1. Canada
  2. Nova Scotia
  3. Wolfville
  4. Windsor
  5. Rentals by Owner

Discover Your Perfect Windsor Rentals by Owner

Windsor Rentals by Owner

More Top-Rated Rentals by Owner in Windsor Area

Why Choose Rent By Owner for your Windsor vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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 Rentals by Owner stay?

Understanding the best time to visit can enhance your experience, so consider the seasonal climate and local events when planning your vacation in Windsor, Nova Scotia, Canada, to ensure you find the perfect rental by owner through Rent By Owner.

Peak Season Highlights

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Summer (June to August)

During the summer months, this area experiences its warmest and most inviting weather, making it ideal for outdoor activities and exploring the local scenery.

Average Temperature Daytime: around 25°C to 28°C - Nighttime: 15°C to 18°C
autumn
Fall (September to October)

The fall season offers pleasant temperatures and vibrant foliage, providing a picturesque setting for visitors seeking a colorful experience during their stay.

Average Temperature Daytime: about 20°C to 22°C - Nighttime: 10°C to 13°C

Off-Season Highlights

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Winter (November to February)

In winter, the region transforms into a serene landscape with colder temperatures, perfect for those looking to enjoy quiet and cozy accommodations.

Average Temperature Daytime: -3°C to 2°C - Nighttime: -8°C to -4°C
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Spring (March to May)

Spring brings mild weather and blooming nature, offering a less crowded but still charming environment for travelers preferring off-peak visits.

Average Temperature Daytime: about 8°C to 15°C - Nighttime: 2°C to 7°C

Weekly Weather Forecast for Windsor

How to Book Your Windsor vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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

More Top-Rated Rentals by Owner in Windsor Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • You can enjoy a private outdoor patio or deck, perfect for relaxing and taking in the local scenery.
  • Many rentals offer spacious gardens or yards where you can unwind or have outdoor gatherings.
  • Expect to find a barbecue grill available for preparing outdoor meals during your stay.
  • Look for properties with direct access to scenic hiking trails or nature walks nearby.
  • Some accommodations feature a fire pit area, ideal for cozy evenings under the stars.
  • Many rentals include outdoor furniture, allowing you to dine or lounge comfortably outside.
  • Enjoy the convenience of on-site parking spaces designed for easy access during your visit here.

Top Attractions Around Windsor

What attractions are nearby?

Enjoy a variety of outdoor activities and local attractions just moments from your rental by owner in Windsor, where you can explore scenic parks, historical sites, and the charming regional scenery that makes this destination truly special.

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Family Activities

  • Windsor Outdoor Park: Spend quality time exploring the scenic trails and open spaces perfect for picnics and family outings in the region's outdoor park.
  • The Windsor Heritage Museum: Discover local history through engaging exhibits that provide an educational experience tailored for families visiting here.
  • Marina Activities: Enjoy a day of boating, fishing, or simply relaxing by the waterfront to take in the natural beauty of this destination.
  • Local Farmers' Market: Experience fresh produce and handmade crafts during a family-friendly visit to the area’s vibrant farmers' market.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries and enjoy tasting sessions that highlight the region’s renowned viticulture, offering a perfect way to unwind and sample regional flavors.
  • Historical Sites Exploration: Discover the area's rich history by visiting notable historical landmarks and museums that provide insightful glimpses into its cultural heritage.
  • Golfing Adventures: Tee off at nearby golf courses designed for all skill levels, combining scenic views with a relaxing day on the links.
  • Art and Craft Galleries: Immerse yourself in the local arts scene by visiting galleries showcasing talented artists, giving you a chance to appreciate and purchase unique regional artwork.

Other Places to Stay in Windsor, NS

Shand House Museum
Explore 44 Properties
Haliburton House Museum
Explore 43 Properties
Mermaid Theatre of Nova Scotia
Explore 42 Properties
Fort Edward National Historic Site
Explore 42 Properties
West Hants Historical Society
Explore 42 Properties
Windsor Hockey Heritage Centre
Explore 42 Properties
Trecothic Creek and Windsor Railway
Explore 38 Properties
Ontree Fun and Adventure Park
Explore 29 Properties
Ski Martock
Explore 28 Properties
More Places to Stay Near Windsor

Windsor Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take the time to enjoy the regional cuisine at nearby eateries to fully immerse yourself in the area's culinary scene.
  • Visit seasonal events and festivals: Check out the event calendar during your stay to experience authentic local celebrations and community gatherings.
  • Plan outdoor activities: Make the most of the region’s natural beauty by engaging in outdoor pursuits like hiking or walking along scenic routes close to your rental.
  • Connect with local hosts: Communicate with your rental owner to discover insider tips and hidden gems that can enrich your visit to this destination.

Transportation Options

  • Windsor Transit Service: You can rely on the local transit system for convenient, scheduled stops throughout the area, making it easy to explore without a car.
  • Rental Car Services: Several rental agencies in Windsor offer flexible vehicle options, perfect for discovering the region at your own pace.
  • Taxi and Ride-Sharing: Taxis and ride-sharing platforms provide quick, reliable transportation for seamless travel within this destination.
  • Bicycle Rentals: Exploring the area by bicycle is an eco-friendly choice that offers a closer look at Windsor's scenic surroundings and local attractions.

Local Customs Options

  • Welcoming Hospitality: You’ll notice that local residents here are known for their friendly and inviting nature, making your stay in Windsor more comfortable and authentic.
  • Celebration of Heritage: The area takes pride in its rich history, often showcasing traditional events that offer insight into the region’s cultural identity.
  • Respect for Nature: Respect for the natural landscape is a significant custom, reflected in community efforts to preserve outdoor spaces and promote eco-friendly practices.
  • Community Engagement: Participating in local gatherings and events is common, allowing you to connect with the community and experience the region’s warm social spirit.

Frequently Asked Questions About Windsor Rentals by Owner

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:

2. How many Rentbyowner vacation rentals are available in Windsor?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 31 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. 

3. What is the cancellation policy for a rental by owner in Windsor, Nova Scotia?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined in the rental description or contact the owner directly to understand their guidelines.

4. How do I ensure the rental fits my needs before booking in Windsor?

You should carefully read the property details, amenities, and reviews provided on the listing. If you have questions or special requirements, reaching out to the owner can help confirm that the accommodation meets your expectations.

5. Is there a secure payment process for booking a vacation rental here?

Yes, most listings on Rent By Owner use secure payment methods. It’s recommended to complete your transaction through the platform to ensure safety and protection against scams.

6. Can I modify or cancel my reservation once booked in Windsor, Nova Scotia?

Changes and cancellations depend on the owner’s policies as stated in the listing. Check the specific terms during booking, and contact the owner if you need assistance or wish to make adjustments.

7. What should I do if I encounter issues during my stay in a rental by owner here?

Contact the property owner directly for immediate assistance. If your concerns are unresolved, Rent By Owner offers support services to help ensure a smooth and worry-free experience.

More Rentals You May Like Near Windsor

More Top-Rated Rentals by Owner in Windsor Area