How much does a vacation rental in Winchester cost?

Winchester vacation rentals are C$ 233/night on average. However, you may find that prices fluctuate depending on the time of year. For example, June 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$ 230/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, 81% of them looked for stays in the Downtown neighbourhood in the last year. The Two Bare Feet 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.

Winchester Vacation Rentals, Apartments & Condos

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 month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is December (C$ 163). Conversely, the most expensive month to stay in Winchester is June (C$ 607).

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

The cheapest day to stay in Winchester is Wednesday (C$ 138). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 316.

Find deals

Cheapest vacation rentals in Winchester, England

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.

Show all 243 vacation rentals

South Winchester Lodges

Winchester, United Kingdom

3.7 km from city centre

C$ 250

Avg. per night

View Deal

Other accommodations in Winchester

Show all 243 stays

South Winchester Lodges

Winchester, United Kingdom

3.7 km from city centre

C$ 250

Avg. per night

View Deal

The Fox

Main Road, Winchester, United Kingdom

7.0 km from city centre

Free Wi-Fi

C$ 177

Avg. per night

View Deal

St John's Croft

Blue Ball Hill, Winchester, United Kingdom

0.9 km from city centre

Free Wi-Fi

C$ 237

Avg. per night

View Deal

Two Bare Feet

Winchester, United Kingdom

0.4 km from city centre

Free Wi-Fi

C$ 223

Avg. per night

View Deal

The King Alfred Pub

11 Saxon Road, Winchester, United Kingdom

0.6 km from city centre

Free Wi-Fi

Parking

C$ 169

Avg. per night

View Deal

Hotel du Vin Winchester

Southgate Street, Winchester, United Kingdom

0.4 km from city centre

Free Wi-Fi

C$ 248

Avg. per night

View Deal

Wykeham Arms

75 Kingsgate Street, Winchester, United Kingdom

0.8 km from city centre

Free Wi-Fi

Parking

C$ 215

Avg. per night

View Deal

Lainston House

Woodman Lane | Sparsholt, Winchester S021 2LT, England, Winchester, United Kingdom

4.0 km from city centre

Free Wi-Fi

Parking

C$ 516

Avg. per night

View Deal

The Black Hole

1 Wharf Hill, Winchester, United Kingdom

1.1 km from city centre

Free Wi-Fi

C$ 195

Avg. per night

View Deal

Where to stay in Winchester

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

How much does a vacation rental in Winchester cost?
Winchester vacation rentals are C$ 233/night on average. However, you may find that prices fluctuate depending on the time of year. For example, June 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$ 230/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, 81% of them looked for stays in the Downtown neighbourhood in the last year. The Two Bare Feet 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.

Find better results for your stay 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 month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is December (C$ 163). Conversely, the most expensive month to stay in Winchester is June (C$ 607).

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

The cheapest day to stay in Winchester is Wednesday (C$ 138). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 316.

Cheapest vacation rentals in Winchester, England

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.

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 243 hotels in Winchester and price data was last updated on 25 April 2025. The average price for a hotel in Winchester is C$ 232/night.

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 April 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 April 2025.

How much does a vacation rental in Winchester cost?

What part of Winchester is best to stay in?

Are there any Bed & Breakfast vacation rentals in Winchester?

Find better results for your stay in Winchester

Explore these cities in England

Looking to explore England during your trip? These are other popular cities nearby that HotelsCombined users visit

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Vacation rentals in Winchester

Search and compare Winchester, England vacation rentals from hundreds of travel sites on HotelsCombined and save.

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 month to book a vacation rental in Winchester?

The cheapest month to book a vacation rental in Winchester is December (C$ 163). Conversely, the most expensive month to stay in Winchester is June (C$ 607).

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

The cheapest day to stay in Winchester is Wednesday (C$ 138). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is C$ 316.

Cheapest vacation rentals in Winchester, England

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.

Other accommodations in Winchester

Find the perfect vacation rental for your stay in Winchester. There are 243 hotels in Winchester and price data was last updated on 25 April 2025. The average price for a hotel in Winchester is C$ 232/night.

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 April 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 April 2025.

How much does a vacation rental in Winchester cost?

What part of Winchester is best to stay in?

Are there any Bed & Breakfast vacation rentals in Winchester?

Find better results for your stay in Winchester

Explore these cities in England

Looking to explore England during your trip? These are other popular cities nearby that HotelsCombined users visit