Windsor holiday homes

We found 10 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Windsor that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as parking and air conditioning. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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Why visit Windsor

  • Historic landmarks: Visit the iconic Windsor Castle and delve into the rich history of the area.
  • Windsor Park: Enjoy a peaceful stroll or a picnic in the beautifully landscaped Windsor Park.
  • Cultural experiences: Explore local museums and discover the unique culture of Windsor.
  • Friendly community: Experience the warm hospitality of locals and the vibrant atmosphere of the suburb.
  • Outdoor activities: Engage in various outdoor pursuits, making the most of the sunny Southland weather.

Top attractions in and around Windsor

Windsor, Invercargill, offers a delightful mix of culture and adventure for visitors. Explore local landmarks and the history museum, or take a peaceful stroll through Windsor Park. Don't miss the chance to visit the iconic Windsor Castle, which adds a touch of history to your trip. Whether you're seeking outdoor experiences or cultural insights, Windsor has something to captivate every traveller.

  • Burt Munro: A celebrated landmark in Windsor, Burt Munro embodies the spirit of adventure with its friendly atmosphere and trendy vibes. It's the perfect spot to soak up the luxury and sunny weather while enjoying the local culture.
  • Southland Museum and Art Gallery: Located 805m from Windsor, this history museum offers a rich cultural experience, showcasing Southland's heritage through fascinating exhibits and collections.
  • Invercargill Visitor Information Centre: Also 805m away, this visitor centre is your gateway to adventure, providing family-friendly information and outdoor activity recommendations for exploring the stunning Southland region.

Things to do recommended for couples

For a romantic getaway in Windsor, indulge in a meal at The Lighthouse Gallery, only 22.5km away, or enjoy the cozy atmosphere at Lignite Pit Scenic Stop, just 24.1km from town. Both spots offer a charming vibe perfect for couples seeking connection.

Things to do recommended for families

Your family will love visiting Stadium Southland and Rugby Park Stadium, both offering exciting sports experiences just under 1.6km from Windsor. For some splashing fun, head to Splash Palace, an aquatic centre that promises a great time for everyone.

Things to do recommended for groups

Experience the vibrant culture at the Civic Theatre, only 1.4km from Windsor. Explore E Hayes & Sons, a local store 1.3km away, or feel the thrill of motorsport at Teretonga Raceway Park, just 8.0km from Windsor, perfect for adventure-loving groups.

*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 around Windsor

If you’re planning a trip with friends, family, pets, or seeking longer accommodation, be sure to use filters that align with your needs. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Windsor with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor space for group get-togethers. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Windsor with young kids: Travelling with young kids can be quite a task. It’s important to prioritise their comfort and safety, along with 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 Windsor: For many families, a holiday isn’t truly enjoyable without their furry companion by their side. If that 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 everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windsor: 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 consider adding options like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Windsor

Windsor, a charming suburb of Invercargill, offers a delightful mix of friendly locals and a vibrant atmosphere. Explore the beautiful town, enjoy the trendy spots, and soak in the sunny weather. Whether you're staying in a holiday rental or visiting local schools, you'll find a welcoming community and plenty of opportunities for relaxation and discovery. Don't miss out on the best spots that make Windsor a lovely place to experience during your Southland adventure.

  • Invercargill: As a vibrant city, Invercargill offers a unique blend of outdoor adventures and stunning scenery. Located in close proximity to Windsor, it's an ideal base for exploring the natural beauty of Southland. Visitors can enjoy a range of activities, from theatre shows to taking a scenic ride on the cable car gondola. The city is surrounded by picturesque lakes, parks, and beaches, making it perfect for romantic strolls or family outings. Don't miss the chance to discover local gems while immersing yourself in the friendly atmosphere of this charming city.
  • Invercargill City Centre: Just 1.3km from Windsor, Invercargill City Centre is the bustling core of the city, teeming with family-friendly activities and outdoor experiences. Stroll through urban parks or enjoy theatrical performances that cater to all ages. The city centre is a hub for entertainment, with a variety of cafes and shops to explore. Its proximity to scenic lakes and green spaces makes it a great spot for a leisurely day out, whether you're looking for a romantic picnic or a fun family adventure.
  • Richmond: Located a mere 966m from Windsor, Richmond is a picturesque suburb known for its stunning scenery and outdoor pursuits. This charming area is perfect for boating enthusiasts and runners alike, offering access to beautiful lakes and inviting beaches. Richmond's tranquil environment makes it an ideal spot for a romantic getaway or a peaceful day in nature. Be sure to visit the local transport museum to learn about the region's history, adding an intriguing cultural experience to your visit.

Booking with Vrbo is simple

Are you hoping to keep costs down on your next adventure? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you’ll often find significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a handy spot for you to plan new holidays, continue from where you paused, or keep track of your arrangements. You'll see the properties you've saved or booked neatly sorted into Potential, Upcoming, or Current Trips. To get started with Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

When is the best time to visit Windsor for a holiday rental?
The best time to visit Windsor for a holiday rental is during the peak season from January to March, when the region comes alive with vibrant outdoor activities and stunning scenery. January, in particular, stands out as the most popular month, offering warm temperatures around 20 to 25 degrees Celsius, superb for exploring the beautiful landscapes and engaging in local events.During these summer months, visitors can enjoy leisurely strolls through the picturesque parks, partake in water sports at nearby Lake Te Anau, or even embark on scenic hikes in the surrounding Fiordland National Park. The pleasant weather creates an inviting backdrop for outdoor pursuits, ensuring a memorable experience for those seeking adventure and relaxation alike.For those looking for a more budget-friendly option, May presents a wonderful opportunity to visit. This month is typically quieter, allowing you to appreciate the serene beauty of Windsor without the bustling crowds. It's an excellent time to enjoy the changing autumn colours and indulge in cosy indoor activities, making it a charming time to explore local culture.
What are the top attractions in Windsor, Southland, New Zealand?
In Windsor, Southland, visitors can enjoy a variety of attractions that showcase the charm of the region. The nearby city of Invercargill offers the Southland Museum and Art Gallery, which features local history and art exhibitions, making it a great spot for cultural enthusiasts. Just a short drive away, the picturesque Oreti Beach provides opportunities for walks along the coast and enjoying the scenic views of the Southern Ocean.For those interested in nature, the stunning Queens Park, located in Invercargill, offers beautifully landscaped gardens, walking tracks, and a playground, ideal for families. An exploration of the local area wouldn't be complete without a visit to the historic Anderson Park, which hosts a collection of heritage buildings and beautiful parklands.If you're keen on outdoor activities, the nearby Bluff Hill offers spectacular views and is a gateway to the Bluff Oyster Festival, celebrating the region's famous oysters.
Are all fees included in the Windsor holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Windsor holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Windsor with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Windsor holiday homes?
You can find great discounts on holiday homes in Windsor on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Windsor holiday home booking on Bookabach?
To find Windsor holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Windsor?
A long-stay holiday home in Windsor is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Windsor holiday home?
Book your Windsor holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Windsor?
Prices for holiday homes in Windsor vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Windsor to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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