Find the best place to stay — Winchester

Where to stay around Winchester, KY?

Our 2018 property listings offer a large selection of 15 vacation rentals near Winchester. From 4 cottages to 3 cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winchester for a holiday or a weekend are on VRBO.

What is the best area to stay when traveling to Winchester?

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 Winchester:

  • Northside District: 42 vacation rentals
  • Georgetown: 24 vacation rentals
  • North Upper Street: 38 vacation rentals
  • Martin Luther King: 45 vacation rentals
  • Historic South Hill: 42 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 Winchester?

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

  • Bluegrass Heritage Museum: 112 vacation rentals
  • Lykins Park: 91 vacation rentals
  • Clark Regional Medical Center: 115 vacation rentals
  • Community Park: 113 vacation rentals
  • Daniel Boone National Forest: 403 vacation rentals

But there are many other points of interest around Winchester 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 cottages in Winchester?

Yes, of course. VRBO has 4 cottages in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Cabins: 3 rentals available
  • Farmhouses: 2 rentals available
  • Houses: 2 rentals available

Can I rent golf rental rentals in Winchester?

Absolutely, VRBO has 10 golf rental rentals in Winchester. You have also many other possibilities in Winchester area, including:

  • Beachfront rentals: 4 rentals

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

Can I find a vacation rental with online bookable in Winchester?

Yes, you can select your prefered vacation rental with online bookable among our 15 vacation rentals with online bookable available in Winchester. Please use our search bar to access the selection of vacation rentals available.