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Holiday 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 day to stay in a vacation rental in Winchester?

The cheapest day to stay in Winchester is Sunday (£43). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is £435.
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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 £169 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 9 September 2025
These Winchester properties charge the lowest price per night of those we've come across. As prices can vary by date, change the dates if you're flexible to compare rates.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.2 mi from city centre
£169
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
2.3 mi from city centre
£177
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 249 hotels in Winchester and price data was last updated on 9 September 2025. The average price for a hotel in Winchester is .
City Apartment
City Apartment

City Apartment

Winchester, United Kingdom
0.1 mi from city centre
£145
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
0.3 mi from city centre
Air conditioning
£120
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
£92
Avg. per night
View Deal
The Fox
The Fox

The Fox

Main Road, Winchester, United Kingdom
4.3 mi from city centre
Free Wi-Fi
£98
Avg. per night
View Deal
St John's Croft
St John's Croft

St John's Croft

Blue Ball Hill, Winchester, United Kingdom
0.6 mi from city centre
Free Wi-Fi
£129
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
£154
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 9 September 2025.
Whether you're visiting Winchester for leisure or business, utilise the map to find holiday rentals close to your ideal location. Users can click on a holiday rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

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 9 September 2025.

  • How much does a holiday rental in Winchester cost?

    Winchester holiday rentals are £161/night on average. However, you may find that prices fluctuate depending on the time of year. For example, July is the most expensive month to book a holiday rental in Winchester, and April is often the cheapest month to book. Recently, our users found rentals for £25/night - which is currently the cheapest price. Keep in mind that anything £156/night or less is still considered a good deal.

  • What part of Winchester is best to stay in?

    Consider staying in Downtown when looking for Winchester holiday rentals. Downtown is the most popular neighbourhood in the city according to our users. In fact, out of all users who looked for holiday rentals in Winchester in the past year, 8% of them searched for rentals in Downtown. If it’s available, we recommend staying at the 61, a HotelsCombined favourite when it comes to holiday rentals in Winchester’s Downtown neighbourhood.

  • Are there any Guest house holiday rentals in Winchester?

    If you’re looking to book a Guest house holiday rental in Winchester, then you have 5 to choose from. We recommend looking at The Coral Guest House 1 Mile from Winchester Market as it’s currently the most popular Guest house rental among our users.

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Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under £37 and Hotels Under £74. Discover hotel discounts now and make your hotel reservation today.