Holiday rentals in Winchester

Compare 768 available properties from 26 providers
City of Winchester
Save up to 60%

Best holiday rental deals in Winchester

-38%
e.g. 16/11 - 23/11
House ∙ 4 guests ∙ 2 bedrooms
West Meon, City of Winchester, United Kingdom
from £89 £144
Sykes Cottages
5.0
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-60%
e.g. 10/12 - 17/12
House ∙ 6 guests ∙ 3 bedrooms
Droxford, City of Winchester, United Kingdom
from £127 £315
EveryStay
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-33%
e.g. 17/11 - 24/11
House ∙ 4 guests ∙ 2 bedrooms
Cheriton, City of Winchester, United Kingdom
from £115 £172
EveryStay
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Book the perfect rental for as little as £35 per night by searching through the 456 properties featured in City of Winchester. With HomeToGo you can easily search and compare the offers of each rental from various partner websites to discover the best deal and save up to 60%.

Recommended holiday lettings in Winchester

Rent a holiday apartment, home or cottage in Winchester: from £34 per night

House ∙ 4 guests ∙ 2 bedrooms
Winchester, City of Winchester, United Kingdom
from £122
EveryStay
5.0
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Apartment ∙ 4 guests ∙ 2 bedrooms
Winchester, City of Winchester, United Kingdom
from £212
HomeAway
4.8
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Apartment ∙ 4 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £90
HomeAway
5.0
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House ∙ 2 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £80
HomeAway
5.0
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House ∙ 2 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £93
EveryStay
5.0
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House ∙ 6 guests ∙ 3 bedrooms
Hambledon, City of Winchester, United Kingdom
from £261
HomeAway
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £136
HomeAway
5.0
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House ∙ 4 guests ∙ 2 bedrooms
Shawford, Compton and Shawford, City of Winchester
from £83
EveryStay
5.0
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Private room ∙ 2 guests ∙ 1 bedroom
Knowle, City of Winchester, United Kingdom
from £36
Airbnb
5.0
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Best holiday homes with a patio or terrace

Balcony/Patio
Apartment ∙ 5 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £77
HomeAway
5.0
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Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
Twyford, City of Winchester, United Kingdom
from £109
HomeAway
4.5
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Balcony/Patio
House ∙ 4 guests ∙ 2 bedrooms
Pitt, Hursley, City of Winchester
from £62
HomeAway
5.0
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Top holiday accommodation with fishing spots nearby

Fishing
House ∙ 5 guests ∙ 2 bedrooms
West Meon, City of Winchester, United Kingdom
from £57
HomeAway
4.7
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Fishing
House ∙ 9 guests ∙ 5 bedrooms
Droxford, City of Winchester, United Kingdom
from £128
HomeAway
4.9
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Fishing
House ∙ 2 guests ∙ 1 bedroom
Winchester, City of Winchester, United Kingdom
from £30
HomeAway
5.0
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Recommended pet-friendly holiday lettings

Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
Winchester, City of Winchester, United Kingdom
from £126
HomeAway
4.7
View deal
Pet-friendly
House ∙ 3 guests ∙ 2 bedrooms
Winchester, City of Winchester, United Kingdom
from £73
HomeAway
4.5
View deal
-86%
Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Shawford, Compton and Shawford, City of Winchester
from £100 £692
EveryStay
4.0
View deal
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Popular holiday rental amenities in Winchester

  • Kitchen (441)
  • No smoking (297)
  • Parking (280)
  • Internet (280)
  • TV (262)
  • Washer (164)
  • Garden (148)
  • Dishwasher (139)
  • Pet allowed (134)
  • Microwave (132)
  • No pets (126)
  • Balcony/Patio (113)
You will have a lot of rentals to choose from if you are looking for an accommodation including a pool in City of Winchester. House rentals with pools in City of Winchester are a wonderful choice for groups of 9 and have an average cost of £487 a night. If, ideally, you would like to be near the water, a few of the holiday lettings with a pool are located within 2 kilometres of the waterfront. City of Winchester is a wonderful holiday destination if you travel with a pet, as a lot of holiday lettings in City of Winchester allow you to bring your pet. Additionally, pet-friendly rentals in City of Winchester cost, on average, £233 per night. You will also find different rental options if you would like to rent near the city centre, as a few of the pet-friendly holiday lettings are less than 2 kilometres from the city centre.

Price and Availability Index in City of Winchester

Holiday Letting Price Information in Winchester

We analysed holiday cottages, homes and apartments to display a price graph showing the average price per night in Winchester. Prices reach their highest point in November, where prices are an average of £186 a night (17/11 - 24/11). You can find some of the best deals during a week of January (26/01 - 02/02). It is the cheapest week of the next 12 months.

Holiday Home Availability Information in Winchester

Find out the percentage of available rentals & cottages in Winchester with the graph above. It is harder to find an accommodation during a week of December (22/12 - 29/12), as 57% of the rentals are booked. Conversely, it is in February (23/02 - 02/03) that the highest percentage of rentals are available.

The weather in Winchester



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19°
10°
22°
12°
21°
12°
19°
10°
15°
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10°
Jan.
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- Rainy days

Check out our climate diagram to find the perfect month for your holidays. July is the warmest month in Winchester with average maximum temperatures of 22°. On the contrary, the coolest month is January. The rainiest month is July while the driest month is March.

Accommodations in Winchester

One-third of the properties (38.65%) in City of Winchester are house rentals. They are the most typical holiday properties on offer there. Additionally, house rentals here have an average price of £287 per night and an average size of 101 m². Furthermore, these properties are ideal for medium-sized groups and families, as most can welcome 5 guests. You can also search and compare other accommodation options in City of Winchester. Apartment rentals are another typical accommodation option in City of Winchester with 142 properties to compare. Apartment rentals in City of Winchester are 64 m² on average, with prices averaging £135 a night.

Explore the historic city of Winchester with a cosy holiday letting

The former seat of King Alfred the Great, Winchester offers you a unique mix of country and city. This historic town was the birthplace of cricket and boasts fine architecture, as well as a vibrant contemporary art scene.

Holiday cottages in Winchester allow you to explore everything this city has to offer with all the comforts of home. There are different types of holiday lettings on offer, right from manors and river front houses to chalets and cabins.

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Art & Culture

Historical attractions in Winchester

Winchester Cathedral is a treasure trove of historical artefacts, and the foundations of the building itself date back to the 7th century. This cathedral offers you attractions like the 12th century Winchester Bible, the tomb of Jane Austen, and 16th century murals decorating the Lady Chapel.

All fans of the Arthurian legend must pay a visit to the Winchester Castle to marvel at King Arthur’s Round Table that is affixed to the back wall of the Great Hall. This castle was built during William the Conqueror’s reign and dates back to the 11th century.

Family Activities

Fun activities to do with kids

Your kids will love visiting the more than 1,200 animals at the Marwell Zoo, which is located just around 8 km outside of Winchester. This zoo is famous for its conservation of endangered animals such as Oryx and white rhinos.

Winchester Science Centre and Planetarium will keep your kids engaged for hours with over 100 hands-on exhibits. The planetarium offers a fantastic selection of films that are projected on to a 360 degree domed screen.

Local Events

Annual events in Winchester

Check out Winchester Cocktail Week, when all the city's cafés, restaurants, and bars offer you amazing discounts on signature cocktails. This annual event takes place in February.

Winchester is home to the longest running outdoor arts' festival in UK, Hats Fair, where you can enjoy some spectacular performances by dancers and theatre artists.

We compare more than 300 providers, including:

Booking.com Holiday Rentals in Winchester Novasol Holiday Rentals in Winchester TripAdvisor Holiday Rentals in Winchester Inter Chalet Holiday Rentals in Winchester HomeAway Holiday Rentals in Winchester EveryStay Holiday Rentals in Winchester Interhome Holiday Rentals in Winchester 9flats.com Holiday Rentals in Winchester HouseTrip Holiday Rentals in Winchester Belvilla Holiday Rentals in Winchester Sykes Cottages Holiday Rentals in Winchester Homestay.com Holiday Rentals in Winchester Ski Planet Holiday Rentals in Winchester Only-apartments Holiday Rentals in Winchester James Villa Holidays Holiday Rentals in Winchester