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Vacation rentals in Winchester

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Cheapest vacation rentals in Winchester, England

Discover affordable stays in Winchester that provide a quality experience without breaking the bank. Hotels in Winchester can be found for as low as $224 per night. There is currently one property in Winchester that can be booked for this price. Hang Your Hat - The Cottage is one of the hotels that can be booked for the lowest price in Winchester. Price data was last updated on July 9, 2026
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.
Hang Your Hat - The Cottage
Hang Your Hat - The Cottage

Hang Your Hat - The Cottage

Winchester, United Kingdom
0.2 mi from city centre
$224
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
2.3 mi from city centre
$322
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 221 hotels in Winchester and price data was last updated on July 9, 2026. The average price for a hotel in Winchester is .
The Running Horse
The Running Horse

The Running Horse

88 Main Road, Winchester, United Kingdom
2.3 mi from city centre
Free Wi-Fi
Parking
$98
Avg. per night
View Deal
The Plough Itchen Abbas
The Plough Itchen Abbas

The Plough Itchen Abbas

The Plough, Winchester, United Kingdom
4.0 mi from city centre
Free Wi-Fi
$135
Avg. per night
View Deal
Hotel du Vin Winchester
Hotel du Vin Winchester

Hotel du Vin Winchester

Southgate Street, Winchester, United Kingdom
0.2 mi from city centre
Free Wi-Fi
$212
Avg. per night
View Deal
Wykeham Arms
Wykeham Arms

Wykeham Arms

75 Kingsgate Street, Winchester, United Kingdom
0.5 mi from city centre
Free Wi-Fi
Parking
$201
Avg. per night
View Deal
Lainston House
Lainston House

Lainston House

Woodman Lane | Sparsholt, Winchester S021 2LT, England, Winchester, United Kingdom
2.5 mi from city centre
Free Wi-Fi
Parking
$345
Avg. per night
View Deal

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 July 9, 2026.
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 July 9, 2026.

  • How much does a vacation rental in Winchester cost?

    $143 per night is how much a vacation rental in Winchester costs, on average. $57 per night was the cheapest price recently found by our users, though anything for $133 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 December.

  • What part of Winchester is best to stay in?

    The best neighborhood to stay in Winchester is Downtown, according to our user data. 34% 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 Winchester - 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 Running Horse.

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