Winchester holiday rentals

We found 4 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from holiday rentals in Winchester to find one that's perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include Wi-Fi and a fireplace. You're sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

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Travelling to and around Winchester

Fly into Baltimore Washington International Airport (BWI), the closest airport, located 8.5 mi (13.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Baltimore, MD (MTN-Martin State), which is 13.1 mi (21.1 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Winchester?

Property type, length of stay and time of year are some of the conditions that can determine the price of a holiday home. Simply add your dates of travel to find your ideal match. From comfy cabins to expansive luxury villas, all Vrbo holiday homes offer amazing value.

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

Prices for beach houses in Winchester can differ depending on the size and type of the property and when you're travelling. Just enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use the filters to narrow your search results by nearby activities, amenities, ratings and more.

What are the top attractions for families in Winchester?

Keeping the kids amused during your Winchester holiday is a breeze with these top family-friendly attractions:

  • National Aquarium in Baltimore
  • Maryland Zoo
  • B&O Railroad Museum

How old do you have to be to rent a holiday home in Winchester?

The minimum age is generally 16, 18 or 21. It can vary across properties on Vrbo, so look at the rules of your chosen Winchester stay before making a booking.

How long can I rent a holiday home in Winchester for?

It really depends on the Winchester property. To view a list of options offering extended stays, simply enter your travel dates and number of people into Vrbo. Look forward to having the place to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and a yard where your little ones can play. Keep your eyes open for any long-term stays that offer discounted weekly or monthly prices.