
Photo by Winter Park Resort
Winter Park vacation rentals
We found 2,062 vacation rentals — enter your dates for availability
Select from 357 houses, 472 condos, and other vacation rentals to find the perfect place for your stay in Winter Park. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.
Vacation rentals with weekly discounts - Winter Park
Showing deals for:May 8 - May 15
Image gallery for Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route

9.09.0 out of 10, Wonderful, (56 reviews)
Wonderful
(56 reviews)
Cozy, 1 bedroom Condo, 2 Blocks from Downtown, on Ski Bus Route
Winter Park
10% off
Price is $87
$87
$612 for 7 nights
$612 for 7 nights
All fees included
Image gallery for Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado

9.49.4 out of 10, Exceptional, (104 reviews)
Exceptional
(104 reviews)
Cozy 1-bed, 1-bath condo on the Fraser river in downtown Winter Park, Colorado
winter park
10% off
Price is $89
$89
$623 for 7 nights
$623 for 7 nights
All fees included
Image gallery for Ski-in Ski-out studio

9.49.4 out of 10, Exceptional, (139 reviews)
Exceptional
(139 reviews)
Ski-in Ski-out studio
Winter Park
8% off
Price is $113
$113
$793 for 7 nights
$793 for 7 nights
All fees included
Image gallery for Newly renovated Winter Park condo on the Fraser River

9.89.8 out of 10, Exceptional, (88 reviews)
Exceptional
(88 reviews)
Newly renovated Winter Park condo on the Fraser River
Winter Park
8% off
Price is $126
$126
$880 for 7 nights
$880 for 7 nights
All fees included
Image gallery for WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH

1010 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
WP Base! Zephyr Mtn Ldge 1BR Ski In/Out, Smart TVs, solo WiFi, NEW BATH
Winter Park
7% off
Price is $137
$137
$959 for 7 nights
$959 for 7 nights
All fees included
Image gallery for Ski in/Ski out studio on The Corridor! Beautiful alpine views!

9.89.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Ski in/Ski out studio on The Corridor! Beautiful alpine views!
Winter Park
8% off
Price is $147
$147
$1,027 for 7 nights
$1,027 for 7 nights
All fees included
Image gallery for Penthouse Studio Ski In-Out- Easy Access Resort; Sauna Pool Gym Hot Tub Views

9.69.6 out of 10, Exceptional, (171 reviews)
Exceptional
(171 reviews)
Penthouse Studio Ski In-Out- Easy Access Resort; Sauna Pool Gym Hot Tub Views
Winter Park
6% off
Price is $159
$159
$1,110 for 7 nights
$1,110 for 7 nights
All fees included
Image gallery for Updated Condo at Winter Park and Trestle Bike Park

9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Updated Condo at Winter Park and Trestle Bike Park
Winter Park
8% off
Price is $162
$162
$1,133 for 7 nights
$1,133 for 7 nights
All fees included
Image gallery for Zephyr Mountain Lodge - Beautifully Renovated

1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Zephyr Mountain Lodge - Beautifully Renovated
Winter Park
8% off
Price is $172
$172
$1,203 for 7 nights
$1,203 for 7 nights
All fees included
Image gallery for Renovated Condo near the Slopes and Trails

9.49.4 out of 10, Exceptional, (176 reviews)
Exceptional
(176 reviews)
Renovated Condo near the Slopes and Trails
Winter Park
8% off
Price is $185
$185
$1,295 for 7 nights
$1,295 for 7 nights
All fees included
Image gallery for Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES

9.89.8 out of 10, Exceptional, (116 reviews)
Exceptional
(116 reviews)
Beautiful Ski In/Ski Out Studio Condo NO CLEANING FEES
Winter Park
9% off
Price is $214
$214
$1,498 for 7 nights
$1,498 for 7 nights
All fees included
Image gallery for Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA

9.89.8 out of 10, Exceptional, (166 reviews)
Exceptional
(166 reviews)
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA
Winter Park
8% off
Price is $219
$219
$1,533 for 7 nights
$1,533 for 7 nights
All fees included
Image gallery for Modern/Rustic 2-bedroom Townhouse + Bonus Loft

9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Winter Park
8% off
Price is $221
$221
$1,546 for 7 nights
$1,546 for 7 nights
All fees included
Image gallery for Cozy and convenient family condo in heart of downtown Winter Park

9.89.8 out of 10, Exceptional, (48 reviews)
Exceptional
(48 reviews)
Cozy and convenient family condo in heart of downtown Winter Park
Winter Park
8% off
Price is $222
$222
$1,557 for 7 nights
$1,557 for 7 nights
All fees included
Image gallery for New 2 Bed/ 2.5 Bath Downtown Condo - Balcony with Mountain Views!

1010 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
New 2 Bed/ 2.5 Bath Downtown Condo - Balcony with Mountain Views!
Winter Park
8% off
Price is $245
$245
$1,715 for 7 nights
$1,715 for 7 nights
All fees included
Image gallery for Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!

9.89.8 out of 10, Exceptional, (77 reviews)
Exceptional
(77 reviews)
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Winter Park
7% off
Price is $254
$254
$1,777 for 7 nights
$1,777 for 7 nights
All fees included
Image gallery for Winter Park Retreat - In The Heart Of Downtown

9.69.6 out of 10, Exceptional, (67 reviews)
Exceptional
(67 reviews)
Winter Park Retreat - In The Heart Of Downtown
Winter Park
8% off
Price is $289
$289
$2,022 for 7 nights
$2,022 for 7 nights
All fees included
Image gallery for A Winter Park Gem - Reserve this Gorgeous Townhome Early

1010 out of 10, Exceptional, (81 reviews)
Exceptional
(81 reviews)
A Winter Park Gem - Reserve this Gorgeous Townhome Early
Winter Park
11% off
Price is $331
$331
$2,317 for 7 nights
$2,317 for 7 nights
All fees included
Image gallery for Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub

1010 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub
Winter Park
8% off
Price is $332
$332
$2,324 for 7 nights
$2,324 for 7 nights
All fees included
Image gallery for Penthouse Cozy Condo in the heart of Downtown Winter Park

1010 out of 10, Exceptional, (23 reviews)
Exceptional
(23 reviews)
Penthouse Cozy Condo in the heart of Downtown Winter Park
Winter Park
9% off
Price is $348
$348
$2,438 for 7 nights
$2,438 for 7 nights
All fees included
Image gallery for Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...

1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Luxury Downtown Condo - Private Hot Tub! Walk to Dining and Ski Bus...
Winter Park
8% off
Price is $356
$356
$2,492 for 7 nights
$2,492 for 7 nights
All fees included
Image gallery for Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark

9.89.8 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)
Spectacular Views! Luxury 3BR/2BA in Base Area Location - Trademark
Winter Park
12% off
Price is $382
$382
$2,672 for 7 nights
$2,672 for 7 nights
All fees included
Image gallery for Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!

1010 out of 10, Exceptional, (75 reviews)
Exceptional
(75 reviews)
Luxury condo, Pool and Hot Tub, Ski Shuttle, Downtown, Close to All!
Winter Park
9% off
Price is $389
$389
$2,725 for 7 nights
$2,725 for 7 nights
All fees included
Image gallery for Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!

1010 out of 10, Exceptional, (28 reviews)
Exceptional
(28 reviews)
Amazing Cabin Just Above Downtown Winter Park. Private Hot Tub!
Winter Park
20% off
Price is $393
$393
$2,750 for 7 nights
$2,750 for 7 nights
All fees included
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find properties near top attractions in Winter Park
Map Attractions

2
Winter Park Visitor Center
Find the best place to stay - Winter Park
Ultimate Luxury Ski Chalet | Casa de Montana | Hot Tub, Vintage Video Games & More!
7 bedrooms · 7.5 bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Zephyr Mountain Lodge
Sleeps 4
8.28.2 out of 10
Very Goodvery good
678 reviews(678 reviews)




