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Holiday rentals in Winter Park

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Winter Park, United States
1 May — 2 May2
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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 month to book a vacation rental in Winter Park?

The cheapest month to book a vacation rental in Winter Park is June (€137). Conversely, the most expensive month to stay in Winter Park is December (€480).

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

The cheapest day to stay in Winter Park is Thursday (€216). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is €304.
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Other accommodations in Winter Park

Find the perfect holiday rental for your stay in Winter Park. There are 1,684 hotels in Winter Park and price data was last updated on 24 April 2025. The average price for a hotel in Winter Park is €268/night.
Show all 1,684 stays
Indian Peaks Resort
Indian Peaks Resort

Indian Peaks Resort

817 County Road 834, Winter Park, CO, United States
6.3 km from city centre
Free Wi-Fi
€118
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
€125
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
€155
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 24 April 2025.
Whether you're visiting Winter Park for leisure or business, utilise the map to find holiday rentals close to your ideal location. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 24 April 2025.

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

    The average cost for a holiday rental in Winter Park is €268/night. A good holiday rental deal in Winter Park would be for €211/night or less. The cheapest rental deal found recently by our users was €90/night. If you’re flexible with your travel dates, then try to avoid booking December, the most expensive month of the year. Booking October is the cheapest month to book a holiday rental in Winter Park.

  • Are there any Motel holiday rentals in Winter Park?

    There are 2 holiday rentals in Winter Park that fall under the Motel category, the most popular is Valley Hi Motel.

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