Find the best place to stay — Winchester

Where to stay around Winchester?

Our 2018 property listings offer a large selection of 63 vacation rentals near Winchester. From 38 houses to 13 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 HomeAway.

What are the popular points of interest near where I can stay when traveling to Winchester?

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

  • Tims Ford State Park: 48 vacation rentals
  • University of the South: 61 vacation rentals
  • Elk River Dam: 73 vacation rentals
  • Lake Cheston: 65 vacation rentals
  • Jack Daniel's Distillery: 48 vacation rentals

But there are many other points of interest around Winchester listed on HomeAway 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 houses in Winchester?

Yes, of course. HomeAway has 38 houses in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Cabins: 13 rentals available
  • Cottages: 4 rentals available

Can I rent golf rentals in Winchester?

Absolutely, HomeAway has 38 golf rentals in Winchester. You have also many other possibilities in Winchester area, including:

  • Lake rentals: 26 rentals
  • Waterfront rentals: 21 rentals
  • Mountain rentals: 14 rentals

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

Can I find a vacation rental with pool in Winchester?

Yes, you can select your preferred vacation rental with pool among our 8 vacation rentals with pool available in Winchester. Please use our search bar to access the selection of vacation rentals available.

    The Lakeside Setting of Winchester is Ready to Explore

    The lake and other outdoor surroundings create an inviting atmosphere in Winchester. Revered for its restaurants, shopping and boating, this city is both welcoming and romantic. A vacation rental can help make your stay complete—many rentals come with a kitchen and laundry facilities.

    Attractions In and Around Winchester

    Have time to spare and looking for things to do around Winchester? Visitors searching for nearby cultural experiences can spend an enlightening afternoon at Cowan Railroad Museum, Jack Daniel's Distillery or George Dickel Distillery. Why not also take in more of the area with visits to Elk River Dam, Lake Cheston or University of the South?