Winter Park Vacation Rentals, Apartments, & More

1-50 of 412 Winter Park Rentals

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52 Trademark Drive
1 / 10

Winter Park Townhouse
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$300

/ night

Email Owner
 View of Ski Mountain from front of building
1 / 8

Winter Park Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$55

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 16

Winter Park Home
5 Bedrooms / 3 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$400

/ night

Email Owner
Townhouse with view of Continental Divide
1 / 21

Winter Park Townhouse
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$135

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Townhouse
1 / 13

Winter Park Townhouse
4 Bedrooms / 4.5 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$300

/ night

Email Owner
Base Camp on Jane Creek: Ski-in/Ski-out
1 / 13

Winter Park Home
4 Bedrooms / 4.5 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$450

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 13

Winter Park Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$180

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 13

Winter Park Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 9

from

$135

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 13

Winter Park Apartment
3 Bedrooms / 1 Bathroom / Sleeps 8

“ Very Good ”1 Review

from

$105

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 10

Winter Park Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Very Good ”1 Review

from

$135

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$105

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Very Good ”2 Reviews

from

$105

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”2 Reviews

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 8

Winter Park Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$90

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 8

Winter Park Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Very Good ”1 Review

from

$130

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 8

Winter Park Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Very Good ”8 Reviews

from

$70

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 23

Winter Park Home
5 Bedrooms / 5 Bathrooms / Sleeps 13

“ Excellent ”3 Reviews

from

$140

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 24

Winter Park Home
5 Bedrooms / 3 Bathrooms / Sleeps 13

from

$282

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 16

Winter Park Apartment
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$165

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 8

Winter Park Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$249

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 19

Winter Park Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$350

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 24

Winter Park Home
2 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”4 Reviews

from

$180

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 20

Winter Park Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”23 Reviews

from

$123

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 19

Winter Park Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”28 Reviews

from

$145

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 8

Winter Park Home
Studio / 1 Bathroom / Sleeps 4

“ Excellent ”3 Reviews

from

$90

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 1

Winter Park Home
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”5 Reviews

from

$120

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 25

Winter Park Home
9 Bedrooms / 9 Bathrooms / Sleeps 30

“ Very Good ”16 Reviews

from

$499

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 30

Winter Park Apartment
2 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$165

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 13

Winter Park Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$135

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 14

Winter Park Apartment
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$119

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 38

Winter Park Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$100

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 7

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 12

Winter Park Apartment
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$105

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 8

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 9

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$99

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 13

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$99

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 9

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$150

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 10

Winter Park Apartment
1 Bedroom / 2 Bathrooms / Sleeps 5

from

$90

/ night

Email Owner
1 / 10

Winter Park Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Very Good ”2 Reviews

from

$85

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 8

Winter Park Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 8

Winter Park Apartment
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”1 Review

from

$79

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 8

Winter Park Apartment
Studio / 1 Bathroom / Sleeps 4

from

$79

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 7

Winter Park Apartment
Studio / 1 Bathroom / Sleeps 4

from

$79

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 13

Winter Park Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$115

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 16

Winter Park Home
Studio / 1 Bathroom / Sleeps 4

from

$90

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 13

Winter Park Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Poor ”1 Review

from

$89

/ night

Email Owner
Base Village Loft 101
1 / 34

Winter Park Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”21 Reviews

from

$361

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Apartment
1 / 9

Winter Park Apartment
1 Bedroom / 1 Bathroom / Sleeps 4

“ Very Good ”2 Reviews

from

$79

/ night

Email Owner
Winter Park Colorado Vacation Rentals - Home
1 / 7

Winter Park Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$90

/ night

Email Owner
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