Photo by Thomas Hutle

Leaside holiday homes

We found 32 holiday rentals — enter your dates for availability

Discover a selection of 9 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.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

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

    More space, more privacy, more amenities — more value

Why visit Leaside

  • Beautiful parks: Leaside boasts lush urban parks and scenic walking trails, perfect for outdoor enthusiasts and families alike.
  • Cultural landmarks: Engage with local culture at inspiring art museums and community spaces that reflect the neighbourhood's spirit.
  • Charming streets: Stroll through picturesque streets lined with vibrant local shops and cafes, offering a delightful shopping and dining experience.
  • Family-friendly atmosphere: Leaside is known for its welcoming community vibe, making it an ideal destination for families.
  • Convenient amenities: Enjoy easy access to nearby amenities, ensuring a comfortable and enjoyable stay.

Top attractions near Leaside

Leaside in Toronto offers a charming blend of urban parks, a vibrant tourist precinct, and inspiring art museums, making it an ideal destination for culture lovers, families, and those seeking an outdoor experience. The neighbourhood provides a unique mix of business-themed and city attractions, ensuring a memorable holiday with plenty of local cultural and family-friendly activities to enjoy.

  • The Distillery Historic District: A charming pedestrian-only area with Victorian-era buildings, artisan shops, and galleries, offering a unique blend of history and culture. Perfect for leisurely strolls and outdoor dining.
  • Casa Loma: This majestic castle features stunning gardens and intricate architecture, providing a glimpse into Toronto's history. Explore its opulent rooms and scenic views of the city.
  • Downtown Yonge: A vibrant street filled with shopping, dining, and entertainment options, showcasing the bustling atmosphere of the city, making it ideal for a lively day out.

Things to do recommended for couples

Discover the charm of Leaside with leisurely walks through the picturesque parks, followed by a cosy dinner at a local bistro. Enjoy a picnic at Leaside Memorial Community Gardens or catch a live performance at the nearby theatre for an unforgettable romantic experience.

Things to do recommended for families

Families visiting Leaside can enjoy a day at local parks, exploring kid-friendly trails and interactive exhibits at nearby community centres. There’s plenty of outdoor fun and family activities, making your holiday a memorable Kiwi adventure in Toronto.

Things to do recommended for groups

Visitors in Leaside, Toronto, can enjoy a local experience exploring community parks, dining at cosy cafes, and engaging in cultural events that showcase the area's vibrant history and local arts scene.

*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 travelling with a group, family, pets, or planning for an extended stay, it’s important to filter your options according to your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Leaside with a group: Consider how many bedrooms you'll require, along with features like a fully equipped kitchen or an outdoor area for socialising. Luckily, you can refine your search for all of these options, and more, on Vrbo.
  • Traveling to Leaside with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, along with 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, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly options come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Leaside: If you’re after holiday rentals with long-term deals, you’ve come to the right spot. By selecting the appropriate filters, you can effortlessly find and save on monthly stays. Don’t forget to include options like a parking bay, a well-equipped kitchen, or a private pool in your search.

Where to stay near Leaside

Leaside, Toronto, Ontario, offers a delightful blend of urban charm and residential comfort. This family-friendly neighbourhood features lush parks, scenic walking trails, and vibrant local shops, making it perfect for leisurely exploration. With its friendly atmosphere and cultural landmarks, visitors can immerse themselves in the community's spirit while enjoying the convenience of nearby amenities. Whether you're strolling through picturesque streets or enjoying a meal at a local café, Leaside promises a memorable experience for every traveller.

  • Toronto: Situated as a vibrant city within the larger metropolis, Toronto offers a diverse travel experience. Travelers flock here for family fun, business ventures, and the dynamic city vibe. The area boasts attractions such as theatres, bustling shopping centres, and lively mall centres, all set within a modern urban landscape. Notable local landmarks include a major sports stadium, a scenic lookout, and a striking modern tower, making Toronto a compelling destination for a range of interests.
  • Davisville: Just 1km from Leaside, Davisville is a neighbourhood that caters to business travellers, families, and those seeking a city experience. The locale features access to shopping centres, malls, and recreation parks, creating an environment that is both energetic and welcoming. Visitors can also explore attractions like a prominent sports stadium, a tranquil urban park, and a distinguished art museum, making Davisville a well-rounded destination for varied interests.
  • Yonge-Eglinton: Located 2km from Leaside, Yonge-Eglinton is a neighbourhood that seamlessly blends family-friendly excitement with a vibrant urban scene. The area is known for its shopping centres, expansive shopping areas, and lively mall centres. Prominent landmarks include a bustling street scene, a verdant urban park, and a dedicated tourist precinct, providing a rich mix of cultural, recreational, and commercial attractions for visitors to enjoy.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 a breeze

Looking to cut costs on your upcoming journey? Try being flexible with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To find the perfect Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Here is the paraphrased text:Vrbo’s Trip Board offers a handy space to plan new adventures, continue your progress, or review and organise your itinerary. You can easily find the properties you’ve saved or booked, neatly sorted into Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: 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.