Discover a selection of 372 holiday rentals in Winchester that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including parking available and internet/WiFi. Prices start at £ 107 per night, and flats & apartments and cottages are popular options for a stay in Winchester. Either way, you'll find a rental for everyone's needs.
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.

Can I find a vacation rental around Winchester?

Yes, our 2021 property listings offer a large selection of 372 vacation rentals near Winchester. From 192 flats & apartments to 89 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winchester for a holiday or a weekend are on Vrbo.

What are the popular points of interest near where I can stay when traveling to Winchester?

Vrbo UK offers a large selection of vacation rentals near lovely places in Winchester. From Vrbo UK travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Marwell Zoo: 845 vacation rentals
  • Winchester Shawford Station: 642 vacation rentals
  • Winchester Cathedral: 482 vacation rentals
  • Sparsholt College: 495 vacation rentals
  • Winchester College: 482 vacation rentals

But there are many other points of interest around Winchester listed on Vrbo UK where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Flats in Winchester?

Yes, of course. Vrbo UK has 192 Flats in Winchester. Our other popular types of vacation rentals in Winchester include:

  • Cottages: 89 rentals available
  • Houses: 158 rentals available
  • Cabins: 89 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Chalets and more.

Can I find a vacation rental with pool in Winchester?

Yes, you can select your preferred vacation rental with pool among our 19 vacation rentals with pool available in Winchester. Please use our search bar to access the selection of vacation rentals available.