Winchester holiday rentals

We found 3 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Winchester to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, including parking and a TV. You'll be able to choose a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Winchester getaway

Learn about the unique charm of Winchester with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Winchester

Do you want to discover attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Winchester a fun spot to go on holiday. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Nell Hill's (18.3 mi / 29.5 km)
  • The Sallie House (18.7 mi / 30.1 km)
  • Snow Creek (18.9 mi / 30.4 km)
  • Pirtle Winery (20.6 mi / 33.2 km)
  • Trails West Golf Course (18.5 mi / 29.7 km)
  • Riverwood Winery (18.5 mi / 29.8 km)

Exploring the natural landscape of Winchester

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Winchester is a great spot to appreciate mother nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Perry Lake (14.6 mi / 23.4 km)
  • Kickapoo Island (19.4 mi / 31.2 km)
  • International Forest of Friendship (15.9 mi / 25.6 km)
  • Walt Wilburn Field (17.4 mi / 28 km)
  • Paradise Point Public Use Area (11.3 mi / 18.2 km)
  • Old Town Park (11.5 mi / 18.5 km)

Transport to and around Winchester

The nearest airport is in Kansas City International Airport (MCI), located 29.5 mi (47.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Topeka, KS (FOE-Forbes Field), which is 33.9 mi (54.6 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Winchester?
The average price for a holiday home in Winchester is determined by a number of factors, including season, property type and length of stay. Whether you’re in search of a sprawling villa with room to move around or a quaint cabin just enough for two, just enter your dates of travel to find stays with terrific value.
How much does it cost to rent a beach house in Winchester?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Winchester travel dates to see your options on Stayz. Did someone just say “private pool”? Use our filters to choose the features and amenities you want in your holiday home.
How old do you have to be to rent a holiday home in Winchester?
You’ll need to check with the Winchester holiday property you’re considering on Stayz as the minimum age differs. However, it’s typically 16, 18 or 21.
How long can I rent a holiday home in Winchester for?
How long you can book a holiday home in Winchester varies according to the property. Simply enter your desired dates to view a list of options offering extended stays. With tons of creature comforts like laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get a terrific place to call your home away from home in Winchester.