Spacious cabin rentals and modern condo vacation rentals in Winter Park put you near all the action on the ski resort's mountainside. Enjoy the woodsy locale and proximity to Colorado's scenic nature.
Choose the perfect vacation rental
Best Vacation Home Deals in Winter Park
Save up to 57%
Compare and find a vacation rental that fits your needs among the 3,379 fantastic rentals from several partner websites in Winter Park. Every one of the offers from our partner websites are instantaneously compared on our website , allowing you to save up to 56%.
Top-Rated Rentals and Accommodations in Winter Park
Book Vacation Rental Offers with the Highest User Rating
Recommended Vacation Rentals in Winter Park
Find your perfect vacation rental in Winter Park: from $47 per night
Budget-friendly Vacation Rentals in Winter Park
Find Fantastic yet Inexpensive Offers
Apartments and vacation rentals with a kitchen
Cook up a feast on your next vacation and book a Winter Park rental with full kitchen.
Vacation rentals with Wi-Fi
Stay connected while traveling and book a Winter Park accommodation with high-speed internet.
Vacation Rentals With Fireplaces
Get warm and cozy on cold winter nights in Winter Park by booking a vacation home with a fireplace.
Popular Rental Amenities in Winter Park
Our search page's filters will help you find the ideal rental in Winter Park. HomeToGo's data reveals that "Pets allowed" and "Pool" are the most commonly offered amenities in Winter Park. Plan your vacation in advance if you want to spend your vacation in privacy or you need a crib for your baby. There are just 35 listed rentals with "Detached" and 724 properties with "Crib."
Price and Availability Index in Winter Park
Click on any bar to see price and availability information
Vacation Rental Price Information in Winter Park
The graph shows the average rental prices for the next twelve months in Winter Park. It is during a week of December (12/23 - 12/30) that you will find the highest prices for the next 12 months. Prices decrease in a week of September (9/7 - 9/14), where average prices are $265.
Rental availability information in Winter Park
Our availability graph helps you identify the busiest months in Winter Park. The most challenging week to find a rental in the next twelve months is in September (9/7 - 9/14). Conversely, you will find the highest percentage of available offers in Winter Park in October (10/14 - 10/21).
The Weather in Winter Park
- Rainy days
This is the climate diagram in Winter Park. During July, maximum temperatures go up to more than 54° On the other hand, you could have temperatures dropping under 5° in December. The rainiest month is May while the driest month is March.
7-Day Weather Forecast in Winter Park
66°
44°
69°
44°
69°
48°
62°
37°
59°
30°
66°
39°
68°
42°
Accommodations for your vacation in Winter Park
Users who are searching for house rental in Winter Park will have a lot of options to choose from, as they are the most typical accomodations being offered in this destination. In addition, the average size of house rental in Winter Park is 206 m² and they cost, on average, $637 a night. Furthermore, if you are going in a group of 10, house rental are the perfect accommodation type in Winter Park, as they usually welcome this exact group size. Users looking for something other than house rental can also compare many apartment rental, which are the other most popular accommodation type in Winter Park. The average size of apartment rental in Winter Park is 123 m², and the average price is $437 per night.
Information about vacation rentals in Winter Park
| 🏡 Vacation rentals available | 3,379 homes |
|---|---|
| 💳 Possible discounts | up to 56% |
| 🌙 Nightly prices starting at | $47 |
| ⭐ Popular amenities | Pets allowed, Pool and Hot tub |
| 🐾 Pet friendly homes | 279 homes |
| 🏊 Vacation rentals with pools | 1,428 homes |
Frequently Asked Questions
What is the typical nightly price for a vacation home in Winter Park?
The nightly price of accommodations in Winter Park starts at $47. If you’re interested in a house rental, the average price is $637 per night. A apartment rental Winter Park will cost $437 per night on average.
How many vacation homes are available for booking in Winter Park?
There are currently 3,379 rentals to choose from for your upcoming vacation.
What are the most popular amenities for vacation homes in Winter Park?
Three most popular amenities for home rentals in Winter Park include accommodations with: Pool, Pets allowed, and Hot tub.
How many vacation rentals with pools are in Winter Park?
There are 1,428 vacation homes from 8 providers in Winter Park.
Are pets allowed in vacation rentals in Winter Park?
Finding a vacation home in Winter Park that allows pets is possible, with 279 pet-friendly available.
When is it better to travel to Winter Park?
If you are looking for a vacation rental in Winter Park, consider that rainy season is usually in May or February, with March often being the driest.
We list offers from thousands of providers, including
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