Destination guide

Relax in historic holiday lettings in Winchester

Winchester is both a large city and a historical point of interest in Hampshire County. That means that holiday lettings here offer all the amenities you could want in a travel experience. You can find quiet streetside cafes, four-star dining, historic cathedrals dating to the 17th century and earlier, and opportunities for shopping and outdoor adventure. It’s ideal for a romantic travel experience, a family holiday, or any other trip. Regardless of what you’re looking for, you’ll find an ideal travel opportunity starting in Winchester.


Historic and heritage sites near Winchester holiday cottages

There are a vast number of historic and heritage sites near Winchester holiday cottages. St. Catherine’s Hill in Hampshire is a chalk hill with ramparts dating to the Iron Age. The Winchester City Museum allows you to explore the history of the entire region with exhibits, fossils, and educational information. The Royal Green Jackets Museum offers war exhibits and memorabilia from the Napoleonic Wars, WWI and WWII with uniforms, weapons, paintings and more. On a similar note, The Gurkha Museum offers regimental history, weapons and uniforms related to the Nepalese soldiers and their campaigns.


Activities and attractions in Winchester

Are you hoping to discover attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Winchester a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Marwell Zoo (5.2 mi / 8.3 km)
  • Stoneham Golf Club (8.6 mi / 13.8 km)
  • Southampton City Golf Course (9 mi / 14.6 km)
  • Frankie's Fun Factory (9.1 mi / 14.7 km)
  • The Rapids (9.2 mi / 14.8 km)
  • Woodmill Outdoor Activities Centre (9.2 mi / 14.9 km)
Natural features

Exploring the gardens and other natural features in Winchester

Whether you're an active traveller or just want to appreciate the scenery, Winchester is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Queen Eleanors Garden (0.2 mi / 0.3 km)
  • Winnall Moors Nature Reserve (0.4 mi / 0.6 km)
  • Sir Harold Hillier Gardens (7.5 mi / 12 km)
  • Mottisfront Abbey and Gardens (9.7 mi / 15.6 km)
  • Riverside Park (9.8 mi / 15.7 km)
  • Danebury Iron Age Hillfort (10.5 mi / 16.9 km)
How to get there

Travelling to and around Winchester

The nearest airport is in Southampton (SOU), located 8 mi (12.9 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Bournemouth (BOH-Bournemouth Intl.), which is 29.9 mi (48.1 km) away.

If you prefer to travel by train, Winchester Station, Winchester Shawford Station and Winchester Micheldever Station are the main stations in the city.

How to get around

Getting to and travel around your Winchester holiday rental

Most will travel to Winchester holiday rental homes from other parts of the UK by car, coach or rail. You can self-drive your own car or secure a car hire. Regular coach services operate from other large cities to the area, and trains take just an hour to get to Winchester from London, so they are an easy and convenient means of travel. Within the town, regular bus services operate to get around, and driving is also an option. Parts of the city are accessible by the scenic and historic Clarendon Way Roman Road footpath.

Food & drink 

Regional delicacies to try near Winchester holiday lettings

Local cuisine has its own unique palate, and holiday lettings near Winchester offer access to the best. While in the area try a dish of Hampshire Haslet, which is formed of a very simple pork loaf, but savoury and delicious to try. Rasher puddings are made of leftover scraps of meat and bread from other dishes and are something of a local comfort food. Avon scones are a delicious treat made from flour, brown sugar and currants. You can also sample classic dishes at many local pubs, including meatloaf with onions and shallots or fried fish and chips.

Essential info

Essential information about Winchester holiday homes

The busiest season to visit Winchester is from April through August, which offers mild weather and popular music festivals that draw thousands to the city, though the Winter Christmas Market is also a popular time to visit despite colder temperatures and more precipitation in November and December. It’s a large city with a population across the metropolitan area of around 117,000 people. That means that there are areas that are quite safe, and those where caution is best exercised. It’s safest for travellers to remain in populated areas.

How many holiday rentals are available around Winchester?

Our 2020 accommodation listings offer a large selection of 379 holiday lettings around Winchester. From 147 flats & apartments to 142 cottages, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent a rural property in Winchester?

Sometimes you just need to get away from it all. Forget the hustle and bustle and discover the appeal and authenticity of rural life. HomeAway has 49 countryside rental properties in this destination. Open to other suggestions? HomeAway has stacks more rental options to explore, including:

  • 34 city-centre holiday accommodation options.
  • 30 town holiday accommodation options.
  • 29 village holiday accommodation options.

Can I rent an apartment in Winchester?

Having space to yourself, cooking with local flavours, great views — if any of these things appeal to you, an apartment rental is an awesome option. You'll be able to choose from 181 different options with the help of HomeAway. How does £61 per night sound? That's what you could be spending if you don't leave it too long! Or perhaps you'd rather choose one of the area's other popular self-catering accommodation options, like:

  • House: 150 self-catering accommodation options. Prices start from £29 per night.
  • Hotel: 60 self-catering accommodation options. Prices start from £55 per night.
  • Cottage: 52 self-catering accommodation options. Prices start from £65 per night.

Can I stay in Winchester in a large group?

Whether you're embarking on a special getaway with the extended family or spending a week away with all your old school mates, it's always stacks of fun being under the one roof! The great news is that HomeAway has places to suit. The favourite option for bigger groups here are apartment holiday rentals, and we have 36 currently listed. Rental options around this area that are suitable for large groups include:

  • If yours is a crew of 6, we have 84 rental accommodation just right for that size. Spend a night for as little as £37.
  • If you've got 5 in your party, you'll be delighted to find out that there are 29 rental accommodation that are suitable. You can get one for as little as £127 per night.
  • Trying to find rental properties suitable for 8 people? You'll be delighted to know we have 23 that'll be perfect. You can secure one from just £136 a night.

You and all your buddies will be in good hands when you organise your Winchester escape through us!

Where are the cheapest holiday rentals in Winchester?

HomeAway has a selection of wonderful cost-effective rental options. Treat your group to a memorable evening out or stay a few extra nights with all the moolah you have left over. Buckland is an awesome area to take a look at if you want to keep an eye on your budget. HomeAway has 4 holiday rentals, and the average price is a modest £99 per night. Another 20 HomeAway holiday rentals are available in or around Gunwharf Quays. With an average price of £99 a night, you're sure to snatch a deal worth boasting to your friends about.