Discover Your Ideal Dufferin County, Ontario Vacation Rentals for a Memorable Getaway
Discover Your Perfect Dufferin County Vacation Homes
Best Vacation Homes in Dufferin County
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Dufferin County Luxury Rentals
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Dufferin County Pet Friendly Vacation Rentals
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Dufferin County Large Vacation Homes
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Why Choose Rent By Owner for your Dufferin County Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Dufferin County
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience, allowing you to enjoy the region’s natural beauty and local charm at its best, whether you're seeking outdoor adventures or tranquil relaxation.
Peak Season Highlights
Summer (June to August)
During the warm summer months, you can enjoy the scenic beauty and outdoor activities in this region, making it an ideal time for a relaxing getaway.
Fall (September to November)
In early fall, the area features vibrant foliage that enhances your stay, providing perfect conditions for outdoor exploration and photography.
Off-Season Highlights
Spring (March to May)
As spring arrives, the region begins to blossom, offering a quieter atmosphere for those seeking tranquility in their vacation rentals.
Winter (December to February)
During winter, the area provides a peaceful setting for enjoying cozy accommodations and winter landscapes, ideal for a quiet retreat.
Weekly Weather Forecast for Dufferin County
How to Book Your Dufferin County Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Dufferin County
Common Vacation Rentals Amenities
What amenities can you expect?
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 outdoor dining with a private BBQ grill, perfect for summer evenings in the region.
- Relax by a cozy fire pit, ideal for making memories under the starry night sky.
- Take advantage of spacious yards or gardens for outdoor activities and family fun.
- Experience privacy and tranquility in outdoor spaces surrounded by natural scenery.
- Benefit from access to shared or private swimming pools when staying at select properties nearby.
- Use outdoor sports equipment such as volleyball nets or badminton sets for active entertainment.
- Explore walking trails or picturesque landscapes directly from your rental’s outdoor area.
Top Attractions Around Dufferin County
What attractions are nearby?
While staying in this destination, you can enjoy a variety of outdoor activities and cultural experiences just moments from your vacation rentals, making it an ideal spot to explore the natural beauty and local charm of the region.

Family Activities
- Sherwood Park Area: Enjoy an outdoor adventure by exploring the scenic trails and playgrounds perfect for family outings in this natural setting.
- Dufferin County Museum & Archives: Discover local history through engaging exhibits and activities that captivate children and adults alike in this educational attraction.
- Island Lake Conservation Area: Spend a day kayaking, fishing, or picnic overlooking serene waters, offering a peaceful retreat for families seeking outdoor fun.
- Downey’s Farm Market & Adventure Park: Experience farm life with seasonal activities, hayrides, and petting farms designed to entertain and educate children during your visit here.
Adult Activities
- Visit Orangeville's Art Scene: Explore local galleries and studios to immerse yourself in the vibrant creative community that thrives within this charming area.
- Enjoy Outdoor Adventures at Island Lake Conservation Area: Take advantage of scenic hiking trails, tranquil fishing spots, and peaceful picnicking areas perfect for a relaxing day outdoors.
- Discover Local Wineries and Breweries: Sample regional wines and craft beers at nearby establishments, offering a taste of the region's growing artisanal scene.
- Experience Cultural Events at the Dufferin County Museum & Archives: Delve into the area's history through engaging exhibits and special programs designed for visitors seeking a cultural connection.
Other Places to Stay in Dufferin County, ON
Dufferin County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Events and Activities: Check the area’s community calendar to discover festivals, outdoor activities, and cultural events during your stay, ensuring you experience the region's vibrant local scene.
- Choose Strategic Accommodation Locations: Opt for vacation rentals near key attractions or access points to make exploring this destination more convenient and enjoyable.
- Plan Outdoor Adventures: Take advantage of the region’s natural beauty by scheduling hikes, nature walks, or outdoor sports that highlight the area's scenic landscapes.
- Connect with Local Cuisine: Visit local eateries or prepare meals in your rental to enjoy authentic regional flavors and get a true taste of this destination’s culinary offerings.
Transportation Options
- Personal Vehicle: Renting or using your own car offers the most flexibility to explore Dufferin County and its scenic surroundings at your own pace.
- Local Bus Service: The area is served by regional bus routes that connect key towns and parks, making it convenient for travelers without a vehicle.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options like Uber provide quick, reliable transportation within Dufferin County and nearby attractions.
- Rental Cars: Booking a rental car here allows you to comfortably navigate the region's rural landscapes and access remote vacation rentals with ease.
Local Customs Options
- Seasonal Harvest Celebrations: You can participate in local harvest festivals that celebrate the region's agricultural heritage each fall, providing a glimpse into traditional farming customs.
- Community Potlucks and Gatherings: Engaging in community potlucks offers an authentic way to experience local hospitality and share in regional culinary traditions.
- Historic Trail Etiquette: When exploring here’s historic sites and trails, it’s customary to show respect by staying on designated paths and honoring local preservation efforts.
- Farmer’s Market Traditions: Visiting farmers markets allows you to embrace the region’s emphasis on fresh, locally sourced products while supporting local producers.
Frequently Asked Questions About Dufferin County?
1. What are the top vacation rentals in Dufferin County?
There are a lot of options in Dufferin County. If you plan on staying in the Dufferin County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dufferin County:
- Hidden Gem! Charming rural getaway close to hiking/skiing/biking. Dog friendly!
- “The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
- Garden Studio Apartment
- Hockley Valley Cozy Cottage
- Hockley Riverside Cottage Loft & Bunkie
- Century home 3 bed with Gas Fireplace/fenced yard and 5 minute walk to Broadway
- 4 Season Log Chalet Home with Hot Tub
- A bright & modern urban studio
- Glamping by Lavender Farm, Brewery, Mono Cliffs, Hockley Valley
- Walk to Downtown or conservation area, 2 Bedroom home . Sleeps 4. Pets welcomed
2. How many vacation rentals have private pools in Dufferin County?
There are 2 vacation rentals with private pools near Dufferin County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Dufferin County are best for families?
If you are looking for a family-friendly vacation home in Dufferin County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dufferin County:
4. How many Rentbyowner vacation rentals are available in Dufferin County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 139 in the Dufferin County 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 Dufferin County.
5. What is the cancellation policy for vacation rentals in Dufferin County, Ontario?
6. How do I ensure my booking is secure when reserving a vacation rental in the area?
7. Are there any additional fees or charges for staying in a vacation rental here?
8. What amenities can I expect from vacation rentals in this destination?
9. How do I find the best vacation rental options in this region that suit my budget?
Dufferin County Top Rated Vacation Rentals
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