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Vacation rentals in Winter Park

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Winter Park, United States
Mar 19 — Mar 202
...and more

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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 June ($169). Conversely, the most expensive month to stay in Winter Park is December ($875).

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

The cheapest day to stay in Winter Park is Sunday ($249). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $494.

Other accommodations in Winter Park

Find the perfect vacation rental for your stay in Winter Park. There are 1,679 hotels in Winter Park and price data was last updated on March 12, 2025. The average price for a hotel in Winter Park is $328/night.
Show all 1,679 stays
Winter Park, CO, United States
0.4 mi from city centre
Air Conditioning
$179
Avg. per night
100 Winter Park Drive, Winter Park, CO, United States
0.7 mi from city centre
Free Wi-Fi
Parking
$134
Avg. per night
78665 US Highway 40, Winter Park, CO, United States
2.4 mi from city centre
Free Wi-Fi
Parking
$138
Avg. per night
670 Winter Park Drive, Winter Park, CO, United States
0.4 mi from city centre
Free Wi-Fi
$187
Avg. per night
79025 US Highway 40, Winter Park, CO, United States
2.0 mi from city centre
Free Wi-Fi
Parking
$133
Avg. per night

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 March 12, 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 March 12, 2025.
  • How much does a vacation rental in Winter Park cost?

    $328 per night is how much a vacation rental in Winter Park costs, on average. $103 per night was the cheapest price recently found by our users, though anything for $221 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 December, and the cheapest time to book is October.

  • 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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