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  2. Ontario
  3. Oshawa
  4. Whitby
  5. Rentals by Owner

Whitby Rentals by Owner

9.4 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Why Choose Rent By Owner for your Whitby 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 Whitby

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as the best seasons to visit depend on your preferred weather and activities in this destination.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, the area experiences warm and inviting weather, making it ideal for outdoor activities and enjoying the natural scenery. Book your rental by owner now to secure your stay in this lively season when the region attracts many visitors seeking sunshine and local events.

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

The early fall months bring mild temperatures and vibrant foliage, creating a picturesque setting here. The season is perfect for those looking to avoid the summer crowds while still enjoying comfortable weather with your rental booking secured well in advance.

Average Temperature Daytime: around 17°C to 21°C - Nighttime: 8°C to 12°C

Off-Season Highlights

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Winter (December to February)

During the winter, the area takes on a serene charm, with cooler temperatures and quieter surroundings. Booking a rental by owner during this time provides an opportunity for a cozy retreat away from the busy seasons, all while taking advantage of lower rates.

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

Springtime offers a gradual warming trend and blossoming landscapes, making it an excellent choice for a peaceful visit. Planning ahead with a rental here ensures you experience the region's renewal without the high-season prices and crowds.

Average Temperature Daytime: around 8°C to 15°C - Nighttime: 1°C to 6°C

Weekly Weather Forecast for Whitby

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.

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 areas perfect for summer meals with a view of the surrounding scenery.
  • Take advantage of private patios or decks for relaxing evenings outdoors.
  • Make use of well-maintained yards or gardens to unwind in nature during your stay.
  • Benefit from access to outdoor grills, ideal for hosting barbecues in this scenic region.
  • Explore nearby walking trails or pathways directly from your rental for outdoor adventures.
  • Relax on spacious verandas or porches that offer a peaceful retreat after exploring the area.
  • Utilize outdoor fire pits or fireplaces to enjoy cozy nights under the stars in this inviting destination.
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Family Activities

  • Whitby Waterfront Trail: Explore this scenic trail along the area’s shoreline, perfect for family walks, bike rides, and enjoying picturesque views of Lake Ontario.
  • Rusty Pole Park: Spend quality time at this local park where children can play on the playground and families can enjoy a relaxing picnic in a vibrant outdoor setting.
  • Museum of Whitby & District: Discover the area's history through engaging exhibits that provide educational fun for children and adults alike.
  • Whitby GO Station Family Activities: Experience a family-friendly transit hub that offers easy access to nearby attractions and scenic train rides within the region.
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Adult Activities

  • Exploring Whitby Harbour and Marina: Enjoy a leisurely stroll along the waterfront, taking in views of boats and the scenic beauty that defines this charming area.
  • Visiting the Whitby Museum and Historical Sites: Discover local history and culture through engaging exhibits that offer insight into the region’s rich past.
  • Participating in Outdoor Recreational Activities: Engage in activities such as kayaking or biking to experience the natural landscapes surrounding this destination.
  • Dining at Local Restaurants: Savor regional cuisine at popular eateries, where fresh ingredients and welcoming atmospheres highlight the area's culinary scene.

Other Places to Stay in Whitby, ON

Whitby History Museum & Children's Centre
Lynde Shores Conservation Area
Royal Ashburn Golf Club

Whitby Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions: Take time to discover the hidden gems and popular spots in this area to fully appreciate what the destination has to offer.
  • Plan your accommodations in advance: Booking your rental by owner early ensures you find the perfect property that fits your needs and secures a seamless stay.
  • Embrace outdoor activities: Make the most of the region's natural surroundings by engaging in outdoor pursuits that highlight the area's scenic beauty.
  • Experience authentic local cuisine: Dine at nearby eateries or try local specialties to immerse yourself in the regional flavors during your visit.

Transportation Options

  • Driving Services: You can explore the region conveniently by car, with numerous rental agencies offering reliable vehicle options within easy reach of your rental here.
  • Public Transit: Buses connect the area to surrounding destinations, providing an affordable and eco-friendly transportation choice during your stay.
  • Taxis and Ride-Sharing: For quick and flexible travel around town, taxis and ride-sharing services are readily available to get you where you need to go efficiently.
  • Biking and Walking: The region features scenic routes suitable for biking and walking, allowing you to enjoy the local sights at a leisurely pace.

Local Customs Options

  • Local Dining Etiquette: When dining in this area's restaurants, it is customary to experience a warm welcome and a focus on courteous table manners that reflect the region’s friendly hospitality.
  • Community Events: Participating in community festivals and gatherings offers a genuine chance to enjoy local traditions and connect with residents during your stay here.
  • Respect for Nature: The region values conservation and outdoor respect, so you should follow guidelines for outdoor activities to preserve its scenic beauty and natural parks.
  • Shopping Customs: Supporting local artisans and markets is appreciated, with a preference for handmade and locally sourced products as part of the area's shopping culture.

Frequently Asked Questions About Whitby Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 180 in the Whitby 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 Whitby. 

3. What is the cancellation policy for a rental by owner in this region?

Cancellation policies vary depending on the individual listing. You should review the specific terms outlined on the rental's page or contact the owner directly to understand the cancellation and refund conditions before booking.

4. How do I confirm the availability of a rental property?

Availability is typically shown in real-time on the listing. To ensure your desired dates are open, you can also reach out directly to the owner for confirmation or assistance with your reservation.

5. Are there specific check-in and check-out procedures I should be aware of?

Check-in and check-out instructions are provided by the owner within the listing details. It's advisable to review these details carefully or contact the owner beforehand to clarify any questions regarding arrival times or key collection methods.

6. Is there a secure method for payment when booking a rental by owner?

Payments are generally processed through the booking platform, providing a secure method of transaction. For additional peace of mind, confirm the accepted payment options listed by the owner and avoid off-platform payments unless specified.

7. What amenities and features are included in the rental property?

The amenities are detailed in each rental listing. To ensure the property meets your needs, review the description thoroughly or contact the owner directly for specific questions about amenities, facilities, and any special features offered here.

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