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Holiday rentals 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 Monday (€57). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is €206.

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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 €179 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 8 March 2026
Currently, these are the lowest-priced holiday rentals in Winchester we've come across for the dates selected. 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
0.4 km from city centre
€179
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
€195
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 206 hotels in Winchester and price data was last updated on 8 March 2026. The average price for a hotel in Winchester is .
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
€195
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
€145
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
€127
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
€283
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
€114
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
€139
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 8 March 2026.
Utilise the map to find properties close to the Winchester area(s) or attractions you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday 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 8 March 2026.

  • How much does a holiday rental in Winchester cost?

    The average cost for a holiday rental in Winchester is €148/night. A good holiday rental deal in Winchester would be for €116/night or less. The cheapest rental deal found recently by our users was €37/night. If you’re flexible with your travel dates, then try to avoid booking September, the most expensive month of the year. Booking August is the cheapest month to book a holiday rental in Winchester.

  • What part of Winchester is best to stay in?

    The best neighbourhood to stay in Winchester is Downtown, according to our user data. 96% of our users who looked for holiday rentals in Winchester searched for properties in the Downtown area. If you’re also interested in booking a holiday rental in Downtown, consider the Settle in Winchester - Stylish Self Check-In Rooms - the neighbourhood’s most popular rental property.

  • Are there any Guest house holiday rentals in Winchester?

    There are 5 holiday rentals in Winchester that fall under the Guest house category, the most popular is The Coral Guest House 1 Mile from Winche.

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