Winchester vacation rentals

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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. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll have the best amenities for spending time at your home away from home, which might include parking and a fireplace. Whatever you're looking for, you'll be able to choose a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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The adventurous city of Winchester awaits you

Enjoy the history and other features of Winchester. One of the city's many top draws is its golfing. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Winchester

Are you searching for attractions to visit 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 major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Eldora Speedway (20.8 mi / 33.5 km)
  • Warm Glow Candle Company (21.6 mi / 34.8 km)
  • Winchester Golf Club (1.1 mi / 1.8 km)
  • Caddie Shack Driving Range (19.8 mi / 31.8 km)
  • Abbott's Candy Shop (20.4 mi / 32.9 km)

Exploring the natural features in Winchester

Whether you're an outdoor enthusiast or just want to take in the scenery, Winchester is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Prairie Creek Reservoir and Campground (18.7 mi / 30 km)
  • Summit Lake State Park (19.9 mi / 32 km)
  • Scout Lake (21.4 mi / 34.5 km)
  • Middlefork Reservoir Park (22.7 mi / 36.6 km)

How to get to and around Winchester

The nearest airport is in Muncie, IN (MIE-Delaware County), located 21.9 mi (35.2 km) from the city center.

Frequently asked questions

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

The average price for a vacation rental in Winchester is based on several factors, such as length of stay, season and property type. Whether you're dreaming about a sprawling villa with space for extended family or an apartment perfect for just you and the kids, just add your dates of travel to see stays with amazing value.

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

The average price for a vacation rental close to the beach in Winchester will depend on when you'll be there and the type and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your destination and preferred travel dates. Then use the handy filter tool to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.

What are the top attractions for families in Winchester?

If you're traveling with the kids, put these family-friendly attractions in Winchester on your list of things to do:

  • Winchester Speedway
  • Winchester Golf Club

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

The minimum age can vary across properties on Vrbo, so check the rules of the vacation rental in Winchester you're considering. But typically, it's 16, 18 or 21.

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

The length of time you can rent a vacation rental in Winchester differs according to the property. Just enter your selected dates to see a list of options offering extended stays. With lots of features such as full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to get somewhere perfect to call your home away from home in Winchester.