How much does a holiday rental in Winter Park cost?

$375 per night is how much a holiday rental in Winter Park costs, on average. $159 per night was the cheapest price recently found by our users, though anything for $320 per night or less is a good deal. Keep in mind that Winter Park holiday rental prices fluctuate throughout the year: the most expensive month to book is January, and the cheapest time to book is November.

Are there any Motel holiday rentals in Winter Park?

If you’re looking to book a Motel holiday rental in Winter Park, then you have 2 to choose from. We recommend looking at Valley Hi Motel as it’s currently the most popular Motel rental among our users.

Winter Park Holiday Rentals, Apartments & Condos

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 ($249). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $386.

Find deals

Cheapest holiday rentals in Winter Park, Colorado

At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Winter Park. If you have the flexibility, change the dates selected to compare prices.

Show all 1,349 holiday rentals

Winter Park Mountain Lodge

81699 Us Highway 40, Winter Park, CO, United States

0.7 km from city centre

Pool

Free Wi-Fi

Parking

$211

Avg. per night

View Deal

Zephyr Mountain Lodge

Winter Park, CO, United States

0.7 km from city centre

Air conditioning

$408

Avg. per night

View Deal

Other accommodations in Winter Park

Show all 1,349 stays

Valley Hi Motel

79025 US Highway 40, Winter Park, CO, United States

3.3 km from city centre

Free Wi-Fi

Parking

$207

Avg. per night

View Deal

Where to stay in Winter Park

Whether you're visiting Winter Park for leisure or business, utilise the map to find holiday rentals close to your ideal location. You can find more information on a particular holiday rental within the map by clicking on its name.

Facts about staying in Winter Park

How much does a holiday rental in Winter Park cost?
$375 per night is how much a holiday rental in Winter Park costs, on average. $159 per night was the cheapest price recently found by our users, though anything for $320 per night or less is a good deal. Keep in mind that Winter Park holiday rental prices fluctuate throughout the year: the most expensive month to book is January, and the cheapest time to book is November.
Are there any Motel holiday rentals in Winter Park?
If you’re looking to book a Motel holiday rental in Winter Park, then you have 2 to choose from. We recommend looking at Valley Hi Motel as it’s currently the most popular Motel rental among our users.

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 ($249). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $386.

Cheapest holiday rentals in Winter Park, Colorado

At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Winter Park. If you have the flexibility, change the dates selected to compare prices.

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 .

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.

Whether you're visiting Winter Park for leisure or business, utilise the map to find holiday rentals close to your ideal location. You can find more information on a particular holiday rental within the map by clicking on its name.

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?

Are there any Motel holiday rentals in Winter Park?

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

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Holiday hires in Winter Park

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

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 ($249). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $386.

Cheapest holiday rentals in Winter Park, Colorado

At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Winter Park. If you have the flexibility, change the dates selected to compare prices.

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 .

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.

Whether you're visiting Winter Park for leisure or business, utilise the map to find holiday rentals close to your ideal location. You can find more information on a particular holiday rental within the map by clicking on its name.

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?

Are there any Motel holiday rentals in Winter Park?

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