Winchester holiday rentals

Sat 20/4
Wed 24/4

Search hundreds of travel sites at once for car rental deals in Winchester

...and more

Let KAYAK do the searching

Save on your next stay

Search and compare hundreds of travel sites at once for holiday rentals in Winchester

We’re completely free to use – no hidden charges or fees

Best Winchester holiday rentals

Most recommended holiday rentals in Winchester

Show all
Two Bare Feet - Winchester - Living room
Two Bare Feet
9.3 Wonderful
£107+
£107+
Parking
Free Wi-Fi
South Winchester Lodges - Winchester - Bedroom
South Winchester Lodges
9.3 Wonderful
£249+
£249+
Parking
Free Wi-Fi
Pet-friendly
Station Rooms
7.9 Good
£76+
£76+
Free Wi-Fi
Pet-friendly
Bull Farm Studios
8.5 Very Good
£63+
£63+
Parking
Free Wi-Fi
61
7.5 Good
£59+
£59+
Free Wi-Fi
Winchester Apartments
8.1 Very Good
£106+
£106+
Parking
Free Wi-Fi
Paddock View
8.4 Very Good
£120+
£120+
Parking
Free Wi-Fi

Good to know

Low season

February

High season

December

Average price (weeknight)

£97

Average price (weekend night)

£111
Cheapest month to stay with an average 42% drop in price.
Most expensive month to stay with an average 80% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a holiday rental in Winchester

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Winchester holiday rental deals

  • History lovers will find themselves close to some of the major attractions if they look for Winchester holiday rentals that are in the city centre. For example Two Bare Feet is located only a short distance from Winchester Cathedral, a medieval Anglican building with a Norman Crypt.
  • If you want to travel to other nearby locations, you should look for Winchester holiday rentals that are close to the station. For example, Station Room is located near to Winchester Train Station. From here, you can get to cities like Southampton and London with ease.
  • Food lovers wanting to enjoy some of the best restaurants should look for Winchester holiday rentals that are located in the centre of the city, where many of the top eateries are. For instance The Loft Winchester is only a short walk from many popular establishments.
  • If you want to practise your swing whilst you’re on holiday you should look for Winchester holiday homes that are to the north of the city, where some of the best golf courses are. For example, Specious Apt. Winchester is only a short drive to Winchester Golf Academy.
  • Football lovers should look for accommodation that’s near to Southampton, where some leading clubs are based. For example Superb Brand New Southampton City Apartments is only a short walk from St Mary’s Stadium, where Southampton Football Club play.
  • Holiday rentals in Winchester are around 3% cheaper than hotels on average. Search here to compare prices for all accommodation types in Winchester.
  • The best holiday rental properties in Winchester are Hang Your Hat (9.8, 102 reviews), Lovely room in period townhouse (9.8, 21), and The Sky Penthouse (9.8, 40), based on ratings and reviews from real travellers.
  • If you’re looking for a cheap holiday rental in Winchester, you should consider visiting during the low season. The cheapest holiday homes in Winchester can be found in February and May.
  • The cheapest night for renting a holiday home in Winchester is Friday. In contrast, the most expensive is Thursday.
  • Book your Winchester holiday rental more than 90 days before your stay begins to get the best price.
  • Holiday rentals are a popular choice for both long and short-term stays. KAYAK users usually book their holiday rental in Winchester for 5 days.
  • The cheapest Winchester holiday rental found on KAYAK in the last 2 weeks was £59, while the most expensive was £110.

FAQs when booking a holiday home in Winchester

  • How much is a holiday rental for a week in Winchester?

    The average price for a weekly Winchester holiday rental found by KAYAK users in the last 2 weeks is £899.

  • How much is a holiday rental for a month in Winchester?

    The average price for a monthly Winchester holiday rental found by KAYAK users in the last 2 weeks is £3,852.

  • What types of holiday rentals are available in Winchester?

    There are loads of different property types that you can make your holiday home in Winchester. You’ll find apartments, boats, cabins, campgrounds, cottages, houses, homestays, lodges and luxury tents.

  • What are some of the most-loved holiday rentals available in Winchester?

    There are many types of properties available for Winchester holiday rentals. If you’re looking for something special, holiday rentals most loved by KAYAK users are The Old Stables and South Winchester Lodges.

  • Are there any pet-friendly holiday rentals in Winchester?

    There are a number of dog and pet-friendly Winchester holiday rentals, with around 17% allowing you to bring your pet along with you.

  • How much is a holiday rental in Winchester?

    KAYAK users have found holiday rentals in Winchester for as cheap as £50 in the last 3 days. The average price is £128.

  • How much is a holiday rental in Winchester for tonight?

    In the last 72 hours, users have found Winchester holiday rentals for tonight for as low as £50. Search here for similar prices

  • How can I find holiday rentals near me in Winchester?

    Take a look at our holiday rentals map to find the best holiday rental homes near you.

  • Where is best to stay for parking?

    If you want to hire a car in Winchester, or should you plan to hire one upon arrival, you should search for holiday rentals that provide parking. For instance The Barrel Room offers free parking to its guests. The parking is also private, so you will have peace of mind that your car is safe.

  • What are the benefits of having a kitchen in a rental property?

    Having a self-catered facility provides you with the freedom to eat in when you please, which is helpful if you’re travelling on a budget. For example Mulberry Barn - Self Contained – offers facilities like an oven and a stove top, so you can cook as much as you like. There are also supermarkets only a short drive away, where you can get fresh ingredients for each day.

  • Where is best to stay to be close to the airport?

    For those that have an early flight to catch, or if you’re in Winchester on business, it’s a good idea to stay close to the terminal building. For instance, The Elizabeth House Apartment is about an 11min drive from Southampton Airport (SOU). It’s also around a 21min drive to Winchester, so it’s conveniently situated.

  • Are there rentals that are suitable for disabled guests?

    If you’re disabled or have mobility limitations then you should look for holiday homes that are accessible. For instance Lodge at Solent has disabled access and an entire unit that is located on the ground floor. This room is also wheelchair accessible. Inside the room there is a roll-in shower, shower chair, lowered sink and toilet with grab rails for your convenience.

Where to stay in Winchester?

Our map will help you find the perfect place to stay in Winchester by showing you the exact location of each holiday rental.