Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Winter Park
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Winter Park
Over 1,000 homes in Winter Park
Guest favourite
Guest favourite
Apartment in Winter Park
Hideaway Park! Hot tub,Pool,FitnessCtr&FreePrkg
1 bedroom
,
·
2 beds
,
·
1 private bathroom
27 Sept – 2 Oct
27 Sept – 2 Oct
$1,445 SGD
$1,088 SGD
Show price breakdown
for 5 nights
,
·
4.91 out of 5 average rating, 180 reviews
4.91 (180)
Top guest favourite
Guest favourite
Home in Winter Park
WP Resort Villa 502 - Hot Tub - Bunks - Great View
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
12–17 Sept
12–17 Sept
$2,155 SGD
$1,899 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Guest favourite
Guest favourite
Home in Winter Park
WP Resort Villa 402 - Hot Tub - Arcade - Views
3 bedrooms
3 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
7–12 Sept
7–12 Sept
$2,156 SGD
$1,900 SGD
Show price breakdown
for 5 nights
4.85 out of 5 average rating, 40 reviews
4.85 (40)
Top guest favourite
Guest favourite
Home in Fraser
Spacious Cabin with Views • Location • Hot Tub
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
,
·
3.5 bathrooms
3.5 bathrooms
7–12 Sept
7–12 Sept
$2,940 SGD
$1,626 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 174 reviews
4.95 (174)
Top guest favourite
Guest favourite
Apartment in Winter Park
Luxury Condo on Main Street - Winter Park, CO
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
$1,060 SGD
Show price breakdown
for 5 nights
$1,060 SGD for 5 nights
4.99 out of 5 average rating, 82 reviews
4.99 (82)
Guest favourite
Guest favourite
Apartment in Winter Park
One Bdrm Condo Ski In / Ski Out, Hot Tub, Fire Pit
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Oct
11–16 Oct
$791 SGD
$709 SGD
Show price breakdown
for 5 nights
Free cancellation
4.88 out of 5 average rating, 220 reviews
4.88 (220)
Top guest favourite
Guest favourite
Flat in Winter Park
Hip Ski Pad • Hot Tub • Steps to Downtown
2 beds
2 beds
,
·
1 bathroom
1 bathroom
20–25 Sept
20–25 Sept
$686 SGD
Show price breakdown
for 5 nights
$686 SGD for 5 nights
4.85 out of 5 average rating, 39 reviews
4.85 (39)
Guest favourite
Guest favourite
Townhouse in Winter Park
Luxury Winter Park Retreat with Private Hot Tub
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
20–25 Sept
20–25 Sept
$2,156 SGD
$1,708 SGD
Show price breakdown
for 5 nights
Extended stay discount
Free cancellation
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Luxe
Luxe
Home in Winter Park
Hike. Bike. Raft. Rooftop Fire Pit & Hot Tub
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
5.5 bathrooms
5.5 bathrooms
7–12 Sept
7–12 Sept
$3,683 SGD
Show price breakdown
for 5 nights
$3,683 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Home in Winter Park
Unbeatable Location Downtown Winter Park W/Hot tub
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
4.5 bathrooms
4.5 bathrooms
7–12 Sept
7–12 Sept
$2,853 SGD
Show price breakdown
for 5 nights
$2,853 SGD for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Apartment in Winter Park
Ski-In Ski-Out Zephyr Mtn Lodge Condo w/ Hot Tub
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$993 SGD
$693 SGD
Show price breakdown
for 5 nights
4.91 out of 5 average rating, 279 reviews
4.91 (279)
Top guest favourite
Guest favourite
Townhouse in Winter Park
The Camping Bear
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
3 bathrooms
3 bathrooms
14–19 Sept
14–19 Sept
$1,642 SGD
$1,458 SGD
Show price breakdown
for 5 nights
4.92 out of 5 average rating, 78 reviews
4.92 (78)
Top guest favourite
Guest favourite
Apartment in Winter Park
Winter Park Condo on the River: Walk to Downtown!
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$877 SGD
Show price breakdown
for 5 nights
$877 SGD for 5 nights
4.99 out of 5 average rating, 122 reviews
4.99 (122)
Guest favourite
Guest favourite
Townhouse in Winter Park
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
22–27 Sept
22–27 Sept
$1,189 SGD
Show price breakdown
for 5 nights
$1,189 SGD for 5 nights
4.97 out of 5 average rating, 202 reviews
4.97 (202)
Top guest favourite
Guest favourite
Home in Fraser
Spruce Ridge Villa 714H - Great Views - Bunk Room
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
13–18 Sept
13–18 Sept
$2,084 SGD
$1,828 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Top guest favourite
Guest favourite
Flat in Winter Park
Trailside Escape With a Private Hot Tub!
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
$1,378 SGD
$1,127 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Apartment in Winter Park
Downtown Mtn Oasis + Hot Tubs | Steps to Events
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$1,166 SGD
$1,029 SGD
Show price breakdown
for 5 nights
4.96 out of 5 average rating, 114 reviews
4.96 (114)
Top guest favourite
Guest favourite
Apartment in Winter Park
Cozy Winter Park Riverfront Studio~ Walk Downtown
2 beds
2 beds
,
·
1 bathroom
1 bathroom
8–13 Sept
8–13 Sept
$866 SGD
Show price breakdown
for 5 nights
$866 SGD for 5 nights
5.0 out of 5 average rating, 121 reviews
5.0 (121)
Guest favourite
Guest favourite
Home in Winter Park
Winter Park Pond Chalet 13 - Hot Tub - Views
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
12–17 Sept
12–17 Sept
$3,592 SGD
$3,079 SGD
Show price breakdown
for 5 nights
4.76 out of 5 average rating, 21 reviews
4.76 (21)
1
2
3
4
…
15