Windsor holiday homes

We found 12 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.
  • Peace of mind

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  • 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 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

What is the most popular type of holiday home accommodation in Windsor?
Cottages are the most popular kind of holiday home in Windsor, according to our data. Even if you have something a little different in mind, Bookabach has holiday homes in all sizes and shapes. Explore our options to find your ideal fit.
How much does it cost to rent a holiday home in Windsor?
Property type, length of stay and time of year are some things that can determine the price of a holiday home. Simply add your travel dates to find your ideal match. From quaint country cottages to expansive luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Windsor?
The average price for a holiday home close to the beach in Windsor will depend on when you're going and the type and size of property you're searching for. You can easily find prices on Bookabach by entering your preferred travel dates. Then use the handy filters to select the number of bedrooms and amenities that you need, like a pool, WiFi and air conditioning.
What are popular home amenities in Windsor?
When it comes to home amenities that guests look for in Windsor, a garden, off-street parking options and a nearby bay are at the top of the list. With Bookabach holiday homes, you'll discover options to suit your style and taste, whether you're on a trip with your partner, your family or even pets.
What are the top attractions for families in Windsor?
Keep the kids entertained at these popular family-friendly attractions in Windsor:

  • Bill Richardson Transport World
  • Classic Motorcycle Mecca
  • Southland Museum and Art Gallery

How old do you have to be to rent a holiday home in Windsor?
The minimum age requirements can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Windsor you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Windsor for?
The amount of time you can rent a Windsor holiday home for varies depending on the property. Simply put in your travel dates to view options that offer extended stays. They have the things you need to make your extended break more enjoyable and comfortable, such as air conditioning and kitchens. Some Bookabach holiday homes may also offer weekly or monthly discounted prices, so you can hang around longer for less.

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