Ontario, Canada, is a diverse and captivating destination offering a multitude of options for travelers seeking a memorable holiday experience. Whether you're on a business trip, a leisure vacation, or a mix of both, finding the right holiday accommodation at a unique location is key to enjoying your stay in this dynamic province. For the modern business traveler, especially those who require dedicated workspaces and fast wifi, Ontario's hidden gems provide an ideal setting for a seamless blend of work and leisure.
In this guide, we explore 10 of the most intriguing places to visit in Ontario that serve as perfect locations for vacation rentals, holiday rentals, and short-term rentals. From serene lakeside retreats to vibrant city neighborhoods, these destinations offer a range of accommodation in settings that foster both productivity and relaxation. Planning your stay in Ontario means discovering places to stay in regions that offer not only excellent amenities but also authentic local experiences and unforgettable things to do.
1. Tobermory – The Gateway to Ontario's Clear Waters
Located at the tip of the Bruce Peninsula, Tobermory is renowned for its crystal-clear waters and breathtaking natural beauty. This destination is perfect for those seeking holiday accommodation at a tranquil spot that combines water-based activities with scenic hikes. Vacation rentals here often include cozy cottages and lakeside chalets, ideal for both relaxation and remote work with dedicated workspace options available. Tobermory’s proximity to Bruce Peninsula National Park offers incredible hiking opportunities, boat tours, and diving experiences. Visitors can explore the famous Grotto, a stunning sea cave with turquoise waters, making it an ideal place to unwind after a productive workday.
While in Tobermory, be sure to indulge in local experiences like visiting local fish shacks, exploring the nearby flowerpot island, and discovering the vibrant Marine Heritage Centre. For more information on activities and things to do in the area, visit Ontario Travel’s Things to Do.
2. Niagara-on-the-Lake – Victorian Charm and Modern Comforts
If your holiday includes visiting vineyards, enjoying world-class dining, or exploring historic sites, Niagara-on-the-Lake is a destination that embodies charm and sophistication. This region offers excellent holiday rental options in heritage buildings and luxurious inns that cater to business travelers seeking a dedicated workspace with high-speed internet. The town’s picturesque streets are perfect for leisurely strolls, and many accommodations provide private patios and gardens.
There's a rich array of local experiences, including wine tastings, boutique shopping, and theatre performances at the Shaw Festival. For those interested in exploring the local culture deeply, the area is steeped in history and offers unique things to do like historic walking tours and boating on the Niagara River. To find the best places to stay in Niagara-on-the-Lake, check out Search and Stay.
3. Ottawa – The Capital City’s Cultural Tapestry
As Ontario’s capital, Ottawa is a hub of politics, history, and culture. It is an excellent destination for vacation rentals situated in the downtown core or in scenic neighborhoods just outside the city center. Many accommodations cater to business travelers, featuring dedicated workspaces, high-speed wifi, and short term rental options. During your stay, you can explore iconic landmarks like Parliament Hill, museums, and art galleries, as well as vibrant markets and diverse neighborhoods.
Ottawa offers unique activities including river cruises, cycling along the Rideau Canal, and visiting historic sites. For a personal touch, visitors can participate in local experiences like attending festivals, exploring local cuisine, and discovering indigenous art. For exclusive places to stay in Ottawa, visit Search and Stay.
4. Muskoka – The Muskoka Lakes Region
This pristine lakeside retreat offers a perfect blend of outdoor adventure and lakeside luxury. Muskoka is famed for its cabin rentals, luxury lodges, and boutique resorts that provide a quiet environment for work and relaxation. Many holiday rentals in Muskoka come with fully equipped kitchens, outdoor decks, and private docks, making it an ideal place for a holiday or short-term rental during the spring and summer months.
Activities include kayaking, fishing, hiking, and exploring local farmers' markets. The area also hosts events and festivals that showcase local crafts and produce. For an authentic local experience and to find the best places to stay in Muskoka, explore Search and Stay. Enhance your trip by discovering local experiences like visiting historical sites and enjoying the vibrant arts scene.
5. Kingston – Canada's Limestone City
Kingston offers a rich history with a vibrant arts scene and waterfront parks, making it a compelling destination for vacation rentals in historic districts. Visitors can enjoy accommodation in refurbished heritage buildings that combine modern amenities with historical charm, perfect for stays that require a dedicated workspace and reliable internet service.
Discover local experiences such as touring Fortress Kingston, exploring local boutiques, or enjoying fresh seafood along the waterfront. For things to do that incorporate the local culture, check out Ontario Travel’s Things to Do. When planning your visit, search for places to stay in Kingston using Search and Stay.
6. Stratford – The Cultural Heartland
Known for its theatre, gardens, and festivals, Stratford offers a vibrant atmosphere for holiday accommodation in cozy bed and breakfasts, boutique hotels, or rental cottages. This destination is perfect for combining work and leisure, especially if you prefer staying in quiet, scenic surroundings with reliable wifi and dedicated workspaces.
Explore local experiences including attending performances at the Stratford Festival, strolling through the Shakespearean gardens, or exploring local artisan shops. For top places to stay in Stratford, visit Search and Stay. Enhance your visit with things to do like wine tasting tours and historical site visits.
7. Prince Edward County – The Vineyard and Arts Escape
This region blends scenic vineyards with vibrant arts communities, offering unique holiday rentals in converted barns, waterfront cottages, or boutique inns. Ideal for a vacation or short term rental, Prince Edward County provides a peaceful setting for focused work, complemented by excellent local experiences like wine tasting, art galleries, and farm-to-table dining.
Things to do include exploring local wineries, visiting art studios, and enjoying outdoor activities like cycling and kayaking. To find the best places to stay in this region, use Search and Stay and create your perfect itinerary with local experiences and things to do in mind.
8. Blue Mountain – Adventure and Relaxation
This popular destination offers world-class skiing in winter and mountain biking, golf, and scenic adventures in the summer. The area provides a variety of holiday rentals, from luxury condos to cozy chalets, many with dedicated workspaces suitable for business travelers. The vibrant village at Blue Mountain features shops, restaurants, and entertainment options that suit various interests.
Activities include hiking, zip-lining, and exploring local arts and crafts. For your stay, discover places to stay in the Blue Mountain area at Search and Stay. Take advantage of the local experiences of adventure and wellness to make your trip extraordinary.
9. Elora – The Village of Wonders
Elora is a charming village known for its spectacular gorge, art galleries, and boutique shops. The town offers several vacation rentals, including historic homes and modern condos, suitable for travelers looking for a creative and inspiring environment. This spot is ideal for weekend stays or extended visits, with ample local experiences such as exploring the Elora Gorge Conservation Area and visiting local craft markets.
Your stay can be enriched with local activities like river tubing, visiting art studios, and dining in farm-to-table restaurants. To find places to stay in Elora, visit Search and Stay.
10. Collingwood – The Four-Season Destination
Finally, Collingwood offers a perfect mix of outdoor adventure and cozy town life, making it one of Ontario’s hidden gems. Vacation rentals range from lakeside cottages to modern condos with amenities suitable for remote work, including dedicated workspace and reliable wifi. The area is famed for skiing, mountain biking, and exploring stock progress farms and local markets.
Activities include golfing, hiking, and exploring local arts and music festivals. For your accommodation search, use Search and Stay to book your ideal holiday rental and enjoy local experiences that add richness to your stay in Ontario.
Ontario truly offers something for every traveler seeking a memorable holiday, whether it be cultural immersion, outdoor adventures, or tranquil lakeside retreats. Remember to choose your accommodation in locations that provide not only comfort but also the facilities needed for a successful work-cation, such as dedicated workspace and fast wifi. Start planning your escape today by exploring options through Search and Stay and enrich your experience with diverse local activities and things to do that bring you closer to authentic Ontario.