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Vacation rentals in Winchester

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Travel insights for holiday rentals in Winchester

Use these up-to-date, data-driven insights about booking a holiday rental in Winchester including ideal times to book, pricing trends, and more.

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

The cheapest day to stay in Winchester is Sunday (S$ 102). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 837.
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Cheapest holiday 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 S$ 266 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 22 October 2025
Out of the vacation rentals in Winchester we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
S$ 266
Avg. per night
View Deal
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
S$ 283
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 204 hotels in Winchester and price data was last updated on 22 October 2025. The average price for a hotel in Winchester is .
The King Alfred Pub
The King Alfred Pub

The King Alfred Pub

11 Saxon Road, Winchester, United Kingdom
0.6 km from city centre
Free Wi-Fi
S$ 162
Avg. per night
View Deal
The Running Horse
The Running Horse

The Running Horse

88 Main Road, Winchester, United Kingdom
3.7 km from city centre
Free Wi-Fi
S$ 108
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
S$ 266
Avg. per night
View Deal
The Plough Itchen Abbas
The Plough Itchen Abbas

The Plough Itchen Abbas

The Plough, Winchester, United Kingdom
6.5 km from city centre
Free Wi-Fi
S$ 154
Avg. per night
View Deal
The Fox
The Fox

The Fox

Main Road, Winchester, United Kingdom
7.0 km from city centre
Free Wi-Fi
S$ 196
Avg. per night
View Deal
St John s Croft
St John s Croft

St John s Croft

Blue Ball Hill, Winchester, United Kingdom
0.9 km from city centre
Free Wi-Fi
S$ 210
Avg. per night
View Deal
Hotel du Vin Winchester
Hotel du Vin Winchester

Hotel du Vin Winchester

Southgate Street, Winchester, United Kingdom
0.4 km from city centre
Free Wi-Fi
S$ 192
Avg. per night
View Deal

Where to stay in Winchester

Explore different neighbourhoods and areas within Winchester to find the perfect location for your stay. Map data was last updated on 22 October 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 22 October 2025.

  • How much does a holiday rental in Winchester cost?

    On average, it costs S$ 296 per night for a Winchester holiday rental, but S$ 244 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winchester was for S$ 56 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking August (the cheapest month) may end up saving you money.

  • Are there any Guest house holiday rentals in Winchester?

    There are 5 holiday rentals in Winchester that fall under the Guest house category, the most popular is The Coral Guest House 1 Mile from Winchester Market.

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