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Holiday Apartments and Homes Winter Park, CO

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  • Dedicated on-site help
  • Experienced local staff
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  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
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All 572 Rentals in Winter Park
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From
$105
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Public pool, Pool, Fireplace & more
12 photos Details
Reviews (2) Make Enquiry
From
$58
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Other outdoor space, Internet, Hot Tub & more
14 photos Details
Reviews (14) Make Enquiry
From
$292
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 11
Fireplace, Hot Tub, Grill & more
15 photos Details
Reviews (8) Make Enquiry
Also consider
Mountain Cottage
1 Bedroom, sleeps 3
$53 - $159 / night
Snowblaze, 3 bedroom, 3 bath with athletic club
3 Bedrooms, sleeps 8
$133 - $371 / night
Base Camp #496: 4-Bedroom Exquisite Ski-in/Ski-Out
4 Bedrooms, sleeps 10
$318 - $1,484 / night
Iron Horse 3309: Premium 2-Bedroom, 3 Bath Luxury Penthouse Ski-in/Ski-Out Condo
2 Bedrooms, sleeps 6
$159 - $610 / night
From
$158
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Internet, Other outdoor space, Elder access & more
11 photos Details
Reviews (1) Make Enquiry
From
$265
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 4
Suitable for children, Wheelchair access & more
8 photos Details
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From
$212
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 12
Housekeeping Optional, Garden, Internet & more
19 photos Details
Reviews (4) Make Enquiry
From
$477
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 14
Internet, Hot Tub, Fireplace & more
28 photos Details
Reviews (1) Make Enquiry
From
$123
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Hot Tub
14 photos Details
Reviews (35) Make Enquiry
Get the List
From
$130
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 9
Fireplace, Internet
18 photos Details
Reviews (21) Make Enquiry
From
$371
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Fireplace, Hot Tub, Grill & more
16 photos Details
Reviews (1) Make Enquiry
From
$170
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Other outdoor space, Fireplace
16 photos Details
Reviews (3) Make Enquiry
From
$105
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fireplace, Fitness Room, Public pool & more
13 photos Details
Reviews (1) Make Enquiry
From
$292
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Other outdoor space, Fitness Room, Fireplace & more
20 photos Details
Reviews (4) Make Enquiry
From
$186
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Hot Tub, Pool, Public pool & more
17 photos Details
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From
$133
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
Pool, Indoor Pool, Hot Tub & more
11 photos Details
Reviews (1) Make Enquiry
From
$85
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Internet, Hot Tub & more
11 photos Details
Reviews (3) Make Enquiry
From
$95
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
Other outdoor space, Mountain Views & more
14 photos Details
Reviews (1) Make Enquiry
From
$122
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Elder access, Fireplace, Parking & more
26 photos Details
Reviews (26) Make Enquiry
From
$292
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 12
Internet, Washer/Dryer, Mountain Views & more
15 photos Details
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From
$154
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Public pool, Hot Tub, Grill & more
17 photos Details
Reviews (2) Make Enquiry
From
$186
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
Fireplace, Other outdoor space, Parking & more
30 photos Details
Reviews (20) Make Enquiry
From
$84
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Washer/Dryer, Other outdoor space, Internet & more
20 photos Details
Reviews (49) Make Enquiry
From
$53
Per Night
Studio, 1 Bathroom, Sleeps 4
Private pool, Air Conditioning, Sauna & more
8 photos Details
Reviews (2) Make Enquiry
From
$169
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
Grill, Elder access, Other outdoor space & more
30 photos Details
Reviews (4) Make Enquiry
From
$159
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Suitable for children, Parking & more
17 photos Details
Reviews (8) Make Enquiry
From
$159
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Pet friendly, Grill, Other outdoor space & more
44 photos Details
Reviews (1) Make Enquiry
From
$106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Other outdoor space, Internet, Fitness Room & more
15 photos Details
Reviews (16) Make Enquiry
From
$186
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Hot Tub, Washer/Dryer, Other outdoor space & more
22 photos Details
Reviews (1) Make Enquiry
From
$90
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Other outdoor space, Hot Tub, Internet & more
12 photos Details
Reviews (17) Make Enquiry
From
$1,007
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 18
Grill, Suitable for children, Mountain Views & more
26 photos Details
Reviews (2) Make Enquiry
From
$85
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Fireplace, Internet
8 photos Details
Reviews (35) Make Enquiry
From
$175
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Fireplace
27 photos Details
Reviews (21) Make Enquiry
From
$275
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
Elder access, Pet friendly, Suitable for children
22 photos Details
Reviews (1) Make Enquiry
From
$122
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Other outdoor space, Fireplace, Internet & more
13 photos Details
Reviews (1) Make Enquiry
From
$80
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Fitness Room, Other outdoor space, Fireplace & more
7 photos Details
Reviews (13) Make Enquiry
From
$212
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Internet, Hot Tub, Fireplace & more
20 photos Details
Reviews (9) Make Enquiry
From
$122
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Internet, Fireplace, Other outdoor space
9 photos Details
Reviews (2) Make Enquiry
From
$108
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Fireplace, Internet
14 photos Details
Reviews (3) Make Enquiry
From
$106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Hot Tub, Internet, Other outdoor space & more
14 photos Details
Reviews (17) Make Enquiry
From
$106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Internet, Fitness Room, Fireplace & more
16 photos Details
Reviews (10) Make Enquiry
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Book Online(397)
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Suitability

  • Wheelchair access (9)
  • Elder access (28)
  • Suitable for children (99)
  • Pet friendly (12)
  • Smoking allowed (0)

Amenities

  • Fireplace (518)
  • Other outdoor space (369)
  • Internet (360)
  • Hot Tub (288)
  • All pools (122)
  • View all amenities
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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.