Winchester holiday homes

We found 16 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Winchester that are perfect for your trip. Whether you're staying in a holiday rental with your children and pets or just with friends, you'll have the amenities that you expect and more, which might include Wi-Fi and a pool. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Winchester

  • Outdoor adventures: Enjoy fishing, hiking, and exploring the nearby forests, perfect for families and nature lovers.
  • Local transport museum: Discover the region's transport history at the unique local museum, a fun stop for visitors.
  • Iconic Winchester Cathedral: Visit this stunning architectural gem that showcases the area's rich heritage and charm.
  • Family-friendly activities: Engage in various recreational activities that cater to all ages, ensuring fun for the whole family.
  • Charming neighbourhood: Stroll through quiet streets, soaking in the friendly atmosphere and local culture that define Winchester.

Top attractions near Winchester

Winchester, New Zealand, is perfect for family and outdoor adventures. Explore the local transport museum, nearby forests, and farms, all offering a blend of culture and recreation. Don't miss the iconic Winchester Cathedral and other attractions that showcase the area's charm. Whether you're after sports or a relaxing day out, Winchester has something for everyone to enjoy.

  • Geraldine Vintage Car and Machinery Museum: Discover a fascinating collection of vintage vehicles and machinery that showcases the rich transport history. With a family-friendly atmosphere, it's a delightful experience for car enthusiasts and history buffs alike, located 11.3km from Winchester.
  • Talbot Forest Scenic Reserve: Immerse yourself in nature at this stunning forest reserve, offering outdoor adventures such as hiking and birdwatching. The scenic trails and tranquil surroundings, just 12.9km from Winchester, make it a perfect spot for nature lovers.
  • Geraldine Historical Society Museum: Dive into the local culture at this engaging museum, featuring exhibits that highlight the area's history. With a strong sense of community and heritage, it's located 11.3km from Winchester, making it a must-visit for history enthusiasts.

Things to do recommended for couples

Winchester offers charming experiences for couples, such as wandering hand-in-hand through picturesque gardens, enjoying a picnic by the river, or indulging in a romantic dinner at a local café. Don't miss the stunning views from the nearby hills, perfect for a sunset embrace.

Things to do recommended for families

Families visiting Winchester can explore the Geraldine Observatory, a captivating planetarium only 12.9km away, perfect for stargazing. For some relaxation, head to Patiti Point, a lovely recreational area 25.7km away, ideal for unwinding together in nature.

Things to do recommended for groups

Groups in Winchester can visit the DB Brewery, located 19.3km away, where you can enjoy a vibrant atmosphere filled with romance and entertainment. It's a perfect spot for tasting local brews and soaking in the lively environment with friends.

*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

If you're planning a trip with a group, family, pets, or looking for extended stays, it's important to prioritize your preferences when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Winchester with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Winchester with young kids: Travelling with young kids can be quite the adventure. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Winchester: For many families, a getaway isn't truly a getaway unless their furry companion is by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Winchester: If you're in search of holiday rentals with discounts for stays of a month or more, 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 even a private pool in your search.

Where to stay near Winchester

Winchester, a charming suburb in the Canterbury region, offers a delightful mix of outdoor adventures and family-friendly activities. Explore the scenic landscapes and friendly atmosphere that make this area so inviting. With its quiet streets and central location, you’ll find the perfect base for excursions to nearby attractions. Discover the latest property listings and enjoy the local vibes that make Winchester a wonderful destination for your holiday.

  • Geraldine: Geraldine is a charming suburb located 11.3km from Winchester, renowned for its stunning outdoor scenery and adventurous spirit. This picturesque town offers a variety of recreational activities, making it a prime destination for those seeking both relaxation and adventure. Visitors can indulge in body treatments and spa experiences, or explore the nearby national state park, which features breathtaking lakes and majestic mountains. Geraldine's vibrant community and beautiful landscapes provide an ideal backdrop for any holiday.
  • Temuka: Just 6.4km from Winchester, Temuka is another delightful suburb that attracts tourists with its outdoor activities and scenic beauty. The area is perfect for those looking to unwind in nature, with access to lovely parks and recreational areas. Visitors can enjoy spa treatments, while the surrounding lakes and mountains offer countless opportunities for exploration and adventure. Temuka’s friendly atmosphere and rich landscapes make it an excellent choice for a relaxing getaway.
  • Orari: Orari, located a mere 6.4km from Winchester, is a quaint suburb that promises a romantic and scenic experience. Known for its serene environment, Orari offers visitors the chance to rejuvenate with spa services and body treatments. The local attractions, including picturesque lakes and a scenic mountain resort, provide ample opportunities for outdoor pursuits and leisurely strolls. With its charming ambiance and beautiful surroundings, Orari is perfect for couples and those looking to connect with nature.

Booking with Vrbo is a breeze

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or keep track of your travel arrangements. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The cosy city of Winchester awaits you

The gardens and other outdoor surroundings create an inviting atmosphere in Winchester. Revered for its camping, cafes and spas, this city is both walkable and welcoming. 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 hoping to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Winchester a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Pleasant Valley Daffodils (8.7 mi / 14 km)
  • Jacks Point Surfspot (17.1 mi / 27.5 km)

Exploring the natural features in Winchester

Whether you're an active traveller or just want to take in the scenery, Winchester is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Washdyke Lagoon Wildlife Refuge (12.5 mi / 20.1 km)
  • Ashbury Park (14 mi / 22.5 km)
  • Caroline Bay Beach (14.2 mi / 22.9 km)
  • Trevor Griffiths Rose Garden (14.5 mi / 23.3 km)
  • Talbot Forest Scenic Reserve (7.7 mi / 12.4 km)
  • Botanic Gardens (15.2 mi / 24.4 km)

Transport to and around Winchester

Fly into Timaru (TIU-Richard Pearse), the closest airport, located 9.1 mi (14.6 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Winchester?
A range of things can affect what you'll pay for your holiday home in Winchester, including the season, type of property and length of stay. But, all Bookabach homes have something in common — incredible value. Just enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Winchester?
The average price for a holiday home close to the beach in Winchester will depend on when you're going and the size and type of property you're looking for. You can find prices easily and quickly on Bookabach by entering your preferred travel dates. Then use our filter tool to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.
What are the top attractions for families in Winchester?
Keep the kids amused at these top family-friendly attractions in Winchester:

  • Geraldine Vintage Car and Machinery Museum
  • Vintage Car & Machinery Museum
  • Geraldine Observatory

How old do you have to be to rent a holiday home in Winchester?
The minimum age allowed can differ between properties on Bookabach, so look at the rules of the holiday home in Winchester you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Winchester for?
The amount of time you can book a Winchester holiday home for depends on the property. Simply put in your dates of travel to find available options offering extended stays. They have everything you need to make your extended holiday more comfortable and enjoyable, like kitchens and yards. Some Bookabach holiday properties may also offer weekly or monthly discounts, so you can stay even longer for less.

More Holiday Rentals ideas

People also search for