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.

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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 rental in Leaside?
In Leaside, holiday houses are the predominant type of holiday rental, with about 18 available in this charming neighbourhood. These properties typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable home away from home. Additionally, there are several apartments available, which provide a more compact living option while still offering essential amenities such as kitchen facilities and cosy living areas.
What are popular rental amenities in Leaside?
In Leaside, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals, alongside dedicated workspaces featuring desks and desk chairs for those needing to attend to business matters during their stay. Many rentals also provide coffee and tea makers for a warm beverage at any time, as well as decks or patios where guests can relax outdoors.
Can I find family house rentals in Leaside?
In Leaside, Ontario, there are several family-friendly house rentals available, making it a great choice for groups looking to enjoy the area. These homes typically feature spacious layouts, ideal for family gatherings, along with amenities such as fully equipped kitchens for preparing meals together and comfortable living rooms for relaxation.Visitors will appreciate the proximity to local parks, such as Leaside Memorial Community Gardens, where children can play and families can enjoy picnics. The neighbourhood also boasts easy access to charming shops and eateries along Bayview Avenue, ensuring that everything needed for a pleasant stay is within reach.
Can I rent a holiday home with a pool or hot tub in Leaside?
In Leaside, Ontario, there are several holiday homes available for rent that feature both pools and hot tubs, making it an attractive option for travellers seeking relaxation. This charming neighbourhood is known for its family-friendly atmosphere and well-maintained parks, providing a pleasant environment for visitors.Rentals in Leaside often come equipped with private pools, hot tubs, and spacious outdoor areas, great for enjoying warm summer days or unwinding in the evenings. Inside, many properties offer modern amenities such as fully equipped kitchens, comfortable living spaces, and Wi-Fi, ensuring a convenient stay.The local area is also well-connected, making it easy to explore nearby attractions, shops, and dining options.
Can I book pet-friendly holiday rentals in Leaside?
In Leaside, Ontario, there are several pet-friendly holiday rentals available, making it a great option for travellers looking to bring their furry companions along. The area is known for its charming residential atmosphere, with holiday properties often featuring amenities such as spacious living areas, well-equipped kitchens, and outdoor spaces, which are great for both relaxation and entertaining.Leaside is conveniently located near parks and green spaces, providing ample opportunities for walks and outdoor activities with pets. The nearby Leaside Memorial Community Gardens offers beautiful trails and open areas where pets are welcome, ensuring that both you and your pet can enjoy the outdoors together. Additionally, the local cafes and shops often have pet-friendly policies, adding to the overall charm of the neighbourhood for animal lovers.
When is the best time to visit Leaside for a holiday rental?
The best time to visit Leaside for a holiday rental is during the summer months, particularly in July. This peak season, running from July to September, offers vibrant opportunities for outdoor activities, community events, and festivals. The warm weather, typically around 20 to 30 degrees Celsius, provides a comfortable atmosphere for exploring local parks, enjoying picnics, and participating in various recreational activities.July stands out as the most popular month, with residents and visitors alike taking advantage of the lively community spirit. You'll find numerous events happening, making it a fantastic time to experience local culture and connect with fellow travellers.If you're looking for a more budget-friendly option, consider visiting in October. This month presents a lovely opportunity to enjoy the beautiful autumn foliage without the crowds, making it superb for leisurely walks and scenic drives. The peacefulness of fall can enhance your experience, allowing for reflection and relaxation amidst the vibrant colours of the season.Ultimately, the timing of your visit to Leaside hinges on your preferences—whether you want the energy and excitement of summer or the calm and beauty of autumn.
Are there any remote work holiday rentals in Leaside?
In Leaside, Ontario, there are around 18 remote work-friendly holiday rentals available, making it a suitable destination for those looking to combine work and leisure. Many of these properties come equipped with essential amenities for remote work, such as dedicated desks, complimentary Wi-Fi, and comfortable desk chairs.The neighbourhood itself is known for its tranquil residential atmosphere, with nearby parks providing a pleasant backdrop for breaks from work. Leaside's proximity to downtown Toronto means that you can easily explore local cafés and restaurants during your downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are the top attractions in Leaside, Ontario, Canada?
In Leaside, Ontario, visitors can enjoy several attractions that showcase the charm of this suburban neighbourhood. The Leaside Gardens, for instance, is a popular spot featuring an arena and a community centre, where locals engage in various sports and activities. The nearby Serena Gundy Park offers scenic walking trails and lush greenery, great for leisurely strolls or picnics.Another highlight is the Leaside Village, a shopping area with a mix of boutiques, cafés, and restaurants, providing a vibrant local atmosphere. The area is also well-connected to the Bayview Extension, which allows for easy access to downtown Toronto and its numerous attractions.
Are all fees included in the Leaside holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Leaside holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Leaside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Leaside holiday homes?
You can find great discounts on holiday homes in Leaside on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Leaside holiday home booking on Bookabach?
To find Leaside holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Leaside?
A long-stay holiday home in Leaside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Leaside holiday home?
Book your Leaside holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Leaside?
Prices for holiday homes in Leaside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Leaside to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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