Insights
Cheapest hotels
Where to stay

Holiday rentals in Winchester

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

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

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 ($95). Conversely, the most expensive month to stay in Winchester is September ($628).

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

The cheapest day to stay in Winchester is Monday ($113). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $407.

Find deals

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 $382 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 21 April 2026
At the moment, these holiday rentals offer the lowest nightly rate out of those we've come across in Winchester. Consider alternative dates if you're able to compare prices.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
$382
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
$384
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 21 April 2026. The average price for a hotel in Winchester is $265/night.
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
$201
Avg. per night
View Deal
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
$275
Avg. per night
View Deal
Bull Farm Studios
Bull Farm Studios

Bull Farm Studios

Winchester, United Kingdom
5.2 km from city centre
$146
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
$306
Avg. per night
View Deal
Wykeham Arms
Wykeham Arms

Wykeham Arms

75 Kingsgate Street, Winchester, United Kingdom
0.8 km from city centre
Free Wi-Fi
Parking
$333
Avg. per night
View Deal
Lainston House
Lainston House

Lainston House

Woodman Lane | Sparsholt, Winchester S021 2LT, England, Winchester, United Kingdom
4.0 km from city centre
Free Wi-Fi
Parking
$568
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 21 April 2026.
Whether you're visiting Winchester for leisure or business, utilise the map to find holiday rentals close to your ideal location. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 21 April 2026.

  • How much does a holiday rental in Winchester cost?

    $266/night is a typical cost for a holiday rental in Winchester throughout the year. Rental prices do vary though, and you’ll find that September is the most expensive month to book, and May is the cheapest month to book. HotelsCombined users recently found Winchester holiday rentals for as low as $74/night. In general, any Winchester rental for $241 or less is a good deal.

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

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

Find better results for your stay in Winchester