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Vacation rentals in Winchester

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Travel insights for holiday rentals in Winchester

Use our HotelsCombined data-powered tips to help you find your next holiday 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 (S$ 71). Conversely, the most expensive month to stay in Winchester is September (S$ 469).

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

The cheapest day to stay in Winchester is Monday (S$ 85). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 304.

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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$ 286 per night. There is currently one property in Winchester that can be booked for this price. Hang Your Hat is one of the hotels that can be booked for the lowest price in Winchester. Price data was last updated on 20 April 2026
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.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
S$ 286
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
S$ 287
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 213 hotels in Winchester and price data was last updated on 20 April 2026. The average price for a hotel in Winchester is S$ 198/night.
The Apartment, 24 West End Terrace, Winchester
The Apartment, 24 West End Terrace, Winchester

The Apartment, 24 West End Terrace, Winchester

Winchester, United Kingdom
0.4 km from city centre
Air conditioning
S$ 206
Avg. per night
View Deal
Bull Farm Studios
Bull Farm Studios

Bull Farm Studios

Winchester, United Kingdom
5.2 km from city centre
S$ 109
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$ 150
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 20 April 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 20 April 2026.

  • How much does a holiday rental in Winchester cost?

    On average, it costs S$ 199 per night for a Winchester holiday rental, but S$ 180 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$ 55 per night. If you can, try to avoid booking your rental September (as this is the most expensive month). Booking May (the cheapest month) may end up saving you money.

  • Are there any Bed & Breakfast holiday rentals in Winchester?

    There are 14 holiday rentals in Winchester that fall under the Bed & Breakfast category, the most popular is The Fox.

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