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Vacation rentals in Winchester

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Travel insights for holiday rentals in Winchester

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

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

The cheapest day to stay in Winchester is Sunday (S$ 124). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 546.

How far ahead should you book a vacation rental in Winchester?

Save money by booking a vacation rental at least 9 days before your trip to Winchester. The lowest price found when booking 9 days ahead was S$ 55 per night.

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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$ 291 per night. There is currently one property in Winchester that can be booked for this price. Hang Your Hat - The Cottage is one of the hotels that can be booked for the lowest price in Winchester. Price data was last updated on 1 August 2026
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 - The Cottage
Hang Your Hat - The Cottage

Hang Your Hat - The Cottage

Winchester, United Kingdom
0.4 km from city centre
S$ 291
Avg. per night
View Deal
South Winchester Lodges
South Winchester Lodges

South Winchester Lodges

Winchester, United Kingdom
3.7 km from city centre
S$ 378
Avg. per night
View Deal

Other accommodations in Winchester

Find the perfect holiday rental for your stay in Winchester. There are 228 hotels in Winchester and price data was last updated on 1 August 2026. 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
S$ 177
Avg. per night
View Deal
Hotel du Vin & Bistro Winchester
Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

Southgate Street, Winchester, United Kingdom
0.4 km from city centre
Free Wi-Fi
S$ 230
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$ 241
Avg. per night
View Deal
Lainston House Hotel
Lainston House Hotel

Lainston House Hotel

Woodman Lane | Sparsholt, Winchester S021 2LT, England, Winchester, United Kingdom
4.0 km from city centre
Free Wi-Fi
Parking
S$ 422
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 1 August 2026.
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 1 August 2026.

  • How much does a holiday rental in Winchester cost?

    On average, it costs S$ 212 per night for a Winchester holiday rental, but S$ 201 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$ 68 per night. If you can, try to avoid booking your rental July (as this is the most expensive month). Booking July (the cheapest month) may end up saving you money.

  • Are there any Guest house holiday rentals in Winchester?

    There are 4 holiday rentals in Winchester that fall under the Guest house category, the most popular is The Running Horse.

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