Winchester holiday homes

We found 287 holiday rentals — enter your dates for availability
Discover a selection of 38 homes, 40 apartments and other holiday rentals in Winchester that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
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Why visit Winchester

  • Historic architecture: Discover Winchester Cathedral, the Great Hall, and medieval streets that echo the city's storied past.
  • Cultural heritage: Immerse yourself in museums and historic houses that showcase Winchester's rich traditions.
  • Scenic beauty: Enjoy urban parks and picturesque views, perfect for leisurely strolls and outdoor adventures.
  • Educational charm: Explore Winchester College and other landmarks that reflect the city's academic history.
  • Local ambience: Wander through vibrant streets lined with local shops and experience the friendly local vibe.

Top attractions in and around Winchester

Winchester, England, United Kingdom offers a blend of culture and outdoor adventure perfect for tourists from New Zealand. Explore its rich history through museums, historic houses, and urban parks. Enjoy family-friendly attractions with a focus on culture, outdoor experiences, and scenic beauty. Discover the charm of Winchester as you immerse yourself in its renowned landmarks and local experiences during your holiday.

  • Winchester Cathedral: This magnificent cathedral boasts stunning Gothic architecture and a rich history, offering a serene atmosphere and cultural vibes. Visitors can explore its beautiful stained glass windows, intricate stonework, and the tomb of Jane Austen.
  • Paultons Family Theme Park - Home of Peppa Pig World: Experience a fun-filled day with the family at this vibrant theme park, featuring rides and attractions based on the beloved Peppa Pig series. It's perfect for families looking for entertainment and memorable experiences.
  • Avington Park: A stunning historic house surrounded by picturesque gardens, Avington Park offers a glimpse into England's heritage. The property features beautiful grounds and cultural vibes, ideal for a leisurely stroll or a picnic.

Things to do recommended for couples

Experience a romantic getaway in Winchester. Stroll hand in hand through charming streets and savour intimate moments at cosy local cafés. Enjoy a serene walk alongside the River Itchen and discover hidden gems that make your visit uniquely memorable.

Things to do recommended for families

Families will love exploring the interactive exhibits at the Winchester Science Centre, wandering through the beautiful gardens of the Great Hall, and encountering the fascinating wildlife at Marwell Zoo. Don't miss a stroll through the historic streets, soaking up the local charm and culture.

Things to do recommended for groups

Gather your mates for an adrenaline rush at Thruxton Kart Centre, a motorRacing hotspot located 26km from Winchester, offering sports and adventure vibes perfect for your group holiday.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Winchester

When travelling with a group, family, or pets, or if you're considering a longer stay, it's important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Winchester with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Winchester with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winchester: For many families, a trip isn’t truly complete without their furry companion. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Winchester: If you're in search of holiday rentals offering discounts for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Winchester

Winchester, England, is a delightful city steeped in history and charm. Explore the stunning medieval architecture, including the iconic Winchester Cathedral and the ancient Great Hall, home to the legendary Round Table. Stroll through the quaint streets of central Winchester, where you'll find a mix of friendly locals and vibrant shops. Don't miss the prestigious Winchester College, offering a glimpse into the city's rich educational heritage. With its scenic views and welcoming atmosphere, Winchester promises an unforgettable travel experience.

  • Southampton: Southampton, a vibrant city 19km from Winchester, is a hub for those seeking outdoor adventures and scenic beauty. The city offers a mix of urban excitement and natural charm, with attractions ranging from expansive shopping centres and dynamic theatres to bustling shopping areas. Explore the local marina, and enjoy the stunning views of the nearby national park and state park. This destination provides a rich travel experience, combining modern city life with the great outdoors.
  • Twyford: Twyford is a quaint village within the Winchester area, perfect for travellers keen on outdoor exploration and adventure. The village is surrounded by remarkable natural landscapes, including a national park and state park, and is known for its significant architectural landmarks. A recreational area provides ample opportunity for a relaxed day out in the fresh air, making it an ideal spot for those looking to immerse themselves in local heritage and nature.
  • Hursley: Hursley, another charming village in the vicinity of Winchester, offers a blend of adventure and scenic delight. The area is celebrated for its access to expansive national and state parks, alongside a historic building that speaks to the rich local history. Whether exploring the rugged outdoors or delving into the village's storied past, Hursley presents a compelling destination for those seeking both cultural insights and natural beauty.

Best time to go to Winchester

If you're planning a trip to Winchester, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.3°F (4.6°C)Light RainMostly CloudyAverage
February41.2°F (5.1°C)Light RainMostly CloudyAverage
March43.9°F (6.6°C)Light RainMostly CloudyAverage
April47.8°F (8.8°C)Light RainMostly CloudyAverage
May53.2°F (11.8°C)Light RainMostly CloudySlightly Low
June59.2°F (15.1°C)Light RainMostly CloudyAverage
July62.8°F (17.1°C)Light RainMostly CloudySlightly High
August62.1°F (16.7°C)Light RainMostly CloudyAverage
September58.6°F (14.8°C)Light RainMostly SunnySlightly High
October53.4°F (11.9°C)Light RainMostly CloudySlightly Low
November46.8°F (8.2°C)Light RainMostly CloudySlightly High
December43.0°F (6.1°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

If you’re keen to trim costs on your upcoming adventure, why not consider a bit of flexibility with your travel dates? Prices can vary, so being open to different options might save you a pretty penny. Additionally, opting for a longer stay often brings considerable savings. To help you find the perfect Vrbo accommodation that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up from where you last stopped, or manage your travel arrangements. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Historical Winchester will entice you

Take a holiday to Winchester and enjoy the area's cathedral, history and museums. Well known for its gardens, monuments and shopping, this welcoming city won't disappoint. Southampton Cruise Terminal and New Forest National Park are just a couple of the must-see attractions in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Winchester

Are you searching for attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that Winchester has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Marwell Zoo (4.8 mi / 7.7 km)
  • Paultons Family Theme Park - Home of Peppa Pig World (13 mi / 21 km)
  • Thruxton Kart Centre (16.3 mi / 26.3 km)
  • Basingstoke Leisure Park (16.4 mi / 26.4 km)
  • Thruxton Circuit (16.4 mi / 26.4 km)
  • SenSpa at Careys Manor Hotel (20.1 mi / 32.3 km)

Exploring the gardens and other natural features in Winchester

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Winchester is a great spot to appreciate mother nature. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • New Forest National Park (19.6 mi / 31.5 km)
  • Avington Park (3.3 mi / 5.3 km)
  • Mayflower Park (12 mi / 19.3 km)
  • Gilbert White's House and Garden and The Oates (16.1 mi / 26 km)
  • Calshot Beach (16.9 mi / 27.1 km)
  • Meon Shore Beach (16.9 mi / 27.2 km)

Transport to and around Winchester

The nearest airport is in Southampton (SOU), located 7.9 mi (12.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Farnborough (FAB), which is 27.7 mi (44.6 km) away.

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

Frequently asked questions

What is the best area to stay in Winchester when booking a holiday home?
One of the more in-demand neighbourhoods to book a holiday home in Winchester is Sutton Scotney. Discover your dream stay with Bookabach and experience this area just like a local.
What is the most popular type of holiday home accommodation in Winchester?
The most desirable types of holiday homes in Winchester are apartments. After something a little different? Bookabach has a variety of options to match the diverse needs of our guests, so you'll see holiday properties in lots of sizes and shapes. The ideal fit is waiting for you — get yours today.
How much does it cost to rent a holiday home in Winchester?
A range of factors influence how much you'll pay for a holiday home in Winchester, such as the season, type of property and length of stay. Still, all Bookabach homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Winchester?
Prices for beach houses in Winchester vary depending on the style and size of the property and time of year you're travelling. All you need to do is enter your travel dates into Bookabach and the number of guests to see available options and prices. From there you can use our filters to narrow your search results by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Winchester?
With 47 holiday homes that allow pets, your furry friend can join you on your Winchester getaway. Use our filter tool to browse our pet-friendly holiday homes and find a stay that's pawfect on Bookabach.
What are popular home amenities in Winchester?
The most popular home amenities people look for in Winchester include tennis, a nearby river and a fireplace. Whether you're holidaying with family, your besties or even pets, Bookabach holiday properties provide the best amenities for hanging out with the people you cherish the most.
Are there large group holiday homes in Winchester?
With 11 Winchester holiday homes that can host five or more people, you can bring a few extra pals or family members along. Whether you're planning a casual gathering or a birthday party, we'll help you find a comfortable space to match the occasion.
Are there holiday homes in Winchester that welcome kids?
Gather your whole family for the adventure of a lifetime in Winchester at one of our 47 family-friendly holiday homes. A lot of these stays come with conveniences that are suitable for getaways with children, including full kitchens, multiple bedrooms and outdoor spaces. Simply check the "Properties good for families" filter box and select your favourite.
What are the top attractions for families in Winchester?
Keep the kids occupied at these top family-friendly attractions in Winchester:

  • Marwell Zoo
  • Winchester Science Centre and Planetarium
  • Great Hall

Are there one-bedroom holiday homes in Winchester?
Yes, you'll find 16 one-bedroom properties in Winchester to pick from. A one-bedroom holiday property is a great option if it's just you and your sweetheart or if you're travelling alone. Add in more privacy, convenience and space compared to a standard hotel, and you've got the makings of an unforgettable getaway.
Can I find two-bedroom holiday homes in Winchester?
Gather your nearest and dearest and enjoy a relaxing escape in one of the 20 two-bedroom holiday homes Winchester has to offer.
Are there holiday homes with WiFi in Winchester?
Winchester has 13 holiday homes with WiFi, so you can stay connected while on holiday. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movie blockbusters to checking emails, these Bookabach homes will keep you online.
How old do you have to be to rent a holiday home in Winchester?
The age limit can differ across properties on Bookabach, so double-check the rules of the holiday home in Winchester you want. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Winchester for?
It's up to the Winchester property. To browse available options offering extended stays, simply enter your travel dates and number of people into Bookabach's search page. You can enjoy having the place to yourself, along with home comforts such as air conditioning, a kitchen and a yard where the kids can run and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.