Winter Park vacation rentals

We found 1,921 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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Select from 525 houses, 959 condos, and other vacation rentals to find the perfect place for your stay in Winter Park. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that's non-smoking or offers accessibility.

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Alpine fun surrounds you in Winter Park vacation rentals

Winter Park is Colorado’s premier destination for family-friendly fun, outdoor adventure, and activities for all seasons. From horseback riding and fishing to dining and nightlife, Winter Park has a range of activities for nature lovers and urbanites alike, all within reach of vacation home rentals.

Explore heritage sites in Winter Park

Cabin rentals in Winter Park not only put you in the heart of the wilderness, but they’re also nearby the many heritage sites and museums that celebrate life in the Grand County of the past. The Cozens Ranch Museum & Gift Shop, a museum within an original 1876 home, is the site of the first ranch and stagecoach stop in Fraser Valley, and the Pioneer Village museum has artifacts related to early Grand County inhabitants, such as pioneer clothing and early tools. The Heritage Park Museum has six historic buildings, including a livery barn and ranger station, as well as artifacts of Grand County ranchers. The Moffat Road Railroad Museum has such railway relics as a 1905 passenger car, a 1915 railroad hand-cart shed, and a 1923 caboose, making it a great choice for history buffs.

Get in touch with nature in Winter Park getaway cabins

With steep slopes, towering peaks, dense forests, and shimmering waters, Winter Park is the ideal environment for any outdoor activity. Cabin rentals are available near such locations as Winter Park Resort, a ski resort with multiple trails, changing terrain, and a wealth of warm-weather activities, and Coca Cola Tubing Hill at Winter Park offers exhilarating snow tubing for the whole family. James Peak, a mountain summit with hiking, climbing, and a beautiful lake for watersports, and Rollins Pass, a mountain with a lake and excellent off-roading trails, offer a range of activities as well.

Seasonal weather averages in Winter Park

Winter Park is well known for its skiing. If you're interested in winter sports, you might consider visiting in December, March, February or January, when snowfall averages 23 inches and temperatures average 19°F.

Exploring the mountains and other natural features in Winter Park

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Winter Park. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

  • Rocky Mountain National Park (29.7 mi / 47.9 km)
  • Saint Mary's Glacier (9.1 mi / 14.7 km)
  • Georgetown Lake (14.1 mi / 22.7 km)
  • Torreys Peak (16 mi / 25.8 km)
  • Lake Granby (16.4 mi / 26.3 km)
  • Switzerland Trail (16.7 mi / 26.8 km)

Traveling to and around Winter Park

The nearest airport is in Broomfield, CO (BJC-Rocky Mountain Metropolitan), located 35.7 mi (57.4 km) from the city center.

If you'd prefer to travel by train, the main station serving the city is Winter Park Station.

Transportation in Winter Park

There are numerous options to get to and around Winter Park. An airport shuttle offers scheduled departures from the Denver International Airport to area vacation homes, and a local shuttle is available for transportation throughout Winter Park and Fraser. Trains and buses also run through the area, and rental cars give you the flexibility to travel to nearby destinations on your own schedule.

Key facts for stays in Winter Park vacation homes

Winter Park is a total of 7.5 square miles and is typical of a seasonal resort town, though it has essential services like a police department, a hospital, clinics, and emergency services. The town is safe, bustling during peak season and peaceful during off-peak season, though it’s best to exercise caution with valuables and sensitive information. Winters tend to be long and a variety of local wildlife can be found in the area, even near cabin rentals, so it’s important to prepare for possible encounters.

Frequently asked questions

What is the best area to stay in Winter Park when booking a vacation rental?

Old Town Winter Park is one of the more sought-after locations for a vacation property in Winter Park. Spend your stay here to savor the comfort and privacy that comes with having the entire place to yourself.

What is the most popular type of vacation rental accommodation in Winter Park?

The most desirable types of vacation rentals in Winter Park are condos. Prefer something different? Vrbo has numerous options to match our guests' unique requirements, so you'll see vacation homes in loads of sizes and shapes. The perfect fit is waiting for you — book yours today.

How much does it cost to rent a vacation rental in Winter Park?

Different factors affect the price of a vacation rental in Winter Park, such as the time of year, length of stay and property type. However, all our vacation homes have something in common — exceptional value. Just add your travel dates to find your perfect match.

How much does it cost to rent a beach house in Winter Park?

When you travel and the style and size of the property will determine the cost of your beachside escape. Put in your Winter Park travel dates to see your options on Vrbo. Can't live without a hot tub, or maybe a private pool? Use the filters to pick the amenities and features you want in your vacation home.

Are there pet-friendly vacation rentals in Winter Park?

Pack a travel bag and a bone for the pup in your life because Winter Park has 598 stays that open their doors to pets. Let your four-legged friend get in on the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Winter Park?

Tick the "pool" box in our handy filter tool and select from 255 houses with private pools in Winter Park on Vrbo. Ball games, gentle soak or noodle joust? Free time is up to you when your Vrbo vacation home comes with a swimming pool.

What are popular rental amenities in Winter Park?

Some of the most popular rental amenities guests are looking for in Winter Park are tennis, a chef and a lake view. Whether you're traveling with family, buddies or even pets, Vrbo vacation properties feature the best amenities for ultimate relaxation with the people you cherish the most.

Are there large group vacation rentals in Winter Park?

Winter Park has 101 vacation properties that can fit 10 or more people. These properties come with the space and privacy you need to share good times with your nearest and dearest.

Are there vacation rentals in Winter Park that welcome kids?

With 598 family-friendly vacation rentals available in Winter Park, now is a fantastic time to introduce your children to the pleasures of travel. Simply check our "Properties good for families" filter box to view stays packed with amenities perfect for families on the move, such as multiple bedrooms, yards, bunk beds and entertainment areas.

What are the top attractions for families in Winter Park?

There are plenty of amazing things to see and do with the family in Winter Park, including:

  • Amazen Maze Winter Park
  • Moffat Tunnel West Portal
  • Trestle Bike Park

Are there one-bedroom vacation rentals in Winter Park?

You'll find 106 one-bedroom properties in Winter Park to choose from. A one-bedroom vacation home is a wonderful choice if it's just you and your partner or if you're vacationing alone. Toss in more convenience, space and privacy compared to a hotel, and you're bound to have a memorable trip.

Can I find two-bedroom vacation rentals in Winter Park?

Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 221 two-bedroom vacation properties Winter Park has to offer.

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