Photo by Thomas Hutle

Leaside holiday homes

We found 26 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in Leaside that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and Wi-Fi. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

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Why visit Leaside

  • Charming architecture: Explore the unique houses in Leaside, reflecting its rich architectural heritage.
  • Community vibe: Engage with friendly locals at the Leaside Junction, a hub of social activity.
  • Outdoor activities: Enjoy urban parks and the picturesque Leaside Viaduct for leisurely strolls.
  • Cultural experiences: Visit the Leaside Public Library and local art museums for a taste of the area's culture.
  • Family-friendly environment: Leaside is ideal for both business trips and family holidays, offering something for everyone.

Top attractions near Leaside

Leaside, a charming suburb of Toronto, is perfect for business and family getaways alike. Visitors can explore urban parks, art museums, and local attractions that offer cultural and outdoor experiences. Don't miss the Leaside Public Library, Leaside Tennis Club, and Leaside High School for a taste of the community’s vibe. Whether you're traveling solo or with the whānau, there's something for everyone in this delightful area.

  • University of Toronto - St. George Campus: A stunning blend of historic architecture and vibrant culture, this campus is perfect for strolling through beautiful gardens and visiting museums, immersing yourself in the rich academic atmosphere.
  • Casa Loma: This enchanting castle offers a glimpse into Toronto's past, featuring magnificent gardens, ornate rooms, and intriguing history. It's a perfect spot for photos and exploring its fairy-tale-like surroundings.
  • The Distillery Historic District: A charming precinct filled with cobblestone streets, unique boutiques, and artisan shops. Enjoy family-friendly activities, outdoor art installations, and delightful eateries in this vibrant cultural hub.

Things to do recommended for couples

Looking for a romantic getaway in Leaside? Catch a show at the Danforth Music Hall, hit the slopes at Earl Bales Ski and Snowboard Centre, or enjoy a cozy meal at Spin Toronto. Each offers a unique vibe perfect for couples seeking memorable experiences.

Things to do recommended for families

Families visiting Leaside can experience the excitement of a game at Scotiabank Arena, enjoy relaxation at G Ross Lord Park, and have fun skating at George Bell Arena. Each location offers unique vibes perfect for creating lasting memories together.

Things to do recommended for groups

Your group will love exploring St. Lawrence Market for fresh local produce, enjoying family-friendly entertainment at The Path, and soaking up the culture at Massey Hall. These vibrant spots are all a short drive from Leaside and offer a true taste of Toronto's lively atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Leaside

If you're heading off with a group, family, or even bringing your furry friends along, or if you're planning an extended stay, be sure to refine your search based on what matters most to you. Here are some handy Vrbo booking tips to help you out.

  • Traveling to Leaside with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Leaside with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Leaside: For many families, a holiday wouldn’t feel complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Leaside: If you're seeking holiday rentals with special offers for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Leaside

Leaside, a charming neighbourhood in Toronto, offers a delightful mix of urban vibrancy and family-friendly atmospheres. Explore the picturesque Leaside Viaduct and the bustling Leaside Junction, where friendly locals add to the welcoming vibe. The area boasts typical Leaside houses, showcasing its unique architecture. Whether you're on a business trip or a family holiday, Leaside provides a perfect base to experience the rich culture and scenic beauty of nearby attractions.

  • Toronto: As the vibrant capital of Ontario, Toronto is a bustling metropolis brimming with cultural diversity and urban charm. Situated conveniently close to Leaside, this city offers an abundance of family-friendly activities, sports experiences, and city-themed attractions. Explore iconic shopping centres and enjoy a night out at one of the many theatres. Don’t miss the chance to visit local landmarks, including various sports facilities and monuments that reflect the city's rich history and spirit.
  • Davisville: Just 1.3km from Leaside, Davisville is a charming neighbourhood that perfectly blends family-friendly atmosphere with business-themed conveniences. It's an ideal spot for leisurely strolls through pleasant streets, and visitors can indulge in shopping at local boutiques and larger shopping malls. The area also boasts lovely urban parks, perfect for a picnic or a relaxing afternoon. With its inviting community vibe, Davisville is a refreshing escape from the hustle and bustle of downtown Toronto.
  • Yonge-Eglinton: Located 1.6km away from Leaside, Yonge-Eglinton is a lively neighbourhood known for its bustling shopping areas and family-oriented vibe. This area is a hub for both locals and visitors, offering a plethora of shopping mall centres and vibrant urban parks. Experience the local culture by exploring the nearby tourist precinct, where you'll find a range of dining options and entertainment venues. Yonge-Eglinton is a perfect blend of urban excitement and community spirit, making it a must-visit during your stay.

Best time to go to Leaside

If you're planning a trip to Leaside, it's a good idea to check both the weather and property rates. The warmest month is July.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudySlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudyAverage
March33.3°F (0.7°C)Light RainMostly CloudyAverage
April42.6°F (5.9°C)Light RainMostly CloudySlightly High
May54.3°F (12.4°C)Light RainMostly SunnyAverage
June64.4°F (18.0°C)Light RainMostly SunnyAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverage
September65.1°F (18.4°C)Light RainMostly SunnySlightly High
October53.4°F (11.9°C)Light RainMostly SunnySlightly Low
November41.5°F (5.3°C)Light RainMostly SunnySlightly Low
December32.9°F (0.5°C)Light RainMostly CloudyAverage

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Also, booking a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides you with a convenient space to plan new adventures, refine your existing itineraries, or manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Leaside?
The most sought-after types of holiday homes in Leaside are houses. Ready for more choices? Bookabach has numerous options to match the needs of our guests, so you'll see holiday properties in lots of shapes and sizes. The perfect fit is ready and waiting for you — discover yours today.
How much does it cost to rent a holiday home in Leaside?
Property type, season and length of stay are some of the conditions that can influence the price of a holiday home. Simply add your travel dates to find your perfect escape. From homey country cottages to expansive villas, all Bookabach holiday homes provide amazing value.
How much does it cost to rent a beach house in Leaside?
The average price for a holiday home close to the beach in Leaside depends on when you're going and the size and style of property you're looking for. You can quickly and easily find prices on Bookabach by entering your destination and preferred travel dates. Then use our handy filter tool to select the number of bedrooms and amenities that you prefer, like a pool, air conditioning and WiFi.
Are there pet-friendly holiday homes in Leaside?
With three properties that welcome four-legged guests, your furry little friend can join in the fun on your Leaside getaway. Use the filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Bookabach.
What are popular home amenities in Leaside?
Some of the most popular home amenities people are looking for in Leaside are a garden, nearby museums and a barbecue grill. Whether you're on the road with family, friends or even pets, Bookabach holiday homes feature the best amenities for starting a new adventure with the people closest to you.
Are there large group holiday homes in Leaside?
With two Leaside properties that can host a group of five or more people, you can invite a few extra buddies or family members along. Whether you're planning a casual get-together or a special event, we'll help you book a comfortable space for the occasion.
Are there holiday homes in Leaside that welcome kids?
Bring the whole group together for a fun-packed adventure in Leaside at one of our three family-friendly properties. A lot of these stays feature conveniences that are ideal for trips with the kids, including kitchens, multiple bedrooms and swimming pools. Just click on the "Properties good for families" filter box and pick your favourite.
What are the top attractions for families in Leaside?
Keep the kids entertained at these leading family-friendly attractions in Leaside:

  • Ripleys Aquarium of Canada
  • Royal Ontario Museum
  • The Distillery Historic District

How can I find holiday homes with air conditioning in Leaside?
Leaside has two holiday homes where you can kick back in air-conditioned comfort. To find a property on Bookabach that comes with this perk, choose your travel dates and use the convenient filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Leaside?
The minimum age is usually 16, 18 or 21. It can vary between properties on Bookabach, so check the rules of your chosen Leaside stay before you book.
How long can I rent a holiday home in Leaside for?
The length of time you can rent a holiday home in Leaside is up to the property. Just enter your desired dates to display a list of options offering extended stays. With tons of amenities like full kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find a perfect place to call your home away from home in Leaside.

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