Where to stay around Old Town, Winter Park?

Our 2018 property listings offer a large selection of 322 vacation rentals near Old Town. From 208 Condos/Apartments to 60 Townhouses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Old Town for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Old Town?

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 Old Town:

  • Grand View Highlands: 15 vacation rentals
  • Winter Park Ski Resort: 1,122 vacation rentals
  • Arapahoe Basin Ski Area: 6,542 vacation rentals
  • Cabins at Porcupine Ridge: 274 vacation rentals
  • Bear Crossing: 208 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Old Town?

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

  • Bowman-White House Museum: 3,217 vacation rentals
  • Looking Glass Ski Lift: 1,831 vacation rentals
  • Super Gauge Express Ski Lift: 1,840 vacation rentals
  • Hamill House Museum: 3,289 vacation rentals
  • Winter Park Visitor Center: 1,874 vacation rentals

But there are many other points of interest around Old Town listed on VRBO 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 Old Town?

Yes, of course. VRBO has 208 Condos/Apartments in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Townhouses: 60 rentals available
  • Houses: 24 rentals available
  • Studios: 24 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 Old Town?

Yes, you can select your prefered vacation rental with pool among our 101 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.