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Holiday hires in Winchester

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

Winchester, United Kingdom
1 May — 2 May2
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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 month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is December ($208). Conversely, the most expensive month to stay in Winchester is June ($775).

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

The cheapest day to stay in Winchester is Wednesday ($176). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $403.

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 $282 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 24 April 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.
Show all 243 holiday rentals
Winchester, United Kingdom
3.7 km from city centre
$282
Avg. per night

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 243 hotels in Winchester and price data was last updated on 24 April 2025. The average price for a hotel in Winchester is $263/night.
Show all 243 stays
11 Saxon Road, Winchester, United Kingdom
0.6 km from city centre
Free Wi-Fi
Parking
$191
Avg. per night
1 Wharf Hill, Winchester, United Kingdom
1.1 km from city centre
Free Wi-Fi
$221
Avg. per night
Main Road, Hursley, Winchester, Hampshire SO21 2JW, Winchester, United Kingdom
6.7 km from city centre
Free Wi-Fi
$238
Avg. per night
88 Main Road, Winchester, United Kingdom
3.7 km from city centre
Free Wi-Fi
$178
Avg. per night
Winchester, United Kingdom
0.4 km from city centre
Free Wi-Fi
$252
Avg. per night
Main Road, Winchester, United Kingdom
7.0 km from city centre
Free Wi-Fi
$200
Avg. per night
Blue Ball Hill, Winchester, United Kingdom
0.9 km from city centre
Free Wi-Fi
$268
Avg. per night
Southgate Street, Winchester, United Kingdom
0.4 km from city centre
Free Wi-Fi
$280
Avg. per night
75 Kingsgate Street, Winchester, United Kingdom
0.8 km from city centre
Free Wi-Fi
Parking
$243
Avg. per night

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 24 April 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 24 April 2025.
  • How much does a holiday rental in Winchester cost?

    $263 per night is how much a holiday rental in Winchester costs, on average. $54 per night was the cheapest price recently found by our users, though anything for $260 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 June, 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, 93% of HotelsCombined users searched for rentals in Downtown in the past 12 months, making it a popular choice.

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

    If you’re looking to book a Bed & Breakfast holiday rental in Winchester, then you have 14 to choose from. We recommend looking at Otters Green as it’s currently the most popular Bed & Breakfast rental among our users.

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