How much does a holiday rental in Winter Park cost?

Winter Park holiday rentals are £240/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a holiday rental in Winter Park, and November is often the cheapest month to book. Recently, our users found rentals for £79/night - which is currently the cheapest price. Keep in mind that anything £214/night or less is still considered a good deal.

Winter Park Holiday Rentals, Apartments & Condos

Travel insights for holiday rentals in Winter Park

Use our HotelsCombined data-powered tips to help you find your next holiday 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 October (£128). Conversely, the most expensive month to stay in Winter Park is December (£451).

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

The cheapest day to stay in Winter Park is Monday (£154). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £311.

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Cheapest holiday rentals in Winter Park, Colorado

For those on a budget, these are the cheapest holiday rentals available in Winter Park for the selected dates. If you have the flexibility, change the dates selected to compare prices.

Show all 1,347 holiday rentals

Winter Park Mountain Lodge

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

0.5 mi from city centre

Pool

Free Wi-Fi

Parking

£104

Avg. per night

View Deal

Zephyr Mountain Lodge

Winter Park, CO, United States

0.4 mi from city centre

Air conditioning

£245

Avg. per night

View Deal

Other accommodations in Winter Park

Show all 1,347 stays

Valley Hi Hotel

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

2.0 mi from city centre

Free Wi-Fi

Parking

£124

Avg. per night

View Deal

The Vintage Hotel

100 Winter Park Drive, Winter Park, CO, United States

0.7 mi from city centre

Free Wi-Fi

Parking

£123

Avg. per night

View Deal

Timber Run Vista 2

145 Forest Trail, Unit 2, Winter Park, CO, United States

2.3 mi from city centre

Free Wi-Fi

£82

Avg. per night

View Deal

Indian Peaks Resort

817 County Road 834, Winter Park, CO, United States

3.9 mi from city centre

Free Wi-Fi

£168

Avg. per night

View Deal

Where to stay in Winter Park

Scroll to and zoom in on the areas in Winter Park you plan on visiting to find nearby properties. 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

How much does a holiday rental in Winter Park cost?
Winter Park holiday rentals are £240/night on average. However, you may find that prices fluctuate depending on the time of year. For example, December is the most expensive month to book a holiday rental in Winter Park, and November is often the cheapest month to book. Recently, our users found rentals for £79/night - which is currently the cheapest price. Keep in mind that anything £214/night or less is still considered a good deal.

Travel insights for holiday rentals 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 October (£128). Conversely, the most expensive month to stay in Winter Park is December (£451).

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

The cheapest day to stay in Winter Park is Monday (£154). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £311.

Cheapest holiday rentals in Winter Park, Colorado

For those on a budget, these are the cheapest holiday rentals available in Winter Park for the selected dates. 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 1,347 hotels in Winter Park and price data was last updated on 22 January 2026. The average price for a hotel in Winter Park is £239/night.

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 22 January 2026.

Scroll to and zoom in on the areas in Winter Park you plan on visiting to find nearby properties. 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 22 January 2026.

How much does a holiday rental in Winter Park cost?

Find better results for your stay in Winter Park

Popular holiday destinations in Colorado

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Holiday rentals 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

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 October (£128). Conversely, the most expensive month to stay in Winter Park is December (£451).

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

The cheapest day to stay in Winter Park is Monday (£154). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is £311.

Cheapest holiday rentals in Winter Park, Colorado

For those on a budget, these are the cheapest holiday rentals available in Winter Park for the selected dates. 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 1,347 hotels in Winter Park and price data was last updated on 22 January 2026. The average price for a hotel in Winter Park is £239/night.

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 22 January 2026.

Scroll to and zoom in on the areas in Winter Park you plan on visiting to find nearby properties. 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 22 January 2026.

How much does a holiday rental in Winter Park cost?

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