How much does a vacation rental in Winchester cost?

$237 per night is how much a vacation rental in Winchester costs, on average. $43 per night was the cheapest price recently found by our users, though anything for $185 per night or less is a good deal. Keep in mind that Winchester vacation rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is August.

What part of Winchester is best to stay in?

The best neighborhood to stay in Winchester is Downtown, according to our user data. 45% of our users who looked for vacation rentals in Winchester searched for properties in the Downtown area. If you’re also interested in booking a vacation rental in Downtown, consider the Settle in Winchester - Stylish Self Check-In Rooms - the neighborhood’s most popular rental property.

Are there any Guest house vacation rentals in Winchester?

At the moment, there are 5 properties listed as a Guest house vacation rental in Winchester. A popular Guest house in Winchester amongst our users is The Coral Guest House 1 Mile from Winche.

Vacation rentals in Winchester

Search and compare Winchester, England vacation rentals from hundreds of travel sites on HotelsCombined and save.

Travel insights for vacation rentals in Winchester

What is the cheapest day to stay in a vacation rental in Winchester?

The cheapest day to stay in Winchester is Sunday ($131). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $482.

Cheapest vacation rentals in Winchester, England

Currently, these are the lowest-priced vacation rentals in Winchester we've come across for the dates selected. As prices can vary by date, change the dates if you're flexible to compare rates.

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 204 hotels in Winchester and price data was last updated on December 12, 2025. The average price for a hotel in Winchester is .

Where to stay in Winchester

Explore different neighborhoods and areas within Winchester to find the perfect location for your stay. Map data was last updated on December 12, 2025.

Scroll to and zoom in on the areas in Winchester you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation rental.

Facts about staying in Winchester

Find useful tips and insights about staying in Winchester to help you make the most of your experience. FAQs were last updated on December 12, 2025.

How much does a vacation rental in Winchester cost?

What part of Winchester is best to stay in?

Are there any Guest house vacation rentals in Winchester?

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