Winchester vacation rentals

We found 21 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Scroll through and select from vacation rentals in Winchester to find one that's perfect for your trip. Vacation homes offer the amenities you expect for your family, friends, or furry companion, like cable TV and a washer and dryer. At the end of the day, you're sure to find a rental that has what everyone needs, including accessible or non-smoking choices.

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Find the perfect vacation rental for your Winchester getaway

Learn about the unique charm of Winchester with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Winchester

Do you want to discover attractions to see while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Winchester a fun place to get away. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Hillsboro Elks Country Club (17.7 mi / 28.5 km)
  • Moyer's Winery (20.2 mi / 32.6 km)
  • Meranda-Nixon Winery (12.4 mi / 20 km)
  • Kinkead Ridge Vineyard and Winery (17.5 mi / 28.1 km)
  • Kenton Station Golf Course (22.7 mi / 36.5 km)

Exploring the natural landscape of Winchester

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Winchester is a great spot to appreciate mother nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city center:

  • Rocky Fork Lake State Park (18.2 mi / 29.3 km)
  • Rocky Fork State Park (18.8 mi / 30.2 km)
  • Rocky Fork Lake (19.5 mi / 31.3 km)
  • Adams Lake State Park (11.3 mi / 18.2 km)
  • Brush Creek State Forest (23.6 mi / 37.9 km)

Traveling to and around Winchester

The nearest airport is in Cincinnati, OH (LUK-Cincinnati Municipal - Lunken Field), located 43.2 mi (69.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Cincinnati-Northern Kentucky Int'l Airport (CVG), which is 54.6 mi (87.9 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Winchester?

A number of things can influence the price of a vacation rental in Winchester, such as the time of year, length of stay and property type. Still, all our vacation homes have one thing in common — exceptional value. Just enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Winchester?

Prices for beach houses in Winchester will vary depending on the type and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to see available options and prices. From there you can use our filter tool to tailor your search by ratings, nearby activities and more.

How old do you have to be to rent a vacation rental in Winchester?

We advise checking with the Winchester vacation property you're considering on Vrbo as the age limit varies. However, it's generally 16, 18 or 21.

How long can I rent a vacation rental in Winchester for?

The amount of time you can stay in a Winchester vacation rental for depends on the property. Just put in your travel dates to view available options offering longer term stays. They feature all the things you need to make your extended break more comfortable and convenient, like kitchens and laundries. Some properties may also offer weekly or monthly discounts, so you can stick around for longer for less.

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