Find the best place to stay — Winter Park

Where to stay around Winter Park?

Our 2018 property listings offer a large selection of 1,655 vacation rentals near Winter Park. From 822 condos to 398 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:

  • Old Town: 238 vacation rentals
  • Bear Crossing: 205 vacation rentals
  • Hideaway Village South: 247 vacation rentals
  • Elk Court Cabins: 230 vacation rentals
  • Eagles Nest: 60 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:

  • Winter Park Chateau: 1,746 vacation rentals
  • Grand Park Community Recreation Center: 1,767 vacation rentals
  • Village Cabriolet Ski Lift: 1,728 vacation rentals
  • Trestle Bike Park: 1,723 vacation rentals
  • Winter Park Visitor Center: 1,738 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 in Winter Park?

Yes, of course. HomeAway has 822 condos in Winter Park. Our other popular types of vacation rentals in Winter Park include:

  • Houses: 398 rentals available
  • Townhomes: 250 rentals available
  • Cabins: 76 rentals available

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

Can I rent skiing rentals in Winter Park?

Absolutely, HomeAway has 1,379 skiing rentals in Winter Park. You have also many other possibilities in Winter Park area, including:

  • Golf rentals: 1,210 rentals
  • Mountain rentals: 1,175 rentals
  • Downtown rentals: 198 rentals

Please use our search bar to access the selection of vacation rentals.

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

Yes, you can select your preferred vacation rental with pool among our 694 vacation rentals with pool available in Winter Park. Please use our search bar to access the selection of vacation rentals available.

    Cozy Condos in Winter Park

    Winter Park is a true gem for vacation goers everywhere. Plan your stay at one of these beautiful Winter Park condos. Many feature a cozy fireplace to warm up next to after a fun filled day in the snow. Many rental options also include hot tubs to relax in and are children friendly. Your entire family is sure to enjoy their stay here!

    Winter Has Never Been So Fun!

    Winter Park boast a wide variety of activities for you to enjoy while staying here. You will have no problem finding something to do for all the members of your family while staying here. Popular winter activities include the following:

    • Dog Sled Rides
    • Hot Air Balloon Rides
    • Ice Skating
    • Snowboarding and Skiing

    Dog sled rides are an extremely popular attraction in the area. These tours take advantage of the seasoned knowledge of an expert dog sled guide. Your guide will take your family through private winter trails where they will point out wildlife and take pictures of the beautiful scenery for your family. These rides provide a truly unique experience to learn about the surrounding area and the history of the town.

    Hot air balloon rides will definitely leave you with a lasting experience. These balloons offer you and your family the best possible view of the surrounding mountains and towns such as Fraser. There really is no better way to get a bird’s eye view of the breathtaking scenery!

    Ice skating options are all around the area. One of the most popular in the area is Cooper Creek Square. Here you can ice skate completely free of charge if you have your own skating gear. Even if you don’t have your own skating gear you can rent it for around $10 which makes this a very economical choice to enjoy this winter activity!

    Snowboarding and skiing are extremely popular attractions in the area as well. The area features two popular ski and snowboard areas which are Winter Park Resort and Ski Granby Rach. Both of these offer an extensive selection of available slopes for all skill levels as well as lessons for guest that have no experience. These slopes rival even the famous Rocky Mountain area. You are sure to enjoy the beautiful countryside while enjoying the amazing slopes these parks offer!

    Spas You Will Never Forget

    Winter Park features many spas in the area which will leave you speechless. Many different spa techniques are featured in the area from acupuncture to massage therapy. Some of the premium spas featured in the area are Blue Sky and Massage, Winter Park Wellness Center and The Salon at Winter Park. No matter which spa you decide to visit here you are sure to leave completely de-stressed and utterly impressed beyond belief.

    Rich Historical Features

    Winter Park also features many attractions which feature numerous historical elements. If you would like to learn about the areas old west historical sites then be sure to visit the Pioneer Village Museum. Here you will be able to see tools that were used in the area during the great west expansions as well as learn about the town’s history.

    The Best Time to Visit Winter Park

    It is best to visit Winter Park from November to April. During these months the snow is at its finest and the temperature is perfect for the winter themed activities such as snowing and ice skating. The average temperature is 10-15 degrees Fahrenheit so be sure to bring plenty of warm clothing allowing for multiple layers.

    Getting to Winter Park

    To reach Winter Park via rental or private car take the I-70 to exit 232 which is US 40. Follow this road for approximately 40 miles to reach Winter Park. For air travel it is best to fly into Athanasiou Valley Airport which is the closest airport. In addition to private car rental you can also take one of the shuttle services from the airport to Winter Park or use one of the airports taxi providers.

    Attractions In and Around Winter Park

    Have time to spare and looking for things to do around Winter Park? Visitors searching for nearby cultural experiences can spend an enlightening afternoon at Cozens Ranch House Museum, Bowman-White House Museum or Hotel de Paris Museum. To appreciate the outdoor scene, make time for green spaces such as Georgetown Lake and Carousel of Happiness. Winter activities you might appreciate include visiting Winter Park Ski Resort, Eldora Mountain Resort and Loveland Ski Area.

    Fun activities in the city include Grand Park Community Recreation Center and Trestle Bike Park. Also while in town, you can visit Winter Park Visitor Center, Moffat Tunnel West Portal or Amaze'n Maze Winter Park.