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Holiday hires 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 ($182). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is $1,838.
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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 $346 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. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
$346
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
$363
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 .
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
$194
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
$182
Avg. per night
View Deal
City Apartment
City Apartment

City Apartment

Winchester, United Kingdom
0.1 km from city centre
$298
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
$246
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
$190
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
$201
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.
Utilise the map to find properties close to the Winchester area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the holiday rental's name within the map.

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?

    $332 per night is how much a holiday rental in Winchester costs, on average. $52 per night was the cheapest price recently found by our users, though anything for $320 per night or less is a good deal. Keep in mind that Winchester holiday rental prices fluctuate throughout the year: the most expensive month to book is July, and the cheapest time to book is April.

  • What part of Winchester is best to stay in?

    Downtown is the best part of the city to stay in if you’re looking for a holiday rental in Winchester. The 61 is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Winchester, 97% of HotelsCombined users searched for rentals in Downtown in the past 12 months, making it a popular choice.

  • 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 $76 and Hotels Under $152. Discover hotel discounts now and make your hotel reservation today.