Windsor holiday homes

We found 23 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Windsor to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as Wi-Fi and a fireplace. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

Why visit Windsor

  • Stunning Scenery: Windsor is surrounded by breathtaking landscapes, perfect for outdoor adventures and nature lovers.
  • Windsor Park: A must-visit for families, this urban park offers a lovely space for relaxation and recreation.
  • Charming Town Centre: Explore quaint shops and friendly locals in the delightful Windsor Town Centre.
  • Historic Houses: Discover the rich history of the area through its beautiful historic architecture.
  • Inviting Accommodation: Enjoy a comfortable stay in holiday rentals that enhance your experience of this captivating suburb.

Top attractions near Windsor

Windsor, Otago, offers a delightful escape for those seeking outdoor adventures, romantic scenery, and cultural experiences. Explore the stunning rocks, visit the urban park, and discover historic houses that reflect the area's rich history. Windsor Park is a must-see for families and nature lovers alike, making it an ideal spot for a memorable holiday. Whether you're wandering alone or with loved ones, Windsor has something special for everyone.

  • Oamaru Gardens: A delightful urban park located 19.3km from Windsor, Oamaru Gardens offers a beautiful and relaxing environment for families. Enjoy the lush greenery, vibrant flower beds, and outdoor activities, making it a perfect spot for a picnic or a leisurely stroll.
  • North Otago Museum: Situated 20.9km from Windsor, this museum showcases the rich cultural heritage of the region. With engaging exhibits and displays, it provides a fascinating insight into local history and art, making it a must-visit for culture enthusiasts.
  • Janet Frame House: Located 19.3km away, the historic home of acclaimed author Janet Frame offers a glimpse into the life and works of this literary icon. The house is steeped in culture, featuring exhibits that celebrate her contribution to New Zealand literature.

Things to do recommended for couples

Windsor is perfect for couples seeking romance. Enjoy a leisurely stroll along the picturesque riverside, explore the charming local cafés, or indulge in a wine tasting at nearby vineyards. Don't miss a sunset picnic in one of the scenic parks for a truly unforgettable experience.

Things to do recommended for families

Families visiting Windsor, Otago, can enjoy a delightful picnic at the scenic Windsor Park and explore the local playgrounds. The nearby Taieri River offers opportunities for safe swimming and fishing, while the charming community vibe makes for a memorable family outing.

Things to do recommended for groups

Groups visiting Windsor can cycle the stunning Alps 2 Ocean Trail for breathtaking views, indulge in delicious local cheese at the Whitestone Cheese Factory, and savour fine spirits at the NZ Malt Whisky Company, which offers a romantic and entertaining atmosphere for all.

*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 Windsor

If you’re heading off with a group, family, pets, or planning an extended stay, it’s important to filter your options based on your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Windsor with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Windsor with young kids: Going on holiday with young kids can be a bit tricky. 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 attractions that are family-friendly.
  • Taking your pets with you to Windsor: For many families, a holiday wouldn’t be the same 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 offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Windsor: If you're searching for 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Windsor

Windsor, Otago, is a delightful suburb perfect for outdoor enthusiasts and couples seeking a romantic getaway. Explore the charming Windsor Town Centre, where you'll find lovely neighbours and quaint shops. Don't miss the stunning scenery that surrounds the area, making it ideal for adventures in nature. Consider staying in one of the inviting Windsor holiday rentals to fully enjoy this beautiful town and its captivating landscape.

  • Five Forks: Located a mere 4.8km from Windsor, Five Forks is a charming suburb that beckons outdoor enthusiasts. This area is known for its lush green spaces and recreational opportunities, making it an ideal spot for walking, cycling, and enjoying nature. With its friendly community vibe, visitors can easily access local parks and trails, perfect for a day out in the fresh air. Whether you’re picnicking with family or enjoying a leisurely stroll, Five Forks offers a peaceful escape close to Windsor.
  • Tokarahi: Just 9.7km away from Windsor, Tokarahi is a delightful suburb that promises outdoor adventure for families and thrill-seekers alike. Known for its stunning landscapes and welcoming atmosphere, this area features a visitor centre and a history museum that showcase local heritage. Families can enjoy activities around the nearby lake, perfect for picnicking, swimming, or fishing. Tokarahi’s vibrant community events and outdoor experiences make it a fantastic destination for creating lasting memories with loved ones.
  • Enfield: Also located 9.7km from Windsor, Enfield is a picturesque suburb that enchants visitors with its scenic beauty and romantic ambiance. The area is dotted with lovely lakes and charming monuments, making it perfect for leisurely walks and intimate picnics. Explore the local statue that tells the story of the region's heritage, and take in the stunning views that Enfield has to offer. This suburb is an ideal spot for couples looking to escape the hustle and bustle, offering a serene environment to relax and unwind.

Best time to go to Windsor

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January57.4°F (14.1°C)Light RainMostly Sunny
February57.6°F (14.2°C)Light RainMostly Sunny
March55.9°F (13.3°C)Light RainMostly Sunny
April53.1°F (11.7°C)Light RainMostly Sunny
May49.5°F (9.7°C)Light RainMostly Sunny
June46.0°F (7.8°C)No Rain (Dry)Mostly Sunny
July44.8°F (7.1°C)Light RainMostly Sunny
August45.9°F (7.7°C)No Rain (Dry)Mostly Sunny
September47.5°F (8.6°C)No Rain (Dry)Mostly Sunny
October49.6°F (9.8°C)Light RainMostly Sunny
November52.5°F (11.4°C)Light RainMostly Sunny
December55.6°F (13.1°C)Light RainMostly Sunny

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of accommodation.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy spot for you to plan new trips, resume from where you last stopped, or manage your travel plans. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Windsor getaway

Learn about the unique charm of Windsor with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Windsor

Are you hoping to find attractions to visit during your stay? Venture out of your cosy holiday rental and check out everything that Windsor has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Alps 2 Ocean Cycle Trail (11.6 mi / 18.6 km)
  • Whitestone Cheese Factory (11.5 mi / 18.5 km)
  • Lower Waitaki Golf Course (14.3 mi / 23 km)

Exploring the natural features in Windsor

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Windsor is a great spot to appreciate mother nature. Here are some of the area’s most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Oamaru Gardens (11.1 mi / 17.9 km)
  • Oamaru Harbour (11.8 mi / 19 km)
  • Oamaru Blue Penguin Colony (12.3 mi / 19.7 km)
  • Elephant Rocks (9.7 mi / 15.7 km)
  • Bushy Beach (12.8 mi / 20.6 km)
  • Te Hakapureirei Beach (16.2 mi / 26.1 km)

Frequently asked questions

What is the best area to stay in Windsor when booking a holiday rental?
When considering a holiday rental in Windsor, Otago, New Zealand, the neighbourhood itself offers a charming and inviting atmosphere. Windsor is known for its family-friendly vibe and well-maintained green spaces, making it a delightful spot for visitors seeking a more relaxed pace. The area features a variety of rental properties, ranging from modern homes to quaint cottages, providing ample options for different preferences and budgets.A great attraction nearby is the beautiful Queens Park, which is superb for leisurely strolls and picnics, showcasing stunning gardens and a range of recreational facilities. Additionally, the close proximity to the charming city of Invercargill allows for easy access to a broader array of dining, shopping, and cultural experiences. The Invercargill Cultural Centre and Art Gallery is also worth a visit, offering insights into the region's history and artistic heritage.
What are the top attractions in Windsor?
In Windsor, Otago, visitors can enjoy a variety of attractions that highlight the region's natural beauty and charm. The area is close to the picturesque city of Dunedin, where you can explore the historic architecture along the Octagon and visit the renowned Dunedin Railway Station. For those interested in wildlife, the Otago Peninsula is just a short drive away, offering opportunities to see albatrosses and penguins in their natural habitat.In Windsor itself, the tranquil environment and proximity to the Taieri River make it ideal for outdoor activities such as walking, cycling, and fishing. The nearby Dunedin Botanic Garden is also worth a visit, showcasing a diverse range of plant species and beautifully landscaped grounds.
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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