Winter Park, CO, US Vacation Rentals: house rentals & more

Discover a selection of 1,500 vacation rentals in Winter Park, CO, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and internet/wifi. Prices start at C$ 96 per night, and house rentals and cabin rentals are popular options for a stay in Winter Park. Either way, you'll find a rental for everyone's needs.

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Find the best place to stay — Winter Park

Search 1,660 vacation rentals

Stayed Aug 2022

2 night stay

the room we stayed in was nice except there was no furniture on the balcony, like the other rooms. And we were very disappointed that the elevator did not work and we were on the 4th floor. The hot tubs were under maintenance so we could not use them...

Stayed Aug 2022

Just perfect

This cute, clean condo was the perfect spot to relax after hiking. Great tv, washerdryer, kitchen had everything needed. Dog friendly. Plenty of storage and lots of thought put into making this a perfect place for couple or small family… and the dog....

Stayed Jul 2022

Great condo!

My husband and I have booked this poetry several times to ride the bike park. Adam is prompt in responding and was kind enough to offer us a late check out on our last stay without us every asking. The condo is clean and a perfect place at the base o...

Stayed Jul 2022

Very Impressed!

The property was stocked very, very well! Everything I could think of to make it like home was there and even the extras you think of when staying in hotels(extra towels, blankets, pillows,etc). The upstairs patios were great to relax and take in the...

Stayed Jul 2022

A great Winter Park property.

This is such a great property in one of the best locations in WP. Only steps away from everything the town has to offer. The updated unit was truly welcoming and comfortable. The gym and pool were an added bonus. And the gracious host was always thre...

Stayed Jul 2022

Winter Park Condo

This 2 bedroom condo was very roomy, clean & comfortable for my family of 4. We came to Winter Park for the USA Cycling Nationals bike competition. The unit is very conveniently located close to the resort and gondola which made a long week of races ...

Stayed Jul 2022

Decent stay

We were disappointed that there was not anyone around ever, no one at the front desk and only a few occasional persons on property. It was very hot in the condo - no ac but the windows did not open either. The patio door did but it was not at an ang...

Stayed Jul 2022

Great Getaway

This was a perfect place to stay in Winter Park! It was an easy walk into the mountain village and easy access to nearby trails for hiking. The home is just great! Very comfortable with plenty of space and amenities. The hot tub is an added bonus. We...

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How many vacation rentals are available around Winter Park?

Our 2022 vacation rental listings offer a large selection of 1,660 house rentals around Winter Park. From 724 house rentals to 67 cabin rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Winter Park is on Vrbo.

What are the popular points of interest near where I can stay when travelling to Winter Park?

Vrbo Canada offers a large selection of lodging choices near lovely places in Winter Park. From Vrbo Canada travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

Blue Sky Massage: 2,158 home rentals
High Lonesome Express Ski Lift: 2,136 home rentals
Amaze'n Maze Winter Park: 2,145 home rentals
Discovery Ski LIft: 2,141 home rentals
Trestle Bike Park: 2,149 home rentals

But there are many other points of interest around Winter Park listed on Vrbo Canada where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.