Discover a selection of 351 vacation rentals in Old Town, Winter Park that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including kitchens and swimming pools. Prices start at $101 per night, and townhouses and condos are popular options for a stay in Old Town. Either way, you'll find a rental for everyone's needs.
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How many vacation rentals are available around Old Town, Winter Park?

Our 2020 property listings offer a large selection of 351 vacation rentals around Old Town. From 62 townhouse rentals to 241 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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
  • Historic District: 20 vacation rentals
  • Corinthian Hills: 66 vacation rentals
  • Rendezvous: 600 vacation rentals
  • Grand Elk Ranch: 123 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:

  • Black Tie Ski Rentals of Winter Park: 1,923 vacation rentals
  • Granby Ranch: 2,082 vacation rentals
  • Fraser/Winter Park Station: 1,984 vacation rentals
  • Pole Creek Golf Club: 2,075 vacation rentals
  • Eldora Mountain Resort: 168 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 Townhouses in Old Town?

Yes, of course. Vrbo has 62 Townhouses in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Condos/Apartments: 241 rentals available
  • Houses: 20 rentals available
  • Studios: 21 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 preferred vacation rental with pool among our 104 vacation rentals with pool available in Old Town. Please use our search bar to access the selection of vacation rentals available.

Explore destinations around Old Town

Keystone
6,788 vacation rentals
Silverthorne
8,316 vacation rentals
Grand Lake
1,229 vacation rentals
Granby
1,808 vacation rentals
Dillon
7,198 vacation rentals
Fraser
1,730 vacation rentals
Boulder
611 vacation rentals
Idaho Springs
1,502 vacation rentals
Evergreen
341 vacation rentals
Black Hawk
2,052 vacation rentals
Nederland
1,793 vacation rentals
Tabernash
1,728 vacation rentals
Allenspark
2,513 vacation rentals
Lyons
1,509 vacation rentals
Georgetown
109 vacation rentals
Ward
432 vacation rentals
Silver Plume
3,220 vacation rentals
Jamestown
523 vacation rentals
Central City
1,225 vacation rentals
Dumont
1,132 vacation rentals