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Vacation 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 Sunday (S$ 187). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is S$ 1,312.
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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 S$ 294 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 29 August 2025
Out of the vacation rentals in Winchester we've come across, these properties are priced the lowest. Prices can differ depending on the dates selected, so use the search form to browse more options if you have flexibility.
Hang Your Hat
Hang Your Hat

Hang Your Hat

Winchester, United Kingdom
0.4 km from city centre
S$ 294
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
S$ 359
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 29 August 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
S$ 164
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
S$ 161
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
S$ 257
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
S$ 179
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
S$ 420
Avg. per night
View Deal
City Apartment
City Apartment

City Apartment

Winchester, United Kingdom
0.1 km from city centre
S$ 250
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
S$ 208
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 29 August 2025.
Scroll to and zoom in on the areas in Winchester you plan on visiting to find nearby properties. Clicking a property's name will unlock more information and allow you to book that particular vacation 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 29 August 2025.

  • How much does a holiday rental in Winchester cost?

    On average, it costs S$ 288 per night for a Winchester holiday rental, but S$ 280 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Winchester was for S$ 44 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking April (the cheapest month) may end up saving you money.

  • 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 Winchester Market.

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