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Holiday Apartments and Homes Winter Park, CO

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All 515 Rentals in Winter Park
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From
$131
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Hot Tub, Internet Access
15 photos Details Reviews (14) Make Enquiry
From
$194
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
Internet Access, Hot Tub
24 photos Details Reviews (12) Make Enquiry
From
$171
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 10
Internet Access, Satellite TV, Fireplace & more
22 photos Details Reviews (6) Make Enquiry
Also consider
Base Camp #496: 4-Bedroom Exquisite Ski-in/Ski-Out
4 Bedrooms, sleeps 10
$342 - $1,594 / night
Luxurious Cabin: Two Master Suites, Steam Shower, 70' Led & 3d Tvs, Sleeps 12-14
4 Bedrooms, sleeps 14
$295 - $937 / night
Custom High-End Mountain Home: Wooded Area, Close to Town Sleeps 16-20
6 Bedrooms, sleeps 20
$352 - $1,406 / night
Divide View: Luxury 3-bedrm, Downtown Winter Park
3 Bedrooms, sleeps 10
$199 - $797 / night
From
$170
Per Night
1 Bedroom, 3 Bathrooms, Sleeps 8
Fireplace, Internet Access, Satellite TV
6 photos Details Reviews (1) Make Enquiry
From
$131
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 4
Grill, Internet Access, Housekeeping Optional & more
26 photos Details Reviews (26) Make Enquiry
5 of 5 stars Reviewed 13 August 2011
My husband and I enjoyed this rental so very much. It was a very spacious 1 bedroom with 2 baths so we could comfortably spread out a little. It was also very nicely appointed...
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From
$114
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Indoor Pool, Hot Tub, Dishwasher & more
9 photos Details Reviews (4) Make Enquiry
4 of 5 stars Reviewed 27 June 2014
My wife and I had a wonderful getaway. The inside of the unit we stayed at was very warm & comfortable. The outside of the place needs attention though. Out first impression was...
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From
$108
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Wi-Fi, Fireplace, Balcony
13 photos Details Reviews (3) Make Enquiry
From
$131
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Indoor Pool, Balcony, Fireplace & more
12 photos Details Reviews (1) Make Enquiry
Get the List
From
$108
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Wi-Fi, Balcony
10 photos Details Reviews (3) Make Enquiry
From
$313
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
Wi-Fi, Hot Tub, Balcony & more
20 photos Details Reviews (4) Make Enquiry
From
$313
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 11
Wi-Fi, Balcony, Hot Tub & more
15 photos Details Reviews (8) Make Enquiry
5 of 5 stars Reviewed 28 March 2013
This is a beautiful condo located directly next to the Winter Park ski resort in Winter Park, Colorado. The place was clean, incredibly spacious and extremely convenient. I...
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From
$57
Per Night
Studio, 1 Bathroom, Sleeps 4
Bookings
Shared Indoor Pool, Satellite TV, Fireplace & more
18 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 4 March 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
$283
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Mountain Views, Satellite TV, Hot Tub & more
11 photos Details Reviews (1) Make Enquiry
From
$228
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 12
Garden, Mountain Views, Housekeeping Optional & more
19 photos Details Reviews (4) Make Enquiry
From
$285
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 4
Booking
8 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 15 February 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
$165
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
Booking
Shared Indoor Pool, Washer, Internet Access & more
17 photos Details Reviews (2) Make Enquiry
From
$142
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
Shared Indoor Pool, Washer, Satellite TV & more
7 photos Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 2 January 2014
We were so pleased with this rental over the Christmas holiday 2013! The condo was very roomy for our family of 6 adults. It is on the 4th floor, so you get a little hike in every...
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From
$313
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 12
Fireplace, Internet Access, Dishwasher & more
15 photos Details Reviews (2) Make Enquiry
5 of 5 stars Reviewed 25 February 2014
This was a great place for our family. Beautiful interiors & exceptional views. Super easy to get to slopes at the resort (there's a walking path in front). It was comfortable all...
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From
$295
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
22 photos Details Reviews (1) Make Enquiry
From
$205
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Hot Tub, Internet Access
17 photos Details Reviews (16) Make Enquiry
4 of 5 stars Reviewed 14 August 2014
This is a nice top floor unit and management was easy to work with and resposive. We added a day to our stay with no problem. One minor criticism is that the beds are on the hard...
5 of 5 stars Reviewed 25 July 2014
This unit is managed by Winter Park Lodging Co. Amazing service! Very easy check-in (no front desk or long lines), free parking in summer season, delicious complimentary...
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From
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Satellite TV, Internet Access, Hot Tub & more
14 photos Details Reviews (17) Make Enquiry
4 of 5 stars Reviewed 20 January 2014
Overall, this is a beautiful place. The living room is spacious with a 4-person table and 2 barstools on the kitchen counter. The furniture is comfortalbe and there is plenty of...
5 of 5 stars Reviewed 6 January 2014
This condo is amazingly beautiful. Just minutes from the slopes, you even have a view of them! A beautiful stream runs behind the building which you can view from the bedroom...
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From
$398
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 14
Hot Tub, Internet Access
33 photos Details Reviews (9) Make Enquiry
From
$137
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Internet Access, Hot Tub
12 photos Details Reviews (28) Make Enquiry
From
$1,082
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 18
Mountain Views, Dishwasher, Fireplace & more
38 photos Details Reviews (3) Make Enquiry
5 of 5 stars Reviewed 15 July 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
$114
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Balcony, Satellite TV, Internet Access & more
18 photos Details Reviews (16) Make Enquiry
4 of 5 stars Reviewed 3 January 2012
We enjoyed our stay in Winter Park. We had 5 people in our party and the condo was just big enough for us. The location is great since it is right across the street from the...
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From
$137
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Internet Access, Hot Tub
13 photos Details Reviews (4) Make Enquiry
From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 9
Dishwasher, Washer, Internet Access & more
15 photos Details Reviews (1) Make Enquiry
From
$125
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Heated Pool, Internet Access, Fireplace & more
17 photos Details Reviews (47) Make Enquiry
5 of 5 stars Reviewed 10 October 2014
everything we needed, comfy and content! Great location, loved the area, we had one problem with the cable and they came right over, I would stay again
3 of 5 stars Reviewed 30 July 2014
Great weekend overall.. There was no ironing board. there are no closets in the bedroom.. had to hang all clothes in front hallway. Bathroom is right in front of kitchen and patio...
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From
$165
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Heated Pool, Hot Tub, Mountain Views & more
23 photos Details Reviews (9) Make Enquiry
From
$131
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Fireplace, Internet Access, Hot Tub
15 photos Details Reviews (2) Make Enquiry
From
$171
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Mountain Views, Grill, Water Views & more
44 photos Details Reviews (1) Make Enquiry
From
$114
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Wi-Fi, Fireplace, Balcony & more
21 photos Details Reviews (3) Make Enquiry
From
$149
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Fireplace, Hot Tub, Internet Access
24 photos Details Reviews (36) Make Enquiry
5 of 5 stars Reviewed 31 July 2014
The Winter Park Lodging Company was wonderful to work with. There are a number of steps to deal with. View from the back patio area is breathtaking. Hot tub was wonderful...
5 of 5 stars Reviewed 11 July 2014
It was totally awesome. Staff was very attentive and made sure we had everything we needed. A fox came by to visit. It was quiet and private!
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From
$57
Per Night
Studio, 1 Bathroom, Sleeps 4
Pool, Wi-Fi, Hot Tub & more
23 photos Details Reviews (3) Make Enquiry
From
$63
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Wi-Fi, Internet Access, Hot Tub & more
15 photos Details Reviews (14) Make Enquiry
4 of 5 stars Reviewed 4 September 2012
We stayed here overnight & although the room was great, we were not happy. All condos look out onto a central courtyard with a hot tub, fireplace, etc. Great place, but a bunch...
4 of 5 stars Reviewed 18 January 2012
Founders Pointe/Fraser Crossing is very convenient to the slopes of Winter Park skiing. In fact, you can leave your room and be on the slopes in ten minutes. No need for loading...
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From
$85
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Internet Access, Satellite TV, Fireplace
7 photos Details Reviews (13) Make Enquiry
From
$114
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Wi-Fi, Fireplace, Balcony & more
15 photos Details Reviews (16) Make Enquiry
From
$91
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 8
Wi-Fi, Balcony, Hot Tub & more
11 photos Details Reviews (3) Make Enquiry
From
$114
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Wi-Fi, Fireplace, Hot Tub & more
14 photos Details Reviews (17) Make Enquiry
From
$57
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Pool, Wi-Fi, Hot Tub & more
24 photos Details Reviews (17) Make Enquiry
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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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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.