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Vacation rentals in Winter Park

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Travel insights for vacation rentals in Winter Park

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Winter Park.

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 November ($138). Conversely, the most expensive month to stay in Winter Park is December ($410).

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

The cheapest day to stay in Winter Park is Thursday ($162). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $248.
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Cheapest vacation 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 $151 per night. There is currently one property in Winter Park that can be booked for this price. Zephyr Mountain Lodge is one of the hotels that can be booked for the lowest price in Winter Park. Price data was last updated on September 17, 2025
These Winter Park properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of vacation rental, and vacation rental location.
Zephyr Mountain Lodge
Zephyr Mountain Lodge

Zephyr Mountain Lodge

Winter Park, CO, United States
0.4 mi from city centre
Air Conditioning
$151
Avg. per night
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Other accommodations in Winter Park

Find the perfect vacation rental for your stay in Winter Park. There are 1,804 hotels in Winter Park and price data was last updated on September 17, 2025. The average price for a hotel in Winter Park is $260/night.
The Vintage Hotel
The Vintage Hotel

The Vintage Hotel

100 Winter Park Drive, Winter Park, CO, United States
0.7 mi from city centre
Free Wi-Fi
Parking
$132
Avg. per night
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Winter Park Chateau
Winter Park Chateau

Winter Park Chateau

405 Lions Gate Drive, Winter Park, CO, United States
2.6 mi from city centre
Free Wi-Fi
Parking
$133
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 Main Street, Winter Park, CO, United States
2.1 mi from city centre
Free Wi-Fi
Parking
$118
Avg. per night
View Deal

Where to stay in Winter Park

Explore different neighborhoods and areas within Winter Park to find the perfect location for your stay. Map data was last updated on September 17, 2025.
Scroll through the map to find vacation rentals close to the Winter Park neighborhood(s) you plan on visiting. As an added benefit, users can click a vacation rental they're interesting in to find helpful information and deals for that vacation 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 September 17, 2025.

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

    $260 per night is how much a vacation rental in Winter Park costs, on average. $106 per night was the cheapest price recently found by our users, though anything for $198 per night or less is a good deal. Keep in mind that Winter Park vacation rental prices fluctuate throughout the year: the most expensive month to book is January, and the cheapest time to book is September.

  • Are there any Motel vacation rentals in Winter Park?

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

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