Winter Park Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort. Everything has been fu...
Condo 0 / 1 / 4

*
Online booking available

$50 - $95
Per Night

$350 - $490
Per Week

Hi Country Haus Bldg 16#3

Winter Park
This simple vacation condo is a 1 bedroom, 1 bathroom located in downtown Winter Park, Colorado. Thi...
Condo 1 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Elk Run Cabin: A Rocky Mountain Dream Getaway, Perfect fo...

Winter Park
Description: Beautiful private home stands in a quiet neighborhood , surrounded by pristine forest....
Home 5 / 5 / 17

$357 - $1403
Per Night

$2499 - $9821
Per Week

Pine Cone Cabin: A Rocky Mountain Dream Getaway In The Wi...

Winter Park
Description: Surrounded by pristine forest, nestled in a quiet neighborhood, this custom built cabin...
Cabin 5 / 3 / 13

$298 - $1166
Per Night

$2086 - $8162
Per Week

Founders Pointe 4569: This walk in/out Resort studio has ...

Winter Park
Description: This primo studio sits steps from the Village at Winter Park Resort and a two minute wa...
Condo 0 / 1 / 4

$80 - $363
Per Night

$560 - $2541
Per Week

Zephyr 2507: Look right up the slopes in this Zephyr Ski ...

Winter Park
If you want the best views of the slopes at Winter Park Resort, this is the spot for you. Located hi...
Condo 2 / 2 / 7

$210 - $877
Per Night

$1470 - $6139
Per Week

Ponderosa Penthouse

Winter Park
This magnificent 3 bedroom / 3 bathroom Penthouse is located at the Ponderosa Trail Condominiums, in...
Home 3 / 3 / 10

*
Online booking available

$155 - $498
Per Night

$1085 - $3483
Per Week

This Home Has It All!! Comfort, space, views and modern c...

Winter Park
This Home Has It All!! Comfort, space, views and modern convenience!!!!! This home HAS IT ALL!!!! ...
Condo 3 / 4 / 10

*
Online booking available

$250 - $350
Per Night

$1750 - $1925
Per Week

Two Bedroom Deluxe Condo

Winter Park
Two Bedroom Deluxe Condo Unit Description: This unit offers all the amenities of home with convenie...
Condo 2 / 3 / 8

*
Online booking available

$255 - $509
Per Night

$1785 - $3563
Per Week

Trailhead Lodges 723: Luxurious condo in downtown Winter ...

Winter Park
Description: Conveniently located in downtown Winter Park, you’re just a quick walk away from the sh...
Condo 3 / 3 / 8

$165 - $1050
Per Night

$1155 - $7350
Per Week

Four BR 3 Bath Luxury Trademark Townhome in the heart of ...

Winter Park
Four BR 3 Bath Luxury Trademark Townhome in the heart of old town. Four Bed 3 Bath Luxury Trademark...
Condo 4 / 3 / 11

*
Online booking available

$250 - $350
Per Night

$1750 - $2100
Per Week

Snowblaze Condominiums 301

Winter Park
This vacation studio condo is located in downtown Winter Park, Colorado. This unit sleeps four with ...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Hi Country Haus 1903: Comfort & Convenience In One Neat P...

Winter Park
Description: Beautifully remodeled condo, complete with granite countertops, a brand new kitchen, an...
Condo 2 / 1 / 6

$102 - $396
Per Night

$714 - $2772
Per Week

Mary Jane Chalet

Winter Park
Get the real mountain experience staying at the Mary Jane Chalet located on Forest Trail, just 1.5 m...
Home 6 / 3 / 14

*
Online booking available

$229 - $573
Per Night

$1603 - $4008
Per Week

Luxurious 3 bed 3 bath home 2 mins from Winter Park with ...

Winter Park
Luxurious 3 bed 3 bath home 2 mins from Winter Park with Private Shuttle. Luxurious and roomy 3 bed...
Home 3 / 4 / 8

*
Online booking available

$250 - $450
Per Night

$1750 - $1925
Per Week

Fully Remodeled Ski in Ski out Studio at the full service...

Winter Park
Fully Remodeled Ski in Ski out Studio at the full service Iron Horse Resort . Everything has been f...
Condo 0 / 1 / 4

*
Online booking available

$400 - $400
Per Night

$2800 - $2800
Per Week

Iron Horse Resort 2054

Winter Park
Perfect vacation condo at Iron Horse Resort, just steps from the Winter Park ski area. A roomy 455 s...
Condo 0 / 1 / 4

*
Online booking available

$79 - $198
Per Night

$553 - $1383
Per Week

Pines

Winter Park
Ski in...Shuttle out at this uniquie Winter Park, Colorado rental home. A 9 bedroom home with Rustic...
Home 9 / 9 / 30

*
Online booking available

$499 - $1248
Per Night

$3493 - $8733
Per Week

Bear Crossing 1415

Winter Park
This gorgeous, brand new rental home in Bear Crossing leaves nothing to be desired by any who visit ...
Home 3 / 4 / 12

*
Online booking available

$199 - $498
Per Night

$1393 - $3483
Per Week

INACTIVE- Base Camp #496

Winter Park
Fit for a king, this brand new town home is one of the most luxurious properties in Winter Park, wit...
Home 4 / 5 / 10

Contact
Owner
Directly
For Rates

Hop out of bed and onto the lifts from this remodelled Ze...

Winter Park
Description: In this Zephyr Mountain Lodge condo, you’re just a hop-skip-and-jump from the lifts and...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

2504 Perfect spot for families looking for comfort & conv...

Winter Park
Awesome ski in/out 2 bedroom condo with sleeping for six. Two queen beds plus a queen pullout. Enjo...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

Spectacular views of Winter Park Resort and Fraser River ...

Winter Park
Description: This 3rd floor condo, located above the town of Winter Park, boasts some of the best vi...
Home 2 / 2 / 6

Contact
Owner
Directly
For Rates

HC1116 Beautifully renovated 1 BR condo at Hi Country Hau...

Winter Park
This recently remodeled unit, in Winter Park's Hi Country Haus development, is the perfect choice fo...
Home 1 / 1 / 4

Contact
Owner
Directly
For Rates

Trademark 2-5: Hidden gem next to WP Resort with views of...

Winter Park
Description: Peace, quiet and easy access to the slopes, this condo is a dream come true. With two l...
Home 3 / 3 / 6

Contact
Owner
Directly
For Rates

 

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