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Vacation rentals in Winchester

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Travel insights for vacation rentals in Winchester

Use these up-to-date, data-driven insights about booking a vacation 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 Thursday (C$ 204). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is C$ 995.
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Cheapest vacation 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 C$ 317 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 25 August 2025
At the moment, these vacation rentals offer the lowest nightly rate out of those we've come across in Winchester. If you have the flexibility, change the dates selected to compare prices.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
C$ 317
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
C$ 387
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 249 hotels in Winchester and price data was last updated on 25 August 2025. The average price for a hotel in Winchester is .
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
C$ 182
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
C$ 236
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
C$ 387
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
C$ 279
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
C$ 192
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 25 August 2025.
Scroll to and zoom in on the areas in Winchester you plan on visiting to find nearby properties. More information on a given vacation rental can be accessed by clicking the vacation 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 25 August 2025.

  • How much does a vacation rental in Winchester cost?

    Winchester vacation rentals are C$ 292/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 vacation rental in Winchester, and April is often the cheapest month to book. Recently, our users found rentals for C$ 48/night - which is currently the cheapest price. Keep in mind that anything C$ 285/night or less is still considered a good deal.

  • What part of Winchester is best to stay in?

    Downtown is the best part of Winchester to stay in based on our user data. Out of all our users who looked at Winchester vacation rentals, 86% of them looked for stays in the Downtown neighbourhood in the last year. The Settle in Winchester - Stylish Self Check-In Rooms happens to be the most popular vacation rental in the Downtown neighbourhood of Winchester.

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

    Yes, there are 14 Bed & Breakfast vacation rentals in Winchester. According to our data, Otters Green is currently the most popular Bed & Breakfast rental in the city.

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