Ontario holiday rentals

We found 28 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Ontario to find one that's perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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Book a holiday rental for your Ontario getaway

Learn about the unique charm of Ontario with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Ontario

Are you hoping to find attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Ontario a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hiawatha Golf Club (21.1 mi / 33.9 km)
  • Whitetail Ridge Ski Area (21.4 mi / 34.4 km)
  • Branches Winery (16.9 mi / 27.3 km)
  • Viroqua Country Club (19.3 mi / 31 km)
  • Snowflake Ski & Golf Club (13.5 mi / 21.7 km)
  • Dregne's Scandinavian Gifts (14.2 mi / 22.8 km)

Exploring the natural landscape of Ontario

Whether you're an adventurous traveller or just want to take in the scenery, Ontario is a great place to spend some time outside. These are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Kickapoo Valley Reserve (6.4 mi / 10.3 km)
  • Kickapoo Valley Reserve Visitor Center (9.1 mi / 14.7 km)
  • Elroy Sparta State Trail (17 mi / 27.3 km)
  • LaCrosse River Trail (19.1 mi / 30.7 km)
  • Jersey Valley County Park (10.5 mi / 16.9 km)
  • Howard Huff Park (18.3 mi / 29.4 km)

Transport to and around Ontario

The nearest airport is in La Crosse, WI (LSE-La Crosse Municipal), located 35.1 mi (56.5 km) from the city centre.

Frequently asked questions

Where are the best Ontario ski resort rentals?
For skiing near Ontario, Wisconsin, the most accessible area is the nearby Black River Falls, which offers a few rental options close to the ski resorts. In Black River Falls, visitors can find cosy chalets and cabins that provide a rustic charm and are often equipped with amenities such as full kitchens, fireplaces, and outdoor spaces for relaxation after a day on the slopes. Many of these properties are located near the Black River State Forest, allowing for easy access to both skiing and winter hiking trails.In addition to the ski resorts, the surrounding area features a variety of outdoor activities, making it a great choice for winter sports enthusiasts. Rental properties in this region typically offer family-friendly amenities like multiple bedrooms, entertainment areas, and sometimes even access to hot tubs, making them ideal for groups or families.
What is the most popular type of holiday rental accomodation in Ontario?
In Ontario, holiday houses are the most popular type of holiday rental, with several available throughout the area. These homes typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also feature outdoor areas, such as patios or decks, superb for enjoying the scenic surroundings. Additionally, there are several cabins and apartments in the vicinity, providing even more options for travellers.
Are there any family house rentals in Ontario?
In Ontario, Wisconsin, there are several family-friendly house rentals available, making it an appealing destination for families. Visitors can expect spacious properties featuring amenities such as fully equipped kitchens, comfortable living areas, and outdoor spaces for children to enjoy. Many homes are conveniently located near the scenic Black River, which offers opportunities for fishing and kayaking, as well as local parks ideal for picnics and outdoor activities.The surrounding area is known for its natural beauty, with hiking trails and nature reserves nearby that provide excellent opportunities for exploration. Families can also enjoy the local community, where charming shops and restaurants reflect the welcoming spirit of the town.
Are there any remote work holiday rentals in Ontario?
In Ontario, Wisconsin, there are about 10 remote work 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 such as free Wi-Fi, dedicated work desks, and comfortable living spaces that cater to productivity.Travellers can expect to find accommodations that offer a homely atmosphere, often with fully equipped kitchens and spaces for relaxation after a day of work. The charming town is surrounded by natural beauty, with opportunities for outdoor activities such as hiking and fishing in the nearby areas, allowing for a refreshing break from work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Ontario?
In Ontario, popular rental amenities include decks or patios, which provide outdoor spaces for relaxation and enjoying the surrounding scenery. Most holiday rentals feature kitchens, allowing guests to prepare their own meals and enjoy a home-like experience. Onsite parking is also commonly available, making it convenient for travellers with vehicles. Additionally, many properties come equipped with coffee and tea makers, ensuring guests can easily enjoy their favourite beverages during their stay.
When is the best time to visit Ontario for a holiday rental?
The best time to visit Ontario for a holiday rental is during the peak season from June to August. This vibrant period draws families and outdoor enthusiasts keen to explore the area's beautiful parks, lakes, and recreational opportunities. With warm temperatures ranging from the mid-teens to low 30s Celsius, it's an ideal time for swimming, hiking, and enjoying the natural beauty that Ontario has to offer.August stands out as the most popular month, where you can immerse yourself in community events and local festivals, making it a great time to connect with fellow travellers and experience the local culture. The long days and pleasant weather create a ideal setting for outdoor gatherings and activities.If you're looking for a more budget-friendly option, consider visiting in December. While this is the low season, the winter months offer a unique charm, with opportunities for cosy indoor activities and enjoying the peaceful winter landscapes.
What are the top attractions in Ontario?
In Ontario, Wisconsin, visitors can enjoy a range of attractions that highlight the area's natural beauty and local culture. The scenic Kickapoo Valley Reserve offers numerous outdoor activities such as hiking, birdwatching, and canoeing along the Kickapoo River. This area is great for nature enthusiasts seeking tranquility and picturesque views.The charming downtown area features local shops and eateries where travellers can experience the community's hospitality and taste regional dishes. Additionally, the nearby Wildcat Mountain State Park provides opportunities for hiking and enjoying panoramic views, particularly from the bluffs overlooking the Kickapoo River Valley.For those interested in history, the Ontario Historical Society Museum offers insights into the town's past and showcases local artefacts, making it a worthwhile stop for visitors looking to learn more about the region.
Are all fees included in the Ontario holiday homes prices shown on Stayz?
Stayz 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 Ontario holiday homes with parking?
Stayz offers a wide selection of holiday homes in Ontario 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 Ontario holiday homes?
You can find great discounts on holiday homes in Ontario on Stayz, 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 Ontario holiday home booking on Stayz?
To find Ontario holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Ontario?
A long-stay holiday home in Ontario 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 Stayz?
Stayz'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 Ontario holiday home?
Book your Ontario 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Ontario?
Prices for holiday homes in Ontario 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. Stayz offers something for every taste and budget, from affordable homes in Ontario to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.