Discover Your Perfect Whitby Vacation Homes

Why Choose Rent By Owner for your Whitby Vacation Rental Homes?

What makes our Vacation Rentals special?

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

When planning your getaway, consider visiting during the shoulder seasons to enjoy pleasant weather and fewer crowds in this charming area of Ontario, ensuring your stay is both comfortable and memorable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak season, attracting visitors with warm weather and longer daylight hours. It’s an ideal time to enjoy outdoor activities and explore the scenic region.

Average Temperature Daytime: 23°C - Nighttime: 15°C
autumn
Early Fall (September to October)

The early fall is another busy period when the area showcases vibrant autumn colors. Visiting during this time allows you to experience pleasant weather and fewer crowds compared to midsummer.

Average Temperature Daytime: 20°C - Nighttime: 10°C

Off-Season Highlights

image
Late Fall to Winter (November to February)

This quieter period sees decreased tourist activity, making it easier to find relaxed vacation rentals. The region offers a peaceful ambiance amid cooler temperatures and fewer visitors.

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

Spring welcomes fewer travelers before the busy summer season begins, offering a tranquil atmosphere. Enjoy moderate temperatures and the rejuvenation of local scenery without the crowds.

Average Temperature Daytime: 10°C - Nighttime: 3°C

Weekly Weather Forecast for Whitby

How to Book Your Whitby 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 Whitby

More Top-Rated Vacation Rentals in Whitby Area

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 outdoor grilling with a fully equipped barbecue station to make the most of warm summer days.
  • Relax on a private patio or deck, perfect for morning coffee or evening gatherings under the open sky.
  • Take advantage of spacious gardens or yards to explore local flora or let children play freely.
  • Discover nearby parks or trails where you can hike, bike, or enjoy scenic walks in the region.
  • Make use of communal outdoor pools or hot tubs available at select properties for added relaxation.
  • Utilize outdoor dining areas that provide a charming setting for meals with friends and family.
  • Benefit from convenient access to waterfront views or lakeside spaces, ideal for fishing or picnicking here in the area.

Top Attractions Around Whitby

What attractions are nearby?

During your stay, you'll find a variety of outdoor activities and cultural experiences nearby, offering you the perfect balance of relaxation and adventure in this charming region.

image
image

Family Activities

  • Whitby Beach: Enjoy a day of relaxing on the sandy shores, perfect for picnics, building sandcastles, or taking a refreshing swim in the lake.
  • Heber Down Conservation Area: Explore scenic nature trails and picnic spots within this family-friendly conservation area offering outdoor adventures close to your vacation rentals.
  • Ontario Fire Service Training Centre: Experience interactive fire safety demonstrations and educational activities designed to keep the whole family engaged and informed here in the region.
  • Magnolia Park: Spend quality time in this spacious park featuring playgrounds, sports fields, and open green spaces ideal for family outings and recreational fun.
image

Adult Activities

  • Exploring the Whitby Harbour Area: Enjoy a leisurely stroll or boat tour along the scenic shoreline, taking in the picturesque views and vibrant marine atmosphere.
  • Visiting the Whitby Historical Museum: Dive into local history and culture through engaging exhibits that highlight the area's rich past and heritage.
  • Recreational Activities at Lynde Shores Conservation Area: Experience walking trails, birdwatching, and wildlife observation in the region’s natural wetlands and parklands.
  • Dining and Culinary Experiences: Savor a variety of local cuisines at popular eateries, perfect for relaxing after a day exploring the city’s attractions.

Other Places to Stay in Whitby, ON

Whitby History Museum & Children's Centre
Whitby History Museum & Children's Centre Vacation Rentals
Lynde Shores Conservation Area
Lynde Shores Conservation Area Vacation Rentals
Royal Ashburn Golf Club
Royal Ashburn Golf Club Vacation Rentals
Brooklin
Brooklin Vacation Rentals
More Places to Stay Near Whitby

Whitby Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local attractions early: Arriving with a plan to visit key sites ensures you make the most of your time in this destination without missing out.
  • Sample regional cuisine: Take advantage of the area’s culinary offerings by trying local specialties during your stay in this vibrant region.
  • Engage with the community: Participating in local events and activities helps you experience the authentic atmosphere of here beyond typical tourist spots.
  • Book strategic accommodations: Selecting well-located vacation rentals allows for easy access to top sights, making your trip more convenient and enjoyable.

Transportation Options

  • Car Rentals: Renting a car here gives you the flexibility to explore the area at your own pace and access nearby attractions conveniently.
  • Public Transit: Local bus services provide an economical and reliable way to get around this destination without the hassle of parking.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options offer quick, door-to-door transportation when you need to move comfortably within the region.
  • Biking and Pedestrian Paths: The area features dedicated bike lanes and scenic walking routes, perfect for enjoying the local sights at a leisurely pace.

Local Customs Options

  • Local Seafood Cuisine: Indulge in the region's fresh seafood offerings that reflect the area's rich maritime heritage and are a must-try during your stay.
  • Traditional Festivals: Experience community-led events and festivals here that showcase the area’s vibrant cultural traditions and local pride.
  • Historical Building Etiquette: Respect for the preservation of historic sites and their architectural significance is an important aspect of engaging with this destination's past.
  • Outdoor Recreational Practices: Enjoy the customs surrounding outdoor activities such as hiking and boating, which are popular ways to connect with the natural beauty here.

Frequently Asked Questions About Whitby?

1. What are the top vacation rentals in Whitby?

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

2. Which vacation homes in Whitby are best for families?

If you are looking for a family-friendly vacation home in Whitby, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Whitby:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 171 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. 

4. What is the cancellation policy for vacation rentals in Whitby, Ontario?

The cancellation policy varies depending on the specific property listing. It's important to review the cancellation terms outlined in the listing details or contact the property owner directly to understand any fees or restrictions.

5. How do I find the most suitable vacation rental in Whitby that fits my needs?

You can filter your search based on amenities, property type, price range, and guest capacity. Reading detailed descriptions and reviews will help ensure you select a rental that meets your preferences in this area.

6. Are there any special requirements or house rules when booking a vacation rental here?

Each property may have its own set of house rules and requirements, which are usually listed on the property page. It’s recommended to read these carefully and contact the owner if you have any specific questions before booking.

7. What should I know about the payment process when reserving a vacation rental in the region?

Secure payments are typically handled through the booking platform. Be sure to verify which payment methods are accepted and keep an eye out for any payment deadlines specified by the host.

8. Is it possible to communicate directly with the property owner before booking?

Yes, most listings include a messaging feature that allows you to contact the owner or manager directly. This is a good way to ask any questions and confirm details before finalizing your reservation.