Windsor holiday homes

We found 24 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.
  • Peace of mind

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  • More quality time

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  • 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

  • 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:

  • Whitestone Cheese Factory (11.5 mi / 18.5 km)
  • Alps 2 Ocean Cycle Trail (11.6 mi / 18.6 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:

  • Elephant Rocks (9.7 mi / 15.7 km)
  • 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)
  • Bushy Beach (12.8 mi / 20.6 km)
  • Te Hakapureirei Beach (16.2 mi / 26.1 km)

Frequently asked questions

How much does it cost to rent a holiday home in Windsor?
A number of factors can affect how much you pay for a holiday home in Windsor, like the length of stay, type of property and season. However, all of our holiday homes have one thing in common — exceptional value. Simply add your travel dates to find your perfect match.
How much does it cost to rent a beach house in Windsor?
The average price for a holiday home near the beach in Windsor depends on when you'll be there and the size and type of property you're looking for. Find prices easily on Bookabach by entering your destination and travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
What are the top attractions for families in Windsor?
Organise a fun day out with the whole family at Elephant Rocks. This top attraction is within easy reach of the centre of Windsor.
How old do you have to be to rent a holiday home in Windsor?
The minimum age is generally 16, 18 or 21. It can differ across properties on Bookabach, so look at the rules of your preferred Windsor stay before booking.
How long can I rent a holiday home in Windsor for?
The amount of time you can book a Windsor holiday home for differs depending on the property. Just tap in your dates of travel to find available options offering extended stays. They have everything you need to make your extended holiday more comfortable like kitchens and yards. Some holiday homes may also offer weekly or monthly discounts, so you can stay longer for less money.

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