Where to stay around Old Town, Winter Park?

Our 2019 property listings offer a large selection of 359 vacation rentals near Old Town. From 228 Condos/Apartments to 67 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:

  • Innsbruck Val Moritz: 195 vacation rentals
  • Rendezvous: 564 vacation rentals
  • Winter Park Highlands: 22 vacation rentals
  • Historic District: 23 vacation rentals
  • Cabins at Porcupine Ridge: 288 vacation rentals

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

Can I rent Condos/Apartments in Old Town?

Yes, of course. VRBO has 228 Condos/Apartments in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Townhouses: 67 rentals available
  • Studios: 29 rentals available
  • Houses: 28 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Chalets 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 110 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.