Discover Your Perfect Chesterville Rentals by Owner

Chesterville Rentals by Owner

9.2 (50 Reviews)
House
Bed & Stay
  • Air Conditioner
  • Parking
  • Security/Safety
View Availability
More Top-Rated Rentals by Owner in Chesterville Area

Why Choose Rent By Owner for your Chesterville 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 Chesterville

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience, as the region offers different attractions and amenities depending on the season, making it important to consider local climate patterns when booking your rental by owner through Rent By Owner.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy the region's natural beauty as the landscape blossoms, making it ideal for outdoor activities and exploring local scenery.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 10°C to 15°C
autumn
Early Fall (September to October)

This season offers pleasant weather with vibrant fall foliage, perfect for experiencing the area's scenic drives and outdoor adventures before winter sets in.

Average Temperature Daytime: 18°C to 22°C - Nighttime: 8°C to 12°C

Off-Season Highlights

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Winter (January to February)

The cold months bring quieter surroundings, allowing you to enjoy the peaceful atmosphere while taking advantage of cozy rental accommodations here.

Average Temperature Daytime: -5°C to -1°C - Nighttime: -12°C to -8°C
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Deep Summer (July to August)

Although lively, this period is also considered off-peak for booking rentals, providing opportunities for fewer crowds and more relaxed experiences during the warmest months.

Average Temperature Daytime: 25°C to 30°C - Nighttime: 15°C to 20°C

Weekly Weather Forecast for Chesterville

How to Book Your Chesterville 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 Chesterville

More Top-Rated Rentals by Owner in Chesterville 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

  • Enjoy a spacious outdoor patio or deck area perfect for relaxing and dining al fresco.
  • Take advantage of well-maintained gardens and landscaped yards that enhance your outdoor experience in the region.
  • Make use of available barbecue grills to host outdoor cookouts amidst the natural surroundings.
  • Experience outdoor recreation with access to nearby trails and walking paths for exploring the area's scenic beauty.
  • Relish communal spaces such as fire pits or outdoor fireplaces ideal for cozy evenings under the stars.
  • Benefit from private or shared swimming pools, providing refreshment during warmer months in this destination.
  • Utilize outdoor sports facilities, including courts or fields, for active pursuits within the region.

Top Attractions Around Chesterville

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities and local attractions that provide a relaxing and engaging experience during your stay.

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Family Activities

  • Shelter Valley Conservation Area: Enjoy a family picnic and explore scenic trails that showcase the natural beauty of the region.
  • Chateau LaFayette René Wine Museum: Discover local history through interactive exhibits while engaging in family-friendly wine tastings and tours.
  • North Dundas Historical Society Museum: Step back in time and learn about the area's heritage through engaging displays and historical artifacts.
  • South Mountain Fairgrounds: Experience seasonal events, agricultural fairs, and community gatherings that offer fun-filled days for all ages.
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Adult Activities

  • Wine Tasting Tours: Explore local wineries near here and immerse yourself in the region’s renowned wine culture, perfect for a relaxing adult outing.
  • Golfing Experiences: Enjoy a round of golf at nearby courses where you can unwind while taking in scenic views of the countryside.
  • Farmers' Markets and Artisans: Discover fresh produce and handcrafted goods at markets that showcase the area's vibrant local community and culinary scene.
  • Historical and Cultural Sites: Visit museums and heritage sites within the region to learn about its rich history and cultural significance.

Chesterville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local amenities and fresh markets: Take time to discover nearby shops and farmers' markets to enjoy authentic regional flavors and support the community during your stay.
  • Plan outdoor activities for the region's natural beauty: Make the most of this area's scenic landscapes by scheduling outdoor pursuits such as walking, biking, or picnicking in designated spots.
  • Communicate with your rental host: Reach out to your owner to get insider tips on the best local spots and any special features of your accommodation that can enhance your visit.
  • Check event calendars for seasonal happenings: Stay updated on festivals or community events happening here to immerse yourself in the area's local culture and make your trip memorable.

Transportation Options

  • Private Car Rentals: You can opt for private car rentals within the region to explore Chesterville and its surroundings at your own pace.
  • Taxi Services: Reliable taxi services are available locally, providing convenient transportation throughout North Dundas and nearby areas.
  • Public Transit: The area is served by local bus routes that connect you to neighboring communities and essential destinations in the region.
  • Bicycle Rentals: For eco-friendly travel and scenic exploration, bicycle rentals offer an excellent way to navigate here’s charming rural landscape.

Local Customs Options

  • Respect for Rural Traditions: You’ll find that maintaining the local customs of the region, including traditional farming practices and community events, is highly valued here.
  • Community Engagement: Participating in local gatherings and supporting neighborhood initiatives demonstrates appreciation for the close-knit atmosphere of this area.
  • Festival Celebrations: Attending seasonal festivals or local fairs is a way to immerse yourself in the area's unique cultural heritage and connect with residents.
  • Environmental Respect: The community places great importance on preserving natural surroundings, so eco-friendly practices are encouraged during your stay here.

Frequently Asked Questions About Chesterville Rentals by Owner

1. What are the top vacation rentals in Chesterville?

There are a lot of options in Chesterville. If you plan on staying in the Chesterville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesterville:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 30 in the Chesterville 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 Chesterville. 

3. What is the cancellation policy for rentals by owner in this area?

Cancellation policies vary depending on the individual listing. You should review the specific rental agreement or contact the owner directly to understand the rules regarding cancellations and potential refunds.

4. How do I know if my booking in this region is secure?

Booking through Rent By Owner provides a secure platform that ensures your reservation details are protected. For added peace of mind, check the listing’s reviews and communicate with the owner through the official messaging system.

5. Are there any additional fees I should be aware of when booking a rental here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the individual property. Details will be provided during the booking process or outlined in the listing description, so review these carefully before confirming your reservation.

6. Can I modify or extend my stay once I’ve booked?

Modifications or extensions depend on the owner’s policies and availability. It’s best to contact the host directly through the platform to discuss possible arrangements before making any changes.

7. What amenities are typically included in rentals by owner in this part of the region?

Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. To ensure the rental meets your needs, review the property details and contact the owner for specific information about available amenities.

More Rentals You May Like Near Chesterville

5.0 (1 Review)
House
Modern and Cozy three bedroom home
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
View Availability
More Top-Rated Rentals by Owner in Chesterville Area