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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 October ($161). Conversely, the most expensive month to stay in Winter Park is March ($1,436).

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

The cheapest day to stay in Winter Park is Monday ($150). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $256.

How far ahead should you book a vacation rental in Winter Park?

Save money by booking a vacation rental at least 23 days before your trip to Winter Park. The lowest price found when booking 23 days ahead was $106 per night.

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Cheapest vacation rentals in Winter Park, Colorado

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
$153
Avg. per night
View Deal
Winter Park Mountain Lodge
Winter Park Mountain Lodge

Winter Park Mountain Lodge

81699 Us Highway 40, Winter Park, CO, United States
0.5 mi from city centre
Pool
Free Wi-Fi
Parking
$324
Avg. per night
View Deal

Other accommodations in Winter Park

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
$106
Avg. per night
View Deal
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
$113
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 US Highway 40, Winter Park, CO, United States
2.1 mi from city centre
Free Wi-Fi
Parking
$112
Avg. per night
View Deal
Valley Hi Motel
Valley Hi Motel

Valley Hi Motel

79025 US Highway 40, Winter Park, CO, United States
2.0 mi from city centre
Free Wi-Fi
Parking
$115
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?

    $333 per night is how much a vacation rental in Winter Park costs, on average. $56 per night was the cheapest price recently found by our users, though anything for $315 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 March, and the cheapest time to book is April.

  • Are there any Guest house vacation rentals in Winter Park?

    At the moment, there are 3 properties listed as a Guest house vacation rental in Winter Park. A popular Guest house in Winter Park amongst our users is Winter Park Chateau.

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