We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Winter Park, CO

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 507 Rentals in Winter Park
loading...
Sort by
From
$90
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
14 photos Details
Reviews (2) Make Inquiry
From
$150
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
32 photos Details
Reviews (1) Make Inquiry
From
$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Booking
44 photos Details
Reviews (1) Make Inquiry
Also consider
Lakota townhouse - ski @ Winter Park Colorado
3 Bedrooms, sleeps 8
$150 - $500 / night
Iron Horse 3309: Premium 2-Bedroom, 3 Bath Luxury Penthouse Ski-in/Ski-Out Condo
2 Bedrooms, sleeps 6
$125 - $575 / night
Red Quill 105
3 Bedrooms, sleeps 10
$200 - $675 / night
Trademark 3-1: Great Base Area Condo,walk to lifts
3 Bedrooms, sleeps 10
$150 - $675 / night
From
$259
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
22 photos Details
Reviews (1) Make Inquiry
From
$145
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
17 photos Details
Reviews (2) Make Inquiry
From
$79
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
20 photos Details
Reviews (51) Make Inquiry
From
$175
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Bookings
22 photos Details
Reviews (1) Make Inquiry
From
$159
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
30 photos Details
Reviews (5) Make Inquiry
Get the List
From
$300
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details
Make Inquiry
From
$99
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Make Inquiry
From
$85
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
19 photos Details
Make Inquiry
From
$300
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
20 photos Details
Make Inquiry
From
$309
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 24
Booking
24 photos Details
Make Inquiry
From
$95
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Booking
9 photos Details
Make Inquiry
From
$259
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
22 photos Details
Make Inquiry
From
$309
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 20
23 photos Details
Make Inquiry
From
$150
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
12 photos Details
Make Inquiry
From
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
15 photos Details
Make Inquiry
From
$50
Per Night
Studio, 1 Bathroom, Sleeps 4
Bookings
11 photos Details
Reviews (2) Make Inquiry
From
$200
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
15 photos Details
Make Inquiry
From
$100
Per Night
Studio, 1 Bathroom, Sleeps 4
41 photos Details
Make Inquiry
From
$950
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 18
38 photos Details
Reviews (3) Make Inquiry
From
$199
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
11 photos Details
Reviews (1) Make Inquiry
From
$230
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
27 photos Details
Make Inquiry
From
$350
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 8
10 photos Details
Make Inquiry
From
$100
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
7 photos Details
Make Inquiry
From
$50
Per Night
Studio, 1 Bathroom, Sleeps 4
Booking
7 photos Details
Make Inquiry
From
$250
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
6 photos Details
Make Inquiry
From
$200
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
9 photos Details
Make Inquiry
From
$300
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Make Inquiry
From
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Make Inquiry
From
$150
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
8 photos Details
Make Inquiry
From
$100
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Make Inquiry
From
$200
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Make Inquiry
From
$115
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details
Reviews (1) Make Inquiry
From
$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 9
15 photos Details
Reviews (1) Make Inquiry
From
$115
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (1) Make Inquiry
From
$165
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 12
21 photos Details
Reviews (3) Make Inquiry
From
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (1) Make Inquiry
From
$95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
Go to map view
Book Online(381)
Use filters to find the best results!

Suitability

  • Wheelchair access (9)
  • Elder access (27)
  • Suitable for children (149)
  • Pet friendly (16)
  • Smoking allowed (0)

Amenities

  • Fireplace (427)
  • Other outdoor space (334)
  • Hot Tub (323)
  • Internet (197)
  • Wi-Fi (170)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List

More Ski destinations:

More Outdoor destinations:

Filter search results by:
Book Online(381)

Suitability

  • Wheelchair access (9)
  • Elder access (27)
  • Suitable for children (149)
  • Pet friendly (16)
  • Smoking allowed (0)

Amenities

  • Fireplace (427)
  • Other outdoor space (334)
  • Hot Tub (323)
  • Internet (197)
  • Wi-Fi (170)
  • View all amenities
Winter Park Vacation Rentals

Looking for family ski fun, or golf and mountain biking within 90 minutes of Denver? Year-round, a money-saving Winter Park vacation rental is your quickest road from Denver to Rocky Mountain recreational fun. Don’t want to drive the 90 minutes from the Denver airport to your money-saving Winter Park vacation rental? The old Rio Grande Scenic Railroad Company weekend ski train may be out of operation. But you can still kickback and enjoy the Rocky Mountain scenery from the comfort of Amtrak’s California Zephyr. Allow at least 2 hours for the daily rail journey between Denver Union Station and Fraser-Winter Park station.

Railroad Starts Winter Park

The railroad started it all. Winter Park came into existence way back when the railroad constructed the Rocky Mountains/Moffat Tunnel and workers needed places to live in this rugged mountain wilderness. The City of Denver launched Winter Park as a ski resort in 1940 by constructing a ski tow at West Portal. Today there are 25 lifts servicing 143 designated ski trails on about 3,000 acres, of which over a third is off-piste terrain. And money-saving vacation rental homes, apartments, townhouses, and condos make Winter Park a comfortable year-round family resort.

Winter Fun

Winter Park usually kicks off skiing before Thanksgiving, as there are 26 trails and about 300 acres for the snowmaking machines. As the snow accumulates and winter season gets into full swing, your money-saving vacation rental also becomes your portal to glade skiing, cross-country skiing, snow cycling, snowboarding, snowshoeing, Snowcat tours and NASTAR racing. Guided touring opportunities abound for the whole family to learn about the native Rocky Mountain plants and animals. For vacation DVDs and training purposes, the Ski and Ride School rents helmet cams to capture the mogul runs and downhill action.

Summer Fun

Golf at Grand Elk, Headwaters, or one of the 9-hole courses up the highway near Granby. From Granby, it is a short drive to Rocky Mountain National Park. The kids will enjoy rounds of mountainside mini-golf and the Alpine Slide. Meanwhile fly fish the Fraser River. Wade in or take a boat to fish the Colorado River, while the kids practice clowning and juggling at Winter Park Circus Camp. Mountain bike, rollerblade or picnic along the five-mile Fraser River Trail. Checkout Trestle Bike Park, which has hosted Mountain States Cup cross country racing, slalom, downhill, and super D.

More Winter Park Fun

The whole family will enjoy the Old West post office and stage stop at Cozens' Ranch House Museum. Cowboy sing-a-long campfires and mountain man storytelling will leave the kids spellbound. Learn astronomy at the two-hour Star Safaris produced by the University of Colorado's Fiske Planetarium. Then relax at your money-saving Winter Park vacation rental, before your next adventure.