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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Winter Park holiday rentals

Exterior
A Frame Club

Cabin in Old Town Winter Park

A Frame Club
3.5 star property
9.0 out of 10, Wonderful, (103)
"Unfortunately, our cabin looked directly into another cabin. River view was a very big stretch. There were no other rooms available so we were stuck with it. To make it worse, there are very bright lights on the building next door that were on all night, and since you cannot close the window due to the open design, we had a terrible nights sleep. A good idea in theory, but reality was a big miss. "
United States
Hannah
The price is Rp4.422.000
Rp5.669.339 total
includes taxes & fees
4 Jan - 5 Jan 2026
A Frame Club
Property entrance
Zephyr Mountain Lodge

Aparthotel in Winter Park Village

Zephyr Mountain Lodge
3.5 star property
8.2 out of 10, Very good, (675)
"Love the location! "
United States
Mariana
The price is Rp8.777.000
Rp10.472.084 total
includes taxes & fees
11 Jan - 12 Jan 2026
Zephyr Mountain Lodge
Apartment (0 Bedroom) | Interior
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access

Apartment in Winter Park

Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
3.0 star property
The price is Rp1.557.750
Rp5.068.550 total
includes taxes & fees
19 Jan - 20 Jan 2026
Walk to Dtwn: Winter Park Studio w/ Hot Tub Access
Outdoor spa tub
Columbine Cabins

Cabin in Grand Lake

Columbine Cabins
3.0 star property
9.0 out of 10, Wonderful, (225)
"Lady owner was very cool gal.. Knowledgeable of where to go eat etc Easy to get to and nice place to stay"
United States
Wilsie
The price is Rp2.484.863
Rp2.763.248 total
includes taxes & fees
29 Dec - 30 Dec
Columbine Cabins
Terrace/patio
Lakeside Village by Vail Resorts

Aparthotel in Lakeside Village

Lakeside Village by Vail Resorts
3.0 star property
8.6 out of 10, Excellent, (445)
"Great place "
United States
Teri
The price is Rp4.076.393
Rp5.376.413 total
includes taxes & fees
24 Dec - 25 Dec
Lakeside Village by Vail Resorts
Exterior
Swan Mountain Resort

Aparthotel in Summit Cove

Swan Mountain Resort
3.5 star property
9.6 out of 10, Exceptional, (330)
"Great space! "
United States
christian
The price is Rp3.798.900
Rp4.117.058 total
includes taxes & fees
5 Jan - 6 Jan 2026
Swan Mountain Resort
Apartment (1 Bedroom) | Exterior
Silver Mill #8268 by Summit County Mountain Retreats

Apartment in River Run

Silver Mill #8268 by Summit County Mountain Retreats
4.0 star property
10.0 out of 10, Exceptional, (1)
"Everything worked "
United States
Aaron
The price is Rp2.681.675
Rp6.031.508 total
includes taxes & fees
4 Jan - 5 Jan 2026
Silver Mill #8268 by Summit County Mountain Retreats
Condo, 1 Bedroom (with Murphy Bed) | Living area | Flat-screen TV
Expedition Station Condos by Vail Resorts

Apartment in River Run

Expedition Station Condos by Vail Resorts
4.0 star property
9.6 out of 10, Exceptional, (8)
"Great location! The rooms are very spacious and clean."
United States
Juan
The price is Rp4.748.625
Rp6.263.002 total
includes taxes & fees
24 Dec - 25 Dec
Expedition Station Condos by Vail Resorts
Exterior
Jackpine & Black Bear Condos by Vail Resorts

Aparthotel in River Run

Jackpine & Black Bear Condos by Vail Resorts
4.5 star property
9.6 out of 10, Exceptional, (24)
"Black Bear is a great place to stay. I always enjoy coming here."
United States
Blake
The price is Rp6.258.864
Rp8.254.910 total
includes taxes & fees
20 Jan - 21 Jan 2026
Jackpine & Black Bear Condos by Vail Resorts
Exterior
East Keystone by Vail Resorts

Condo in West Keystone

East Keystone by Vail Resorts
3.5 star property
9.2 out of 10, Wonderful, (48)
"Great location "
United States
Marek
The price is Rp4.298.790
Rp5.669.847 total
includes taxes & fees
24 Dec - 25 Dec
East Keystone by Vail Resorts
Exterior
Timbers & Lone Eagle by Vail Resorts

Condo in River Run

Timbers & Lone Eagle by Vail Resorts
4.0 star property
9.2 out of 10, Wonderful, (59)
"Great place with all the amenities "
United States
Matthew
The price is Rp7.560.112
Rp9.971.116 total
includes taxes & fees
24 Dec - 25 Dec
Timbers & Lone Eagle by Vail Resorts
Apartment (1 Bedroom) | Interior
Walk to Ski Lift & Hiking: Granby Ranch Condo!

Apartment in Granby

Walk to Ski Lift & Hiking: Granby Ranch Condo!
3.0 star property
The price is Rp1.222.750
Rp5.919.953 total
includes taxes & fees
13 Jan - 14 Jan 2026
Walk to Ski Lift & Hiking: Granby Ranch Condo!
Exterior
Clearwater Lofts by Vail Resorts

Apartment in Lakeside Village

Clearwater Lofts by Vail Resorts
4.0 star property
10.0 out of 10, Exceptional, (7)
"Great properties! Will definitely repeat our stay! "
United States
David
The price is Rp9.116.400
Rp12.023.913 total
includes taxes & fees
25 Dec - 26 Dec
Clearwater Lofts by Vail Resorts
Condo, 1 Bedroom (with Murphy Bed) | Living area | 32-inch flat-screen TV with cable channels, TV
Red Hawk, A Vail Resorts Property

Apartment in River Run

Red Hawk, A Vail Resorts Property
4.0 star property
9.6 out of 10, Exceptional, (7)
"Close to the gondola and dining that’s all you need. "
United States
Maryna
The price is Rp5.188.195
Rp6.842.867 total
includes taxes & fees
24 Dec - 25 Dec
Red Hawk, A Vail Resorts Property
Exterior
River Run Village by Vail Resorts

Aparthotel in West Keystone

River Run Village by Vail Resorts
3.5 star property
8.2 out of 10, Very good, (417)
"We like to stay here because is very convenient to ski and very clean."
United States
chah chyi
The price is Rp4.748.625
Rp6.263.002 total
includes taxes & fees
24 Dec - 25 Dec
River Run Village by Vail Resorts
BBQ/picnic Area
The Springs Condominiums by Vail Resorts

Aparthotel in River Run

The Springs Condominiums by Vail Resorts
4.0 star property
7.6 out of 10, Good, (13)
"Nice heated pool. Updated condo. Good location."
United States
Karoline
The price is Rp5.562.675
Rp7.336.638 total
includes taxes & fees
25 Dec - 26 Dec
The Springs Condominiums by Vail Resorts
Apartment (1 Bedroom) | Exterior
Silver Mill #8153

Apartment in River Run

Silver Mill #8153
3.5 star property
10.0 out of 10, Exceptional, (1)
The price is Rp2.136.295
Rp5.407.738 total
includes taxes & fees
14 Jan - 15 Jan 2026
Silver Mill #8153
Exterior
Mountain House, A Vail Resorts Property

Condo in Mountain House

Mountain House, A Vail Resorts Property
3.0 star property
7.8 out of 10, Good, (95)
"Very nicely appointed condo. Was able to walk to ski lift."
United States
Anna
The price is Rp4.221.000
Rp5.567.166 total
includes taxes & fees
20 Jan - 21 Jan 2026
Mountain House, A Vail Resorts Property
Condo, 1 Bedroom | View from property
Lone Eagle 3031

Condo in River Run

Lone Eagle 3031
3.5 star property
10.0 out of 10, Exceptional, (2)
"What an amazing location. The sounds of the river were amazing. The space is exactly as it said and is located in a great location where you can walk to almost anything at the resort. My wife and I will be back."
United States
Adam
The price is Rp9.324.893
Rp14.270.344 total
includes taxes & fees
24 Dec - 25 Dec
Lone Eagle 3031
Condo, 2 Bedrooms, 2 Bathrooms | Living room | TV
Aspen Ridge Condominiums by Vail Resorts

Apartment in Keystone

Aspen Ridge Condominiums by Vail Resorts
2.5 star property
9.0 out of 10, Wonderful, (140)
"Nice clean accommodations. Helpful staff at check in."
United States
Matt
The price is Rp3.953.000
Rp5.213.690 total
includes taxes & fees
20 Jan - 21 Jan 2026
Aspen Ridge Condominiums by Vail Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Winter Park Chateau

Winter Park Chateau

10/10 Excellent
" Very dot friendly and clean. Front row parking and within walking distance to everywhere. "
Ryan 2-night trip
Posted 5 days ago
Winter Park Chateau

Find out more about Winter Park

Search for holiday rentals in Winter Park on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Winter Park using one of the methods below:

  • View our selection of featured holiday rentals in Winter Park
  • Use the map to find apartments and other holiday homes in the Winter Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Park while they last

Look no further and take a look at our great range of rental properties in Winter Park!

Frequently asked questions

Can I find holiday rentals in Winter Park?

Yes, there are holiday rentals in Winter Park close to Amaze'n Maze Winter Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the ski slopes and majestic mountain landscape in Winter Park. You can also check out the live music while you're visiting.

How many holiday rentals are there in Winter Park?

With 336 Expedia holiday rentals, you're guaranteed to find just the right place for your Winter Park stay.

What’s there to see and do in Winter Park?

The Fraser River Trail and Arapaho National Recreation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Amaze'n Maze Winter Park. While here, Winter Park Ski Resort and Trestle Bike Park are other places worth a visit.

What’s a holiday rental in Winter Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winter Park. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.