Photo by Thomas Hutle

Leaside vacation rentals

We found 32 vacation rentals — enter your dates for availability

Discover a selection of 8 homes and other vacation rentals in Leaside that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or even just your pets, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
  • Peace of mind
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  • More quality time
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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Leaside

Find out more about Leaside

Why visit Leaside

  1. Cultural richness: Discover local art and historic colleges that reflect Leaside's vibrant community spirit.
  2. Scenic parks: Enjoy leisurely strolls in beautiful parks, perfect for families and nature lovers.
  3. Family-friendly atmosphere: Experience a welcoming environment ideal for family vacations and activities.
  4. Charming local shops: Explore quaint shops in South Leaside for unique finds and local goods.
  5. Comfortable accommodations: Choose from stylish apartments and spacious homes for a relaxing stay.

Popular types of accommodation around Leaside

If you're exploring vacation rentals in Leaside, you're in for a treat! The most popular options include houses, stylish apartments, and modern condos. Whether you’re looking for Leaside rentals, cozy apartments, or spacious homes in Leaside Towers, we have the perfect rental community to meet your needs. Enjoy a memorable stay with all the comforts of home in this charming Toronto neighbourhood.

  • Houses: The top choice for visitors to Leaside, offering spacious living and a home-like atmosphere, ideal for families or groups.
  • Apartments: A popular option providing comfort and convenience, perfect for couples or solo travellers seeking a vibrant local experience.
  • Condos: These contemporary accommodations combine luxury and practicality, making them a sought-after spot for those wanting extra amenities.
  • Villas: A more upscale option, perfect for those seeking privacy and elegance during their stay in Leaside.
  • Cottages: A quaint and cozy choice, perfect for a peaceful retreat away from the hustle and bustle.**

Top attractions around Leaside

Leaside, Toronto, is ideal for business, family, or city-themed vacations. Visitors can explore urban parks, art museums, and historic colleges, offering a rich blend of culture and outdoor experiences. Whether you're travelling with family or seeking a cultural getaway, Leaside's attractions provide something for everyone, ensuring a memorable stay in this vibrant neighbourhood.

  1. University of Toronto - St. George Campus: This prestigious university boasts stunning historic architecture and expansive green spaces. Explore its impressive libraries and museums while soaking in the vibrant campus atmosphere.
  2. Royal Ontario Museum: As Canada’s largest museum, it features diverse exhibitions ranging from natural history to world cultures. Marvel at its unique architecture and engaging displays, making it a cultural gem.
  3. Casa Loma: A majestic castle surrounded by beautiful gardens, Casa Loma offers a glimpse into Toronto's history. Discover its opulent rooms, secret passages, and captivating tales of its former residents.

Things to do recommended for couples

For a romantic getaway in Leaside, enjoy a concert at the Danforth Music Hall, just 3.2km away. Embrace winter fun at Earl Bales Ski and Snowboard Centre, 6.4km away, or indulge in a lovely meal at Spin Toronto, 8.0km away, perfect for a cozy evening together.

Things to do recommended for families

Families visiting Leaside can enjoy the excitement of a game at Rogers Centre, unwind at the Carnegie Centennial Centre, and experience thrilling ice skating at George Bell Arena, all within a short drive. These activities promise sports, relaxation, and adventure for everyone!

Things to do recommended for groups

Groups visiting Leaside can enjoy shopping at CF Toronto Eaton Centre, explore the vibrant St. Lawrence Market, and experience a performance at the historic Massey Hall. These activities offer a delightful mix of family fun, culture, and local flavours, perfect for creating memorable moments together.

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

When planning your trip, whether you’re travelling with a group, with family, bringing along your pets, or seeking longer stays, it’s important to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Leaside with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Leaside with young kids: Travelling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Leaside: For many families, a trip isn't truly complete without their furry companions. If you can relate, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer essentials like feeding bowls and beds, ensuring that both you and your pets feel completely at home.
  • Planning for a long term stay visiting Leaside: If you're seeking vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider including features like parking, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Leaside

Leaside, a vibrant and thriving community in Toronto, offers a delightful mix of urban charm and family-friendly atmosphere. Explore the heart of Leaside, where friendly locals and local art create a warm environment. Just a short distance away, South Leaside boasts scenic parks and quaint shops, perfect for leisurely strolls. Whether you're on a business trip or a family vacation, Leaside's unique vibe ensures a memorable experience.

  • Mount Pleasant East: Situated only 805m from Leaside, Mount Pleasant East is a vibrant neighbourhood that caters to families, business travellers, and city explorers alike. Visitors can enjoy a variety of shopping experiences, from bustling shopping malls to quaint retail areas. The local attractions include an urban park and a sports facility stadium, perfect for enjoying outdoor activities or catching a game. With its family-friendly environment and convenient amenities, this neighbourhood provides a balanced blend of leisure and urban life.
  • Davisville: Located 1.3km away from Leaside, Davisville is a lively neighbourhood known for its family-friendly atmosphere and business opportunities. The area features an array of shopping options and is home to a charming theatre, making it ideal for entertainment seekers. Visitors can stroll through lovely streets and explore the vibrant tourist precinct, while nearby urban parks offer serene spots for relaxation and recreation. Davisville’s blend of shopping, culture, and green spaces makes it a perfect destination for a well-rounded experience.
  • Mount Pleasant West: Just 1.6km from Leaside, Mount Pleasant West is a delightful neighbourhood that appeals to families and outdoor enthusiasts alike. This area boasts a range of amenities including campgrounds, shopping areas, and a theatre for those seeking entertainment. Nature lovers will appreciate the nearby parks and the picturesque lake, which provide ample opportunities for outdoor activities such as picnicking and hiking. With its community-focused vibe and access to nature, Mount Pleasant West is a charming spot for those looking to enjoy both urban and outdoor experiences.

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. Peak season runs in April, July and September, while off-peak times, like January and October to November tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
February25.2°F (-3.8°C)Light RainMostly CloudyAverageSlightly Low
March33.3°F (0.7°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudySlightly HighAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
June64.4°F (18.0°C)Light RainMostly SunnyAverageSlightly High
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighSlightly High
August71.2°F (21.8°C)Light RainMostly SunnyAverageSlightly High
September65.1°F (18.4°C)Light RainMostly SunnySlightly HighAverage
October53.4°F (11.9°C)Light RainMostly SunnySlightly LowAverage
November41.5°F (5.3°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you eager to save on your next getaway? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, consider booking a longer stay to unlock some great savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your travels!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, and manage your travel arrangements with ease. You can easily access properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Transportation options to and around Leaside

The nearest airport is in Toronto Pearson Intl. Airport (YYZ), located 12.4 mi (19.9 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Billy Bishop Toronto City Airport (YTZ), which is 5.2 mi (8.3 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Leaside?
The most sought-after types of vacation rentals in Leaside are houses. Ready for more choices? Vrbo has numerous options to match the needs of our guests, so you’ll see vacation 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 vacation rental in Leaside?
Property type, season and length of stay are some of the conditions that can influence the price of a vacation home. Simply add your travel dates to find your perfect escape. From homey country cottages to expansive villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Leaside?
The average price for a vacation rental 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 Vrbo 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 vacation rentals 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 vacation rentals and find your pawfect vacation home on Vrbo.
What are popular rental amenities in Leaside?
Some of the most popular rental 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, Vrbo vacation homes feature the best amenities for starting a new adventure with the people closest to you.
Are there large group vacation rentals 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 vacation rentals 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 favorite.
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 vacation rentals with air conditioning in Leaside?
Leaside has two vacation rentals where you can kick back in air-conditioned comfort. To find a property on Vrbo 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 vacation rental in Leaside?
The minimum age is usually 16, 18 or 21. It can vary between properties on Vrbo, so check the rules of your chosen Leaside stay before you book.
How long can I rent a vacation rental in Leaside for?
The length of time you can rent a vacation rental 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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