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Vacation rentals in Winchester

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Travel insights for vacation rentals in Winchester

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Winchester.

What is the cheapest month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is August ($56). Conversely, the most expensive month to stay in Winchester is September ($369).

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

The cheapest day to stay in Winchester is Monday ($67). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $239.

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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 $228 per night. There is currently one property in Winchester that can be booked for this price. South Winchester Lodges is one of the hotels that can be booked for the lowest price in Winchester. Price data was last updated on April 22, 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.
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
2.3 mi from city centre
$228
Avg. per night
View Deal
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.2 mi from city centre
$230
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 214 hotels in Winchester and price data was last updated on April 22, 2026. The average price for a hotel in Winchester is $156/night.
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
$173
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
$196
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
$348
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
$118
Avg. per night
View Deal
The King Alfred Pub
The King Alfred Pub

The King Alfred Pub

11 Saxon Road, Winchester, United Kingdom
0.4 mi from city centre
Free Wi-Fi
$138
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 April 22, 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 April 22, 2026.

  • How much does a vacation rental in Winchester cost?

    $156 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 $142 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 September, and the cheapest time to book is May.

  • What part of Winchester is best to stay in?

    The best neighborhood to stay in Winchester is Downtown, according to our user data. 41% 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 Bed & Breakfast vacation rentals in Winchester?

    At the moment, there are 14 properties listed as a Bed & Breakfast vacation rental in Winchester. A popular Bed & Breakfast in Winchester amongst our users is The Fox.

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