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Vacation Rentals (129)
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Airbnb
Top 10 Airbnb Vacation Rentals In Oakville, Canada - Updated 2025

It's no wonder that Oakville is listed among the most livable cities in Canada. Full of small-town charm, Oakville features a laid-back friendly vibe and ample natural beauty. It is located just 30 km (19 mi) from Downtown Toronto, so reaching the capital city is easy. Bronte Creek Provincial Park offers a great setting for swimming, hiking and biking. You can also plan a day in Bronte Harbour where you can stroll through busy streets or savour a meal. Interested in shopping and entertainment? Bronte Village, Oakville Downtown and Kerr Village are the go-to places. Oakville is also known for its arts and culture, so you can book a performance in the Oakville Centre for the Performing Arts or Sheridan College. If you're planning on a visit here, then you will need a place to stay. Read on for the top Airbnb vacation rentals in Oakville, Canada.
Airbnb
Top 10 Airbnb Vacation Rentals In Bracebridge, Canada - Updated 2025

Nestled in Ontario, Bracebridge is a beautiful town and a fantastic tourist destination. Blessed with the outstanding natural beauty of Muskoka River, it has become a popular go-to destination for nature lovers and city-dwellers seeking a change of scenery. Bracebridge Falls adorns the town, together with the nearby falls of Wilson, High, and others. For travelers vacationing with their family, especially with kids, you can not miss a chance to take them to Santa's Village: Muskoka's Theme Park. With rides, petting zoos, and accommodations, you will surely enjoy an unforgettable family time here. To help you find the perfect home base in town, browse through this list of top Airbnb vacation rentals in Bracebridge, Canada.
Sonder
5 Best Sonder Vacation Rentals In Toronto, Canada - Updated 2025

Toronto's postcard-perfect waterfront lies on the shores of Lake Ontario. The city is big on architectural curiosities and contact sports. CN Tower and the Hockey Hall of Fame are among its popular attractions, along with Kensington Market and Victorian and Edwardian-era enclaves. The Royal Ontario Museum and its controversial Michael Lee-Chin Crystal building showcase the city's progressive stance and cultural diversity. Toronto's transit system features historic streetcar lines serving downtown and suburban areas. There are forested areas for camping and fishing on the 20,000-ac (8,093-ha) grounds of Rouge National Urban Park. In the capital city of Ontario, it's easy to find quality accommodations for travelers who crave both comfort and adventure. Read about the best Sonder vacation rentals in Toronto, Canada.
Pet Friendly Airbnb
Top 10 Pet-Friendly Airbnbs In London, Canada - Updated 2025

Sprawling along Canada's Quebec City–Windsor Corridor in southwestern Ontario is its "forest city" London, some 200 km (124 mi) away from the provincial capital Toronto. It is home to the famous Western University, several top hospitals, some amazing parks, and an array of the most interesting local events, including fairs, exhibitions, music shows, and more. This city is a popular hotspot for those travelling with pets too. There are lots of pet-friendly accommodations, parks, and spots around that offer a great time to your furry babies. Don't forget to head out for a walk or hike to Thames Valley Trail Loop, which is a brilliant park for pets as well as pet parents. Scroll over for the top pet-friendly Airbnbs in London, Canada, where you can check into and guarantee your pets a good time.
Airbnb
Top 10 Airbnb Vacation Rentals In Grand Bend, Canada - Updated 2025

Located in the province of Ontario, Grand Bend is a lovely Canadian community and a paradise for nature lovers. It sits on Lake Huron, luring beach lovers and sun-seekers. Grand Bend Beach is the main attraction of the area, offering plenty of shops and eateries. If you are into making memories while doing extreme sports, you might be interested in booking an escapade with Grand Bend Parasail. Are you on a romantic holiday with the love of your life? A wine-tasting activity at Dark Horse Estate Winery Inc. might pique your interest. You can also catch a show at Huron Country Playhouse nearby. To help you complete your plans for your upcoming vacation, browse through this list of top Airbnb vacation rentals in Grand Bend, Canada.
Airbnbs With Pools
Top 5 Airbnbs With Pool In Windsor, Canada - Updated 2025

The heart of Windsor, Canada, is its ever-present youth. The University of Windsor draws in students with a stellar education, and the rest of the city serves this bright-eyed and energetic population with a myriad of arts and culture. As a visitor, you too will benefit from the plethora of sights and sounds. Whether you’re 18 years old or 80, the art of Windsor Sculpture Park, the sweeping history of Willistead Manor, the excitement of a casino, and the vibrancy of one of the many festivals set in the city are sure to awaken a thrill. What better way to complete a vacation there than to splash in the swimming pool? For relaxing accommodation options, check out the top Airbnbs with pool in Windsor, Canada.
Short Term Rentals
10 Best Short-Term Rentals In Orillia, Canada - Updated 2025

Whether you are looking for a place to enjoy the arts or the outdoors, Orillia is the perfect destination for you! The city is on the shores of Lake Couchiching in Simcoe County. Due to its proximity to Toronto and numerous attractions, the destination has become popular with tourists. The local attractions include Brewery Bay Food Co., a family restaurant known for serving juicy burgers, pizza, and cocktails since 1993. Couchiching Beach Park, with grassy areas, boardwalks, and a beach, will lure you to spend some quality time outside. Orillia Opera House, a performing arts theater, is also worth your time. With such an array of places to visit and things to do, it'll be great to have a restful space as your home base for a few weeks. For suitable stays, check out the best short-term rentals in Orillia, Canada.
Short Term Rentals
10 Best Short-Term Rentals In Bowmanville, Canada - Updated 2025

Located in Ontario's Durham Region, Bowmanville is a charming town and an ideal place for travelers who wish to escape the busy metro life. Apart from appreciating the small-town charm, you can immerse in art by visiting Visual Arts Centre of Clarington. Take a peek into the World War II era by exploring Camp 30. If you wish to reconnect with Mother Earth, you can plan a day of picnicking and watersports at Bowmanville Harbour. The place is pet-friendly so you can bring your dog. Since this beautiful town is an ideal place for a quick getaway, there are plenty of accommodations here that welcome short-term stays. If you need one for your upcoming visit, browse through this list of the best short-term rentals in Bowmanville, Canada.
Airbnb Mansion
3 Best Airbnb Mansions In Toronto, Canada

Situated on the banks of Lake Ontario, Toronto is one of the most visited tourist destinations in Canada for a reason. Along with unlimited urban adventures on every corner, Toronto also makes the perfect base to explore Niagara Falls located 133 km (83 mi) away. Shopaholics must reserve a day at Eaton Centre or Kensington Market. Don't miss Toronto's unbeatable food scene. You can book a food tour that allows you to sample downtown Toronto's diverse cuisines or head to Distillery District's cafes and restaurants. If you are travelling with children, Toronto Zoo and Ontario Science Centre offer a fun afternoon for your little ones. However, one of the most overlooked yet most important aspects of a vacation is accommodation. Why not treat yourself to a luxury mansion fully furnished with world-class amenities? So, read on to explore the best Airbnb mansions in Toronto, Canada, for an unforgettable vacation experience!
Airbnb
Top 7 Airbnb Vacation Rentals In Danforth Toronto

Danforth Village is a residential neighborhood located some 8 miles from Downtown Toronto. The village is also conveniently placed 2 miles from The Beach and all the lakeshore attractions, with a regular bus service for travelers. Taylor Creek Park and Stan Wadlow Park are situated around 1 mile north of the village with their green, open spaces. Shoppers World, at the corner of Danforth and Victoria Park Avenues, is a convenient shopping mall in Danforth Village with all types of shops, including fashion, footwear, home electronics and fast food outlets, as well as other general specialty shops. Enjoy a selection of the best Airbnbs vacation rentals near Danforth Village from 90USD.
Airbnb
Top 31 Airbnb Vacation Rentals In Waterloo, Canada - Updated 2025

Named after the infamous Belgian municipality where the Napoleonic era ended, Waterloo is truly a treasure trove of Canadian history. Located in Southern Ontario, Waterloo is the smallest of the three cities that comprise the Regional Municipality of Waterloo. Along with the adjacent city of Kitchener, Waterloo is commonly associated with the names "Kitchener-Waterloo," "KW," the "Twin Cities" or "the Tri-City." Aside from having two universities, the city is also a part of Canada's Technology Triangle (CTT), a government initiative to promote the region's booming tech industry. Waterloo's history can be traced as far back as 1784, with the first wave of Mennonite immigrants coming in during the 1800's. Europeans have also made their presence known in the area, with most of the local population having German ancestry. Today, this city of more than 100,000 residents is home to five sprawling parks, a plethora of cultural festivals, and a vibrancy that is uniquely its own. Whatever season you choose to discover Waterloo, visiting it is never a mistake. If you wish to tour Southern Ontario and get a head start on your adventure, keep reading this list of the top Airbnb vacation rentals in Waterloo, Canada.
Airbnb
13 Handpicked Airbnb Vacation Rentals In Blue Mountain, Canada - Updated 2025

While it may not be the Swiss Alps, Blue Mountain in Canada is still a beautiful alpine ski resort in Ontario. As the third largest ski resort in the nation, it is a wonderful and popular destination for all skiers. Additionally, since it is one of the busiest ski resorts around it is also one of the most built-out resorts with over 40 runs, 16 chairlifts, and 3 freestyle terrains. If skiing isn't your thing you can still enjoy the wintry slopes and go tubing, take a snowshoe tour, jump into the fully heated outdoor pool, grab a ride on the mountain coaster, or even take a majestic horse-drawn sleigh ride through the mountain. If winter isn't your thing, then you can visit Blue Mountain in the summer and mountain climb, take a charter boat tour or a bike tour, experience scenic nature adventures, taste wine, or jet ski. So, whether you're grabbing your snow boots or swimsuit, do it fast and get ready for a fun-filled vacation in Blue Mountain, Canada. Continue reading to discover the top Airbnb vacation rentals in Blue Mountain, Canada.
Airbnb
Top 9 Airbnb Vacation Rentals In Vaughan, Canada - Updated 2025

The beautiful city of Vaughan is located in Ontario. It is one of the largest cities in Canada and is situated north of Toronto. Filled with exciting things to do, Vaughan is home to an open-air heritage museum, the largest amusement park in Canada, and one of the largest shopping centers in the country. Art lovers will enjoy a visit to the McMichael Canadian Art Collection where they can explore paintings by famous artists such as Tom Thomson and more. Travel back in time and visit the Black Creek Pioneer Village, which is an open-air heritage museum where visitors can experience the lifestyles, customs, and surroundings of the early residents. Traveling with children? A visit to Canada’s Wonderland is a must to enjoy roller coaster rides, thrill rides, and more. For your visit, be sure to check out the top Airbnb vacation rentals in Vaughan, Canada.
Airbnb
25 Handpicked Airbnb Vacation Rentals In Wasaga Beach, Canada - Updated 2025

Wasaga Beach rests at the southern edge of Canada's Georgian Bay. As you can imagine, Wasaga Beach is, in fact, a beach town, known for its soft, clean sand. Wasaga Beach Provincial Park is where beachgoers can enjoy the lakefront, along with various activities and walking trails. The Nottawasaga River is a great place for fishing, kayaking, and canoeing, and historic sites, such as Martyrs' Shrine, a Catholic church that dates back to 1926, and Nancy Island Historic Site are fun attractions for the whole family. Why don't we explore some of the accommodation options around the sand and sun? Read on for our list of the top Airbnb vacation rentals in Wasaga Beach, Canada!
Airbnb
12 Handpicked Airbnb Vacation Rentals In Dorset, Canada - Updated 2025

The charming town of Dorset, primarily known as the Cedar Narrows, lies in Ontario. The Canadian town sits between the district of Lake of Bays and Algonquin Highlands Township and is a 30-minute drive from Algonquin Provincial Park, making it a popular weekend getaway. The park is popular for mountain biking, cross country skiing, day hiking, horseback riding and fishing. Tourists can go to The Dorset Scenic Look Out Tower from where they can view the picturesque landscape of the hills and the Lake of Bays. Travelers can go for a cruise on the SS Bigwin, a small steamship that ferries on the Lake of Bays. The cruise offers a glimpse of the beautiful lake and an opportunity to sample local brews on-board. The Dorset Heritage Museum, Totoka Spa and Haliburton Highlands Water Trails are a few more tourist destinations in Dorset. Here’s a look at the top Airbnb vacation rentals in Dorset.
Airbnb
12 Handpicked Airbnb Vacation Rentals In Honey Harbour, Canada - Updated 2025

Honey Harbour is a bustling port community located on the shores of Georgian Bay in Ontario, Canada. Also referred to as a boater's paradise, this small yet welcoming town is surrounded by sparkling clear blue water, channels, and small islands to explore. While you are staying here, a visit to Little Beausoleil Island is a must. This popular island is situated in the northwest direction of Honey Harbour. You can either take your own boat or hire a water taxi to this island and enjoy a camping excursion or a day trip. Another popular tourist attraction is the Georgian Bay Islands National Park, which is located in the west of the port. The park is accessible only by boats and offers plenty of cultural wealth and natural beauty to explore. For a comfy place to stay, check out these top Airbnb vacation rentals in Honey Harbour, Canada.
Airbnb
13 Handpicked Airbnb Vacation Rentals In Port Perry, Canada - Updated 2025

Port Perry is a community located in Scugog, Canada, which is situated in the middle of the waterway system and nestled on the shores of Lake Scugog. This pristine place has a great wealth of mythology, archaeology, and history just waiting for you to discover. With a mix of retail merchants, services, entertainment, and restaurants, this town has much to offer to add to your life adventures and it comes as no surprise that Port Perry is the administrative and commercial center for Scugog. Planning a trip soon? For comfy accommodation, continue reading to find out more about the top Airbnb vacation rentals in Port Perry, Canada.
Airbnb
12 Handpicked Airbnb Vacation Rentals In Port Severn, Canada - Updated 2025

Severn is a quaint and rural township in south-central Ontario, Canada. It lies on the shore of Severn Sound in the southeast corner of Georgian Bay and is the gateway to the Trent-Severn Waterways. You can enjoy a bunch of activities while in Severn: from attending events to getting involved in arts and learning about local history, to dining at independent restaurants and staying active in the city park. Port Severn is undeniably the town's most popular spot, due in part to its picture-perfect scenery and its proximity to nature. Severn isn't the only port town by the bay - Honey Harbour, among the nearest of its kind, is teeming with enriching activities. You will also find amazing Airbnb vacation rentals in Honey Harbour. If the idea of vacationing near the waters entices you, then you should continue reading to explore the top Airbnb vacation rentals in Port Severn, Canada.

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