Photo by Kayla Templin

Old Town Winter Park holiday lettings

We found 588 holiday rentals — enter your dates for availability

Select from 29 houses, 38 flats and other holiday rentals to find the perfect place for your stay in Old Town Winter Park. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as a fireplace and garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Old Town Winter Park

Showing deals for:16 Jan - 23 Jan

Image gallery for Cozy Ski-In/Out Winter Park Studio w/ Hot Tubs!

Winter Park Vacation Rental | 1BA | Studio | 420 Sq Ft | 2nd-Floor Condo
9.2 out of 10, Wonderful, (17 reviews)
Wonderful
(17 reviews)

Cozy Ski-In/Out Winter Park Studio w/ Hot Tubs!

Winter Park, Colorado

11% off
Price is £1,706
for 7 nights, 1 apartment
£244 per night
includes taxes & fees
Cozy Ski-In/Out Winter Park Studio w/ Hot Tubs!

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday rental in Old Town Winter Park?
In Old Town Winter Park, condos are the most popular type of holiday rental, with about 35 available in the area. These rentals are typically situated close to the Winter Park Resort, offering easy access to skiing and snowboarding. Most condos feature modern amenities such as fully equipped kitchens, comfortable living areas, and often come with private balconies to enjoy the mountain views.
How much does it cost to rent a holiday home in Old Town Winter Park?
Prices for holiday rentals in Old Town Winter Park vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Old Town Winter Park to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Old Town Winter Park holiday house rentals?
You can find great discounts on house rentals in Old Town Winter Park on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Old Town Winter Park holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Old Town Winter Park with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Old Town Winter Park?
A long-stay holiday rental in Old Town Winter Park is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Old Town Winter Park for a holiday rental?
The most popular time to visit Old Town Winter Park is during the winter months, particularly in January. This peak season, which spans from December to February, attracts many visitors eager to hit the slopes and experience the magical winter wonderland that the area offers. With over 3,000 acres of skiable terrain, Winter Park Resort provides endless opportunities for skiing, snowboarding, and other exhilarating winter sports, all set against the stunning backdrop of the Rocky Mountains.

In January, travellers can expect comfortable daytime temperatures hovering around freezing (roughly -1 Celsius), ideal for outdoor activities and enjoying the festive atmosphere. The charm of Old Town Winter Park shines brightly during this time, with cozy restaurants, shops, and après-ski options beckoning visitors to unwind after a day of adventure.

For those looking for a more budget-friendly option, May is a fantastic time to consider. This month marks the shoulder season, where you can enjoy the beauty of the mountains as they come alive with wildflowers and lush greenery, all while avoiding the crowds. It's a peaceful time for hiking and mountain biking, with trails starting to open up for exploration.
Are there any remote work holiday rentals in Old Town Winter Park?
In Old Town Winter Park, there is a substantial selection of remote work holiday rentals available, with around 66 options to choose from. This charming area is well-suited for those looking to combine work and leisure, as many properties are equipped with amenities tailored for remote work. Expect to find high-speed Wi-Fi, dedicated workspaces, and comfortable desks, ensuring that you can stay productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Old Town Winter Park holiday rental?
Book your Old Town Winter Park holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Old Town Winter Park?
In Old Town Winter Park, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The Winter Park Resort, located nearby, offers excellent skiing and snowboarding opportunities during the winter months, while summer months provide hiking and mountain biking trails. The charming main street features a variety of shops, restaurants, and cafés where holidaymakers can relax and soak in the local atmosphere. Additionally, the nearby Fraser River provides stunning views and opportunities for fishing and rafting, making it a great spot for outdoor enthusiasts.
Can I change or cancel my Old Town Winter Park home rental booking on Vrbo?
To find Old Town Winter Park holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Old Town Winter Park holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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