Best Vacation Homes in Windsor
Cabin
- Parking
- Pet Friendly
- TV
Cottage
- Air Conditioner
- TV
- Balcony/Terrace
Cabin
- Parking
- Balcony/Terrace
- Security/Safety
House
- Air Conditioner
- TV
- Balcony/Terrace
Windsor Luxury Rentals
House
- Air Conditioner
- Security/Safety
- Bedding/Linens
Villa
- Air Conditioner
- Parking
- View
Windsor Pet Friendly Vacation Rentals
Cottage
- Air Conditioner
- Parking
- Pet Friendly
Apartment
- Air Conditioner
- Parking
- Pet Friendly
Windsor Large Vacation Homes
House
- Air Conditioner
- Parking
- View
House
- Air Conditioner
- Parking
- View
Why Choose Rent By Owner for your Windsor Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Windsor
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as seasonal variations in this destination influence weather and local events, helping you select the perfect period for your stay in Windsor, Otago, New Zealand.
Peak Season Highlights
December to February
During the warmest months, this destination offers ideal conditions for enjoying outdoor activities and exploring the region’s natural beauty.
Average Temperature Daytime: around 20-25°C - Nighttime: 15-18°C
March to May
Autumn brings mild weather and fewer crowds, making it a perfect time to book your stay and experience the area's tranquility.
Average Temperature Daytime: around 15-20°C - Nighttime: 8-12°C
Off-Season Highlights
June to August
Winter offers cooler temperatures with opportunities to enjoy cozy accommodations and scenic winter landscapes.
Average Temperature Daytime: around 8-12°C - Nighttime: 2-5°C
September to November
Spring signals a gradual warming trend, yet is less crowded, providing an excellent chance to secure comfortable vacation rentals at better rates.
Average Temperature Daytime: around 12-17°C - Nighttime: 5-9°C
Weekly Weather Forecast for Windsor
How to Book Your Windsor Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windsor
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor seating area to unwind and take in the scenic surroundings of this destination.
- Take advantage of a well-maintained barbecue grill for outdoor cooking during your stay.
- Relax on a spacious patio or deck with picturesque views of the region’s natural beauty.
- Make use of a lush, green lawn ideal for outdoor activities or picnics.
- Convenient access to outdoor dining setups perfect for al fresco meals amid the area's fresh air.
- Utilize outdoor fire pits or fireplaces to gather around and enjoy cooler evenings in this part of Otago.
- Explore nearby walking trails or nature paths conveniently accessible from your accommodation.
Top Attractions Around Windsor
What attractions are nearby?
Nearby in this charming region, you can enjoy a variety of outdoor activities and explore scenic natural attractions that highlight the beauty of Windsor, Otago, New Zealand.
Family Activities
- Windsor Wilding Park: Explore this expansive park where your family can enjoy walking trails, scenic picnics, and spot local wildlife in a natural setting.
- Otago Museum: Engage with interactive exhibits and discover the region's history and culture, making it an educational outing for all ages.
- Botanic Gardens: Stroll through beautifully maintained gardens that offer a relaxing environment ideal for family outings and outdoor play.
- Leisure Activities at Lake Dunstan: Take advantage of the nearby lake with activities such as kayaking, paddleboarding, or lakeside relaxation perfect for family fun.
Adult Activities
- Otago Wine Tours: Explore the region's renowned vineyards and enjoy tastings amid stunning scenic landscapes.
- Windsor Golf Course: Play a round at this local golf course, offering picturesque views and a relaxing atmosphere for enthusiasts.
- Historic Otago Buildings: Discover the area's rich history by visiting well-preserved heritage sites and architecturally significant structures.
- Outdoor Recreation in Otago: Engage in hiking or cycling through the region’s scenic trails that showcase its natural beauty.
Windsor Travel Tips
How Can You Make the Most of Your Stay?
- Explore local attractions: Take advantage of nearby scenic spots and cultural sites to fully experience the region’s unique charm during your stay in Windsor.
- Plan outdoor activities: Engage in outdoor adventures such as hiking or cycling to enjoy the natural beauty that this destination is renowned for.
- Sample regional cuisine: Discover true flavors by trying authentic dishes at local eateries, enhancing your visit in the area.
- Book accommodations early: Secure your preferred vacation rentals well in advance to ensure a comfortable and stress-free trip here.
Transportation Options
- Windsor Bus Services: You can easily access public bus routes that connect the area to neighboring towns and key attractions within Otago.
- Rental Car Options: Renting a car provides the flexibility to explore the region at your own pace, especially for discovering remote scenic spots near here.
- Taxicab and Ride-Sharing Services: Local taxi firms and ride-sharing apps offer convenient transportation for short trips around Windsor and the surrounding area.
- Bicycle Rentals: Cycling is a popular way to enjoy the local scenery and navigate through the area’s quieter streets and pathways.
Local Customs Options
- Māori Heritage: Respect for the indigenous Māori culture is deeply embedded in this destination, and engaging with local customs demonstrates appreciation for the region’s rich history.
- Traditional Powhiri Protocols: When attending community events, you may observe ceremonial welcoming practices like waiata and karanga that honor Māori traditions.
- Local Arts and Craftsmanship: Supporting artisans by exploring locally made Māori carvings and textiles offers an authentic glimpse into the area's cultural artistry.
- Kaitiakitanga (Environmental Guardianship): Visitors are encouraged to embrace sustainable practices and respect nature, reflecting the region’s commitment to environmental stewardship.
Frequently Asked Questions About Windsor?
1. What are the top vacation rentals in Windsor?
There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Windsor:
- Highlands on Homestead -Tranquil rural property only minutes from town
- The Sun set Cottage 5min from Oamaru or Kakanui
- Little Sweetie in the Heart of Old Oamaru
- The Shepherd's Rest with alpaca, sheep & outdoor bath. Close to Oamaru.
- Historic Cottage in rural Oamaru with farm animals and outdoor baths
- Casa Nova House
- Exquisite Luxury Property with Stunning Views
- Cozy 2 Bedrooms Lavender Garden House at Oamaru, sweet as home!
- Peaceful cottage in private garden setting.
- Relax on Reservoir
2. Which vacation homes in Windsor are best for families?
If you are looking for a family-friendly vacation home in Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Windsor:
3. How many Rentbyowner vacation rentals are available in Windsor?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 144 in the Windsor area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windsor.
4. What is the cancellation policy for vacation rentals in Windsor, Otago?
Cancellation policies vary by listing, so it’s important to review the specific rental details before booking. You can find this information on each property’s page or contact the owner directly for clarification.
5. How do I secure a reservation at a vacation rental in Windsor, Otago?
Reservations are typically confirmed through an online booking process. Be sure to read the listing details carefully and complete all required steps to secure your stay. For additional assistance, reaching out to the host may be helpful.
6. Are there any house rules I should be aware of when staying in a Windsor, Otago rental?
House rules are provided within each listing and are essential to review prior to booking. They often include guidelines on guest conduct, check-in and check-out times, and use of amenities—details that help ensure a smooth stay.
7. What amenities can I expect from vacation rentals here in Windsor, Otago?
Amenities vary by property, but common features include fully equipped kitchens, Wi-Fi, parking, and outdoor spaces. Check each listing for specific amenities to find one that matches your needs.
8. Is there a minimum stay requirement for vacation rentals in Windsor, Otago?
Minimum stay requirements depend on the individual property and the season. Review the rental listing details or contact the owner directly to confirm any minimum night policies before booking.
