Discover a selection of 342 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 $107 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.
AsyncDestinationUrgency
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

How many vacation rentals are available around Old Town, Winter Park?

Our 2020 property listings offer a large selection of 342 vacation rentals around Old Town. From 61 townhouse rentals to 232 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 61 Townhouses in Old Town. Our other popular types of vacation rentals in Old Town include:

  • Condos/Apartments: 232 rentals available
  • Houses: 23 rentals available
  • Studios: 19 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 105 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