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Top 12 Airbnb Vacation Rentals In Southampton, Ontario, Canada - Updated 2025

Southampton is located on the shores of Lake Huron. The location makes it a popular summer getaway for those who want to take a break from the busy city life. The town is also on the mouth of Saugeen River, which offers visitors to take fantastic pictures of the scenic views. Many biking trails and walking paths are located near the river and the Fairy Lake making it ideal for the outdoor lovers. If you are into golf you can visit the Saugeen Golf Club. Those interested in art and culture can spend some time in the Southampton Art Gallery and the Bruce County Museum And Cultural Center. If you are fond of music then visit Southampton in summer months. A number of music concerts are organized each Sunday in July at Fairy Lake on the High Street. If you're thinking of planning your next vacation, read this list of the top Airbnb vacation rentals in Southampton, Ontario, Canada.
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Top 9 Airbnb Vacation Rentals In Ajax Canada - Updated 2025

Ajax is a bustling city that is slowly making a name for itself as a tourist destination. With its pristine waters, lush forests, and an abundance of hiking trails, Ajax is becoming increasingly popular, especially among those who love the great outdoors. Some of the most popular sights in Ajax include the Ajax Waterfront, the Greenwood Conservation Area, and the Ajax Trail System. Planning a trip to Ajax soon? Be sure to check out this list of the best Airbnb vacation rentals in the area, to help you find the perfect place to stay.
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23 Best Airbnb Vacation Rentals In Owen Sound, Canada - Updated 2025

In the quaint city of Owen Sound, clear waterfalls rush over limestone cliffs and the placid waves of Georgian Bay ripple softly out to the horizon. Surrounded by so many stunning natural landscapes, it’s no wonder that the Canadian town is known as the Scenic City. Owen Sound is peaceful and picturesque, and is an engaging destination for arts aficionados, history buffs, and outdoor adventure enthusiasts! Hike along the Bruce Trail for panoramas of breathtaking natural attractions like Inglis Falls, or pack a picnic and lounge in scenic Harrison Park. Pick out a souvenir from the scrumptious Farmers Market, or from the Artist Co-op, which features arts and crafts from local artisans. The amazing exhibits at the Billy Bishop Home & Museum and the Grey Roots Museum & Archives are also well-worth a visit while you are in town. Plus, with the Salmon Tour, Festival of Northern Lights, and Summerfolk Music & Craft Festival on the calendar, there is always something exciting going on! Some of the best Airbnbs in Owen Sound are wonderful accommodation options to explore the city. Read more about them below!
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10 Best Airbnb Vacation Rentals In Tobermory, Canada - Updated 2025

There’s no better way to spend your summer trip than going scuba diving in turquoise freshwater while exploring shipwrecks. One can only experience this amazing trip in Tobermory, Canada, a charming harbor village in Ontario, known as the “Freshwater Scuba Diving Capital of the World.” Fathom Five National Marine Park is one of the most popular sites here, and this beachgoer and hiker’s paradise has plenty to offer. Hiking through Bruce Trail is one of the must-do activities as it offers some of the most picturesque vistas in Ontario. Don’t forget to pack your camera when you visit Tobermory’s best beaches, such as the family-friendly Singing Sands Beach (named after the “singing" sound the sand dunes make when the winds blow) and the crowd-favorite Indian Head Cove. There’s plenty more to explore, so read on for the best Airbnb vacation rentals in Tobermory, Canada, before planning your trip.
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17 Best Airbnb Vacation Rentals In Bayfield, Ontario, Canada - Updated 2025

Bayfield is a community in Bluewater, Ontario, Canada, where just over a thousand people reside in. It is home to the historic Main Street, where many well-preserved old buildings, boutiques, art galleries, and fine dining restaurants are found. Not only does Bayfield have splendid tourist attractions, it also houses some great properties for tourists to live in as well. From cozy cottages to Bayfield cabin rentals, there are plenty of options to choose from. Read on and check out the best Airbnb vacation rentals in Bayfield, Ontario, Canada.
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Top 21 Airbnb Vacation Rentals In Cambridge, Ontario, Canada - Updated 2025

Cambridge, Ontario is not one of the famous tourist destinations in Canada. However, the city is culturally rich with many historical landmarks, cultural attractions, and natural sights. You wouldn't want to miss it when you are traveling to Canada. Whether you are enjoying the drive-through safari where the animals roam at African Lion Safari or exploring the city's stone and cobbled buildings, this laid back town has its own charm that will keep you captivated. Here are our top 12 Airbnb vacation rentals in Cambridge, Ontario, Canada.
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Top 18 Airbnb Vacation Rentals In The Blue Mountains, Ontario, Canada - Updated 2025

"The Blue Mountains" sounds like a phrase in a poem, doesn't it? Well, it's also the name of a city in southwestern Ontario. If you visit the Blue Mountains, be sure to visit some of the most breathtaking natural attractions like Craigleith Provincial Park, Blue Mountain Resort, and Georgian Bay, where you can walk along shale-covered beaches, gaze out into turquoise waters, and ski superb slopes. Want the inside scoop on the best places to stay in this part of Canada? Have a look at our list of the top Airbnb vacation rentals in the Blue Mountains, Ontario, Canada below.
Airbnb
Top 20 Airbnb Vacation Rentals In Oshawa, Canada - Updated 2025

Oshawa, Canada, emerges as a captivating tourist destination with its unique blend of history and modern attractions. Offering an array of things to do, from exploring its vibrant cultural scene to strolling through picturesque parks, the city caters to a diverse range of interests. Visitors can delve into its rich heritage at local museums and art galleries, creating a well-rounded experience. Moreover, for those seeking relaxation, Oshawa boasts an array of hotels with pools, providing a refreshing retreat after a day of exploration. The combination of engaging activities and comfortable accommodations makes Oshawa a delightful destination for travelers. If you don't want to splurge on hotels, check out our list of the top Airbnb vacation rentals in Oshawa, Canada.
Airbnb
Top 17 Airbnb Vacation Rentals In Richmond Hill, Ontario, Canada - Updated 2025

Richmond Hill is a town in the south-central York Region of Ontario, Canada. What are the things to do and see in Richmond Hill? We suggest visiting Lake Wilcox Park, a waterfront recreation area with a kids' splash pad, cool play structures, and paved walking trails. There are also exciting developments coming up--a youth area and redevelopment of the Canoe Club area that is scheduled to be done by 2021. You may also walk over to one of the four golf clubs for a game of golf with your family and friends at DiamondBack Golf Club, Lebovic Golf Club, or Beacon Hall Golf Club. If that sounds great, we’ve got more activities lined up for you! But first up, you will need a place to stay. So check out these top Airbnb vacation rentals in Richmond Hill, Ontario, Canada, before we show you more of the neighborhood.
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Top 13 Airbnb Vacation Rentals In And Around Markham, Ontario, Canada - Updated 2025

Markham, being the 16th largest city in Canada and a part of the greater Toronto area is considered as a melting pot of cultures, a tech hub, and a city where old meets new. The city is blessed with beautiful rolling hills, suburban neighborhoods, towering skyscrapers, and homes designed in the 19th century. There is plenty to see and things to do here in Markham, from exploring several cultural areas and recreational facilities to exploring parks and heritage sites. If you happen to be in the Greater Toronto Area, then Markham should definitely be in your “place to visit list”. Check out the top Airbnb vacation rentals in and around Markham, Ontario, Canada.
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21 Best Airbnbs In Cobourg, Canada - Updated 2025

The town of Cobourg is recognised by people in Ontario for one thing above all others - its delightful sense of community, which is cheerfully inclusive and makes visitors feel welcomed, providing a small-town feel in a town with plenty of amenities. An hour east of Toronto, it's also particularly noted for its "Sips and Savouries" - the town is an ideal stop-off for foodies and fans of brewed alcoholic beverages. Local stops like the William Street Beer Company and "Tacos and Tequila" will make an attractive holiday for anyone who enjoys the finer things in life; as, too, will the following Airbnbs in Cobourg, Canada..
Airbnb
Top 14 Airbnb Vacation Rentals In Kincardine, Canada - Updated 2025

From the engaging Canadian wilderness to the hidden town gems, the country itself has too much to offer the local and the visitor alike. Take advantage of the portfolio of attractions available in Kincardine, including the local lighthouse, Province Park and Family Funland! If that's not enough, the nearby town of Lucknow has a sleepy country farm ambiance with plenty of things to do. There are several Airbnb vacation rentals in Lucknow that complement and contrast your stay at lakeside Kincardine. Relax and take life at a pace most conducive for your family and personal enjoyment. Continue reading to explore the top Airbnb vacation rentals in Kincardine, Canada.
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Top 11 Airbnb Vacation Rentals In Amherstburg, Canada - Updated 2025

Located in Ontario, Canada, the town of Amherstburg sits on the shores of the Detroit River, next to the border with the United States. Travelers coming to Amherstburg can enjoy a variety of activities from water sports to visiting historic attractions and spending time outdoors. One of the town’s most beautiful places is Bois Blanc Island, also known as Boblo Island, which sits on the Detroit River. Here, travelers can find a marina, a lighthouse, and an amusement park. History enthusiasts should definitely visit the Park House Museum, the Amherstburg Freedom Museum, and Fort Malden. The latter is a defense fortification dating back to the late 1700s, which has been named a National Historic Site. Let's check out this list of top Airbnb vacation rentals in Amherstburg, Canada.
Airbnb
Top 12 Airbnb Vacation Rentals In Peterborough, Ontario - Updated 2025

Located in Central Ontario, set on the Otonabee River, Peterborough is a charming city that offers a lot of things to do and acts as a great launchpad for exploring the Kawarthas. It is a fantastic getaway destination for tourists, whether you are visiting with family and friends, or as a couple on a romantic holiday. It is home to Indian River Reptile & Dinosaur Park, Riverview Park & Zoo, and Wild Water & Wheels - these are the attractions that are popular with families. Plus, the city is home to parks, perfect for picnics and romantic dates. Some of these include Trent-Severn Waterway, Nicholls Oval Park, and Rogers Cove, to name a few. And if you're looking for Vrbo vacation rentals near Indian Lake, Ontario has plenty of options to choose from as well. Planning to spend a holiday in this central Ontario city? Browse through this list of the top Airbnb vacation rentals in Peterborough, Ontario.
Airbnb
12 Best Airbnbs In Barrie, Ontario - Updated 2025

Alluring sandy strips, charming downtown shops and restaurants, and powdery white slopes to ski on draw travelers to Barrie all year long. A top-notch lakefront community, Barrie is a vibrant and historic city that nestles on the western shore of Lake Simcoe on Kempenfelt Bay. Enjoy a lazy day on the beach the old-fashioned way or head to the inflatable waterpark on Centennial Beach. Also, schedule your visit to Kempenfelt Bay as the place offers a replete of activities such as biking the Waterfront Trails and paddleboarding, canoeing, or kayaking in the lake. During winter, go ice fishing in the bay or ski and snow tube Snow Valley’s slopes with the family. Barrie also has plenty of accommodations to choose from, whether it be hotels with pools or cozy cabins. Check out this list of the best Airbnbs in Barrie, Ontario, for a relaxing stay.
Airbnb
16 Amazing Airbnb Vacation Rentals In Kitchener, Canada - Updated 2025

Kitchener is an up and coming travel destination in the Waterloo Region of southwestern Ontario, Canada. Also known as the twin city of Waterloo, this hidden gem is located approximately 100 km (62.1 miles) west of Toronto. The family-friendly city offers visitors a rich cultural experience through an exploration of its heritage as a former German Mennonite town. All year round, it has plenty of things to do for visitors – the Museum, Doon Heritage Village, historic sites, parks, natural reservations, water parks, and ski resorts. It is a great choice for travellers who want to experience a different city life and is definitely worth a stopover from Toronto. Be sure to check out these top Airbnbs in Kitchener, Ontario, Canada while you are visiting. Complete your vacation by staying in one of the city’s finest!
Airbnb
Top 20 Airbnb Vacation Rentals In Sarnia, Canada - Updated 2025

As a growing cultural center of Ontario province, in Canada, Sarnia is a great city to explore, not only for its arts but also its incredible amount of natural parks and landscapes. Being the largest city on Lake Huron also means that it holds great significance as a harbor between the US and Canada. This bustling city is close to major cities in the US, such as Detroit and Ann Arbor, as well as Canadian cities such as London and Kent. With plenty of beautiful attractions, this place offers many amazing things to do. Read on to find out more about the top Airbnbs in Sarnia, Canada.
Airbnb
Top 11 Airbnb Vacation Rentals In Orangeville, Canada - Updated 2025

With its scenic downtown and lively, artistic atmosphere, Orangeville is a city of captivating delights. Gorgeous panoramas, a thriving arts community, and a plentitude of outdoor recreation trails characterize this quaint Canadian town. Orangeville is steeped in picturesque charm, and is a perfect destination for a tranquil getaway. Stop in at sophisticated boutiques as you traipse along the attractive streets, and admire the brilliant carved figures on the Art Walk of Tree Sculptures that turn the downtown into an outdoor art gallery. Enjoy a plethora of outdoor adventures like paddling by the peaceful shoreline in the Island Lake Conservation Area, riding horses in the serene Mono Cliffs Provincial Park, and cycling along the Bruce Trail, Canada’s longest footpath! The nearby Alton Mill Arts Centre invites you to explore open studios and galleries, and there are excellent performances to catch at the historic Orangeville Opera House or the Theatre Orangeville. Immerse yourself in art and nature, and check out these fabulous Airbnb vacation rentals in Orangeville, Canada!

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