Insights
Cheapest hotels
Where to stay

Holiday rentals in Winter Park

Search and compare Winter Park, CO holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Winter Park

Use these up-to-date, data-driven insights about booking a holiday rental in Winter Park including ideal times to book, pricing trends, and more.

What is the cheapest day to stay in a vacation rental in Winter Park?

The cheapest day to stay in Winter Park is Wednesday ($286). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $444.
Find deals

Cheapest holiday rentals in Winter Park, Colorado

Discover affordable stays in Winter Park that provide a quality experience without breaking the bank. Hotels in Winter Park can be found for as low as $242 per night. There is currently one property in Winter Park that can be booked for this price. Winter Park Mountain Lodge is one of the hotels that can be booked for the lowest price in Winter Park. Price data was last updated on 8 December 2025
These Winter Park properties charge the lowest price per night of those we've come across. If you have the flexibility, change the dates selected to compare prices.
Winter Park Mountain Lodge
Winter Park Mountain Lodge

Winter Park Mountain Lodge

81699 Us Highway 40, Winter Park, CO, United States
0.7 km from city centre
Pool
Free Wi-Fi
Parking
$242
Avg. per night
View Deal
Zephyr Mountain Lodge
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Winter Park, CO, United States
0.7 km from city centre
Air conditioning
$464
Avg. per night
View Deal

Other accommodations in Winter Park

Find the perfect holiday rental for your stay in Winter Park. There are 1,349 hotels in Winter Park and price data was last updated on 8 December 2025. The average price for a hotel in Winter Park is .
Zephyr Mountain Lodge
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Winter Park, CO, United States
0.7 km from city centre
Air conditioning
$464
Avg. per night
View Deal
The Vintage Hotel
The Vintage Hotel

The Vintage Hotel

100 Winter Park Drive, Winter Park, CO, United States
1.2 km from city centre
Free Wi-Fi
Parking
$370
Avg. per night
View Deal
Timber Run Vista 2
Timber Run Vista 2

Timber Run Vista 2

145 Forest Trail, Unit 2, Winter Park, CO, United States
3.7 km from city centre
Free Wi-Fi
$225
Avg. per night
View Deal
The Viking Lodge - Downtown Winter Park Colorado
The Viking Lodge - Downtown Winter Park Colorado

The Viking Lodge - Downtown Winter Park Colorado

78966 US Highway 40, Winter Park, CO, United States
3.4 km from city centre
Free Wi-Fi
Parking
$202
Avg. per night
View Deal
Valley Hi Motel
Valley Hi Motel

Valley Hi Motel

79025 US Highway 40, Winter Park, CO, United States
3.3 km from city centre
Free Wi-Fi
Parking
$237
Avg. per night
View Deal

Where to stay in Winter Park

Explore different neighbourhoods and areas within Winter Park to find the perfect location for your stay. Map data was last updated on 8 December 2025.
Navigate to the areas in Winter Park you plan to visit to find holiday rentals that are close by. As an added benefit, users can click a holiday rental they're interesting in to find helpful information and deals for that holiday rental.

Facts about staying in Winter Park

Find useful tips and insights about staying in Winter Park to help you make the most of your experience. FAQs were last updated on 8 December 2025.

  • How much does a holiday rental in Winter Park cost?

    $431/night is a typical cost for a holiday rental in Winter Park throughout the year. Rental prices do vary though, and you’ll find that January is the most expensive month to book, and November is the cheapest month to book. HotelsCombined users recently found Winter Park holiday rentals for as low as $183/night. In general, any Winter Park rental for $367 or less is a good deal.

  • Are there any Motel holiday rentals in Winter Park?

    At the moment, there are 2 properties listed as a Motel holiday rental in Winter Park. A popular Motel in Winter Park amongst our users is Valley Hi Motel.

Find better results for your stay in Winter Park

Popular holiday destinations in Colorado

Find holiday rentals in popular Colorado cities that fit your unique needs
Grand Junction holiday rentals
Silverton holiday rentals
Frisco holiday rentals
Denver holiday rentals
Colorado Springs holiday rentals
Breckenridge holiday rentals
Keystone holiday rentals
Estes Park holiday rentals
Aspen holiday rentals
Glenwood Springs holiday rentals
Vail holiday rentals
Steamboat Springs holiday rentals
Boulder holiday rentals
Westminster holiday rentals
Fort Collins holiday rentals
Longmont holiday rentals
Black Hawk holiday rentals
Aurora holiday rentals
Ouray holiday rentals
Salida holiday rentals
Telluride holiday rentals
Avon holiday rentals
Lakewood holiday rentals
Durango holiday rentals
Greeley holiday rentals
Pueblo holiday rentals
Leadville holiday rentals
Pagosa Springs holiday rentals
Louisville holiday rentals
Crested Butte holiday rentals
Montrose holiday rentals
Beaver Creek holiday rentals
Centennial holiday rentals
Alamosa holiday rentals
Golden holiday rentals
Grand Lake holiday rentals
Cañon City holiday rentals
Silverthorne holiday rentals