
5.0 out of 5 average rating, 303 reviews
5.0 (303)
Guest favorite
Guest favorite
Home in Winter Park
Mountain Cabin 44 - $500 Free Activities Daily
1 king bed
1 king bed
Apr 25 – 30
Apr 25 – 30
R4,422 ZAR
night
R4,422 ZAR per night
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Guest favorite
Guest favorite
Condo in Winter Park
Winter Park Condo on the River: Walk to Downtown!
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
R2,683 ZAR
R2,358 ZAR
night
R2,358 ZAR per night, originally R2,683 ZAR
5.0 out of 5 average rating, 18 reviews
5.0 (18)
1
2
3
4
…
15