Where to stay around Winter Park?

Our 2019 property listings offer a large selection of 1,823 vacation rentals near Winter Park. From 945 Condos/Apartments to 421 Houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winter Park for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Winter Park?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Winter Park:

  • Winter Park Ski Resort: 1,367 vacation rentals
  • Old Town: 356 vacation rentals
  • Elk Court Cabins: 247 vacation rentals
  • Bear Crossing: 216 vacation rentals
  • Hideaway Village South: 211 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

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

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

  • Trestle Bike Park: 2,026 vacation rentals
  • Iron Horse Ski Lift: 2,025 vacation rentals
  • Zephyr Express Ski Lift: 2,023 vacation rentals
  • High Lonesome Express Ski Lift: 2,015 vacation rentals
  • Village Cabriolet Ski Lift: 2,027 vacation rentals

But there are many other points of interest around Winter Park listed on HomeAway 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.

Can I rent Condos/Apartments in Winter Park?

Yes, of course. HomeAway has 945 Condos/Apartments in Winter Park. Our other popular types of vacation rentals in Winter Park include:

  • Houses: 421 rentals available
  • Townhouses: 287 rentals available
  • Cottages: 83 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Winter Park?

Yes, you can select your preferred vacation rental with pool among our 796 vacation rentals with pool available in Winter Park. Please use our search bar to access the selection of vacation rentals available.

    The majestic setting of Winter Park is ready to explore

    Enjoy the live music and other features of Winter Park. This city's skiing, mountain views and snowboarding draw many visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

    Activities and attractions in and around Winter Park

    Are you searching for things to do while you're in the area? Travelers enjoy Winter Park for its skiing, snowboarding and hiking. Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Winter Park a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

    • Winter Park Ski Resort (2.5 mi / 4.1 km)
    • Fraser Tubing Hill (1.9 mi / 3.1 km)
    • Colorado Adventure Park (2.3 mi / 3.6 km)
    • Trestle Bike Park (2.5 mi / 4.1 km)
    • Amaze'n Maze Winter Park (2.6 mi / 4.2 km)
    • Pole Creek Golf Club (7.7 mi / 12.3 km)

    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 January, February, April or March, when snowfall averages 24.17 inches and temperatures average 4°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, Winter Park is a great place to get outside. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

    • Georgetown Lake (14.2 mi / 22.8 km)
    • Carousel of Happiness (14.8 mi / 23.9 km)
    • Lake Granby (16.4 mi / 26.3 km)

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