How much does a vacation rental in Winter Park cost?

$313 per night is how much a vacation rental in Winter Park costs, on average. $102 per night was the cheapest price recently found by our users, though anything for $247 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 June.

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.

Winter Park Vacation Rentals, Apartments & Condos

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 ($165). Conversely, the most expensive month to stay in Winter Park is December ($620).

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

The cheapest day to stay in Winter Park is Sunday ($264). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $433.

Find deals

Other accommodations in Winter Park

Show all 1,678 stays

Zephyr Mountain Lodge

Winter Park, CO, United States

0.4 mi from city centre

Air Conditioning

$175

Avg. per night

View Deal

Valley Hi Motel

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

2.0 mi from city centre

Free Wi-Fi

Parking

$142

Avg. per night

View Deal

Where to stay in Winter Park

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

How much does a vacation rental in Winter Park cost?
$313 per night is how much a vacation rental in Winter Park costs, on average. $102 per night was the cheapest price recently found by our users, though anything for $247 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 June.
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.

Find better results for your stay 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 June ($165). Conversely, the most expensive month to stay in Winter Park is December ($620).

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

The cheapest day to stay in Winter Park is Sunday ($264). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $433.

Other accommodations in Winter Park

Find the perfect vacation rental for your stay in Winter Park. There are 1,678 hotels in Winter Park and price data was last updated on May 12, 2025. The average price for a hotel in Winter Park is $312/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 May 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 May 12, 2025.

How much does a vacation rental in Winter Park cost?

Are there any Motel vacation rentals in Winter Park?

Find better results for your stay in Winter Park

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Looking to explore Colorado during your trip? These are other popular cities nearby that HotelsCombined users visit

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Vacation rentals in Winter Park

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

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 ($165). Conversely, the most expensive month to stay in Winter Park is December ($620).

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

The cheapest day to stay in Winter Park is Sunday ($264). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $433.

Other accommodations in Winter Park

Find the perfect vacation rental for your stay in Winter Park. There are 1,678 hotels in Winter Park and price data was last updated on May 12, 2025. The average price for a hotel in Winter Park is $312/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 May 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 May 12, 2025.

How much does a vacation rental in Winter Park cost?

Are there any Motel vacation rentals in Winter Park?

Find better results for your stay in Winter Park

Explore these cities in Colorado

Looking to explore Colorado during your trip? These are other popular cities nearby that HotelsCombined users visit