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Vacation Rentals in Winter Park, CO

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All 515 Rentals in Winter Park
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$145
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
17 photos Details Reviews (2) Make Inquiry
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$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
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44 photos Details Reviews (1) Make Inquiry
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$159
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
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30 photos Details Reviews (5) Make Inquiry
Also consider
Iron Horse 3309: Premium 2-Bedroom, 3 Bath Luxury Penthouse Ski-in/Ski-Out Condo
2 Bedrooms, sleeps 6
$125 - $575 / night
Base Camp #496: 4-Bedroom Exquisite Ski-in/Ski-Out
4 Bedrooms, sleeps 10
$300 - $1,400 / night
Standing Bear at Lakota
4 Bedrooms, sleeps 10
$200 - $750 / 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
$175
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
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22 photos Details Reviews (1) Make Inquiry
5 of 5 stars Reviewed March 3, 2014
This condo is located close to the base of Winter Park and the view of the mountains is incredibly. The owners/managers are great and extremely helpful - they were very...
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From
$90
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
14 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed July 21, 2014
Its a nice first floor condo far enough away to be quiet and peaceful with a river running out the back but a short walk to a shuttle pick-up and easy access by car to the main...
4 of 5 stars Reviewed July 12, 2014
Very nice condo. It was also nice to have this condo on the first floor, which helps if you have an elderly person staying with you. If we ever come back to CO, we will definetly...
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From
$150
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
32 photos Details Reviews (1) Make Inquiry
From
$79
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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20 photos Details Reviews (52) Make Inquiry
5 of 5 stars Reviewed September 28, 2014
We absolutely loved this condo! After 9 hours in a car, it was so nice to just be able to open the door and relax. Everything was perfect and better than expected. Even though we...
5 of 5 stars Reviewed July 28, 2014
Nice condo, we especially loved the view from the balcony. The condo was well stocked and clean. One thing that would be a nice addition would be if the master bedroom would...
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From
$85
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
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19 photos Details Make Inquiry
From
$309
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 20
22 photos Details Make Inquiry
From
$110
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
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15 photos Details Make Inquiry
From
$300
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
20 photos Details Make Inquiry
From
$150
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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12 photos Details Make Inquiry
From
$309
Per Night
6 Bedrooms, 4 Bathrooms, Sleeps 24
Booking
24 photos Details Make Inquiry
From
$259
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
22 photos Details Make Inquiry
From
$99
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details Make Inquiry
From
$300
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 12
17 photos Details Make Inquiry
From
$95
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
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From
$50
Per Night
Studio, 1 Bathroom, Sleeps 4
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18 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed March 3, 2014
I do not usually write a review, but I am making an exception. We booked our trip in February and asked several questions. Patty was prompt in giving us details about our stay...
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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
5 of 5 stars Reviewed July 14, 2014
We stayed at Oso's Overlook for our wedding weekend in June. The views are absolutely breathtaking, and the house is immaculate. Our guests walked in and were blown away with the...
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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
$50
Per Night
Studio, 1 Bathroom, Sleeps 4
Booking
7 photos Details Make Inquiry
From
$250
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 4
Booking
8 photos Details Reviews (2) Make Inquiry
5 of 5 stars Reviewed February 14, 2012
What a wonderful Christmas trip. We spent 5 days at this wonderful place, me, my husband, our four daugthers, their husbands and 2 grandchildren. There was plenty of space for...
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From
$50
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
7 photos Details Reviews (5) Make Inquiry
1 of 5 stars Reviewed April 26, 2013
When I arrived the the cabin seemed nice enough. After getting settled I determined that the TV service and the wi-fi did not work. I called the owner, he does not live in...
2 of 5 stars Reviewed September 12, 2011
If you are looking for an inexpensive little cabin that is clean inside and close to amenities,then this cabin will work for you and you won't really care about the rest of my...
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From
$100
Per Night
1 Bedroom, 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
$249
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
11 photos Details Reviews (1) Make Inquiry
From
$150
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details Make Inquiry
From
$250
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
$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
$150
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 9
15 photos Details Reviews (1) Make Inquiry
From
$150
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details Reviews (12) Make Inquiry
5 of 5 stars Reviewed September 3, 2014
We absolutely loved our stay in Winter Park at the Lakota townhouse. It had all the comforts of home, but with spectacular views out every window. We loved the spaciousness of...
5 of 5 stars Reviewed August 25, 2014
Our family (2 adults & 3 kids) stayed a couple of nights in August. The whole family loved the condo. The beds are all very comfortable. My younger kids loved the bunkbeds and...
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From
$350
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
15 photos Details Make Inquiry
From
$150
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
Booking
25 photos Details Make Inquiry
From
$100
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details Make Inquiry
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Suitability

  • Wheelchair access (10)
  • Elder access (28)
  • Suitable for children (161)
  • Pet friendly (19)
  • Smoking allowed (0)

Amenities

  • Fireplace (425)
  • Other outdoor space (331)
  • Hot Tub (328)
  • Internet (203)
  • Wi-Fi (174)
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Book Online(380)

Suitability

  • Wheelchair access (10)
  • Elder access (28)
  • Suitable for children (161)
  • Pet friendly (19)
  • Smoking allowed (0)

Amenities

  • Fireplace (425)
  • Other outdoor space (331)
  • Hot Tub (328)
  • Internet (203)
  • Wi-Fi (174)
  • 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.