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Vacation rentals in Winchester

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Travel insights for vacation rentals in Winchester

Use our HotelsCombined data-powered tips to help you find your next vacation rental in Winchester.

What is the cheapest month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is August (C$ 76). Conversely, the most expensive month to stay in Winchester is September (C$ 622).

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

The cheapest day to stay in Winchester is Monday (C$ 104). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 334.

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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$ 314 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 7 May 2026
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$ 314
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
C$ 318
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 227 hotels in Winchester and price data was last updated on 7 May 2026. The average price for a hotel in Winchester is C$ 217/night.
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$ 247
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$ 267
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
C$ 483
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
C$ 221
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 7 May 2026.
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 7 May 2026.

  • How much does a vacation rental in Winchester cost?

    Winchester vacation rentals are C$ 218/night on average. However, you may find that prices fluctuate depending on the time of year. For example, September is the most expensive month to book a vacation rental in Winchester, and May is often the cheapest month to book. Recently, our users found rentals for C$ 59/night - which is currently the cheapest price. Keep in mind that anything C$ 186/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, 83% 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 Inn vacation rentals in Winchester?

    Yes, there are 3 Inn vacation rentals in Winchester. According to our data, The Running Horse is currently the most popular Inn rental in the city.

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