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Winter Park vacation rentals
We found 2,047 vacation rentals — enter your dates for availability
Select from 357 houses, 468 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:Apr 17 - Apr 24
Image gallery for Modern/Rustic 2-bedroom Townhouse + Bonus Loft

9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Modern/Rustic 2-bedroom Townhouse + Bonus Loft
Winter Park
8% off
Price is $221
$221
$1,545 for 7 nights
$1,545 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 $216
$216
$1,515 for 7 nights
$1,515 for 7 nights
All fees included
Image gallery for Clear Creek Retreat - Take a trip to the mountains

9.89.8 out of 10, Exceptional, (169 reviews)
Exceptional
(169 reviews)
Clear Creek Retreat - Take a trip to the mountains
Georgetown
8% off
Price is $265
$265
$1,852 for 7 nights
$1,852 for 7 nights
All fees included
Image gallery for COZY, 3500 sf w/ lots of Trees, 5 big bedrooms, 3 baths, 4 miles to Winter Park

9.89.8 out of 10, Exceptional, (108 reviews)
Exceptional
(108 reviews)
COZY, 3500 sf w/ lots of Trees, 5 big bedrooms, 3 baths, 4 miles to Winter Park
Fraser
8% off
Price is $706
$706
$4,942 for 7 nights
$4,942 for 7 nights
All fees included
Image gallery for House on Pond in Idaho Springs with Hot Tub - New Construction Custom Built!

1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
House on Pond in Idaho Springs with Hot Tub - New Construction Custom Built!
Idaho Springs
8% off
Price is $227
$227
$1,587 for 7 nights
$1,587 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 $446
$446
$3,121 for 7 nights
$3,121 for 7 nights
All fees included
Image gallery for Spacious 4BR Mountain Retreat w/ Fireplace & Views, 6 Mi to Winter Park Resort

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Spacious 4BR Mountain Retreat w/ Fireplace & Views, 6 Mi to Winter Park Resort
Fraser
8% off
Price is $224
$224
$1,567 for 7 nights
$1,567 for 7 nights
All fees included
Image gallery for Stunning Private Lodge with Awesome Views! Ski season availability!

1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Stunning Private Lodge with Awesome Views! Ski season availability!
Tabernash
8% off
Price is $598
$598
$4,185 for 7 nights
$4,185 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
9% off
Price is $642
$642
$4,495 for 7 nights
$4,495 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, (75 reviews)
Exceptional
(75 reviews)
Luxurious Townhome With 3 En-suites, Gorgeous Views and Private Hot Tub!
Winter Park
7% off
Price is $266
$266
$1,862 for 7 nights
$1,862 for 7 nights
All fees included
Image gallery for Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake

1010 out of 10, Exceptional, (74 reviews)
Exceptional
(74 reviews)
Secluded Custom Log Home w Hot Tub - by Winter Park, Granby Ranch & Grand Lake
Tabernash
8% off
Price is $455
$455
$3,185 for 7 nights
$3,185 for 7 nights
All fees included
Image gallery for Top of the Mountain Log Home with BREATHTAKING VIEWS near Winter Park, Granby

1010 out of 10, Exceptional, (104 reviews)
Exceptional
(104 reviews)
Top of the Mountain Log Home with BREATHTAKING VIEWS near Winter Park, Granby
Tabernash
8% off
Price is $377
$377
$2,637 for 7 nights
$2,637 for 7 nights
All fees included
Image gallery for Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22

9.89.8 out of 10, Exceptional, (137 reviews)
Exceptional
(137 reviews)
Creekside Luxury Retreat • 8BR • Walk to Shops, Dining & Shuttle • Sleeps 22
Winter Park
13% off
Price is $2,056
$2,056
$14,393 for 7 nights
$14,393 for 7 nights
All fees included
Image gallery for Elk Court Luxury Mountain Retreat, Sleeps up to 16 people

1010 out of 10, Exceptional, (125 reviews)
Exceptional
(125 reviews)
Elk Court Luxury Mountain Retreat, Sleeps up to 16 people
Fraser
8% off
Price is $450
$450
$3,151 for 7 nights
$3,151 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 $179
$179
$1,254 for 7 nights
$1,254 for 7 nights
All fees included
Image gallery for Luxury 5br 4.5 Bath, 2 Primary Bedrooms! Across from Ski Resort. License 005650

1010 out of 10, Exceptional, (102 reviews)
Exceptional
(102 reviews)
Luxury 5br 4.5 Bath, 2 Primary Bedrooms! Across from Ski Resort. License 005650
Winter Park
7% off
Price is $532
$532
$3,726 for 7 nights
$3,726 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, (45 reviews)
Exceptional
(45 reviews)
Cozy and convenient family condo in heart of downtown Winter Park
Winter Park
8% off
Price is $218
$218
$1,528 for 7 nights
$1,528 for 7 nights
All fees included
Image gallery for Large Upscale Retreat off Vasquez Rd. Sleeps 14

9.09.0 out of 10, Wonderful, (20 reviews)
Wonderful
(20 reviews)
Large Upscale Retreat off Vasquez Rd. Sleeps 14
Winter Park
13% off
Price is $853
$853
$5,968 for 7 nights
$5,968 for 7 nights
All fees included
Image gallery for Spectacular Mountain Home with Breathtaking Views

1010 out of 10, Exceptional, (119 reviews)
Exceptional
(119 reviews)
Spectacular Mountain Home with Breathtaking Views
Fraser
8% off
Price is $542
$542
$3,791 for 7 nights
$3,791 for 7 nights
All fees included
Image gallery for Renovated Condo near the Slopes and Trails

9.49.4 out of 10, Exceptional, (174 reviews)
Exceptional
(174 reviews)
Renovated Condo near the Slopes and Trails
Winter Park
8% off
Price is $182
$182
$1,274 for 7 nights
$1,274 for 7 nights
All fees included
Image gallery for Private Indoor Hot Tub-Relaxing Mountain Retreat

9.49.4 out of 10, Exceptional, (109 reviews)
Exceptional
(109 reviews)
Private Indoor Hot Tub-Relaxing Mountain Retreat
Fraser
8% off
Price is $140
$140
$981 for 7 nights
$981 for 7 nights
All fees included
Image gallery for Brand New! 2 Bed 2 Bath Condo - Absolutely Gorgeous!

1010 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
Brand New! 2 Bed 2 Bath Condo - Absolutely Gorgeous!
Fraser
8% off
Price is $155
$155
$1,083 for 7 nights
$1,083 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, (54 reviews)
Exceptional
(54 reviews)
Walk to the base! Inside the WP gates! Complete Remodel w/private hot tub
Winter Park
8% off
Price is $424
$424
$2,967 for 7 nights
$2,967 for 7 nights
All fees included
Image gallery for 5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle

1010 out of 10, Exceptional, (228 reviews)
Exceptional
(228 reviews)
5br Luxury Mountain Home Sleeps 16: Hot Tub, Game Room, Free Ski/town Shuttle
Fraser
8% off
Price is $714
$714
$4,998 for 7 nights
$4,998 for 7 nights
All fees included
Find spaces that suit your style
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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!
Sleeps 19 · 7 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
13 reviews(13 reviews)
Zephyr Mountain Lodge
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very Goodvery good
678 reviews(678 reviews)





