Ontario Holiday Rentals

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Holiday Rentals in Ontario

Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!
9.8 out of 10, Exceptional, (93)
"Perfect place. To stay, though internet connects but doesen work. Need a better provider."
Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
10.0 out of 10, Exceptional, (217)
"A group of us were in a wedding and needed a large place to stay. Great location, several beds and sleeping options. Apartment was very clean and spacious, had everything we needed."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing
10.0 out of 10, Exceptional, (6)
"We use this beautiful property as our homebase for exploring the beautiful area surrounding Lafarge. The beds were very comfortable and the living room furniture was also comfortable and spacious. The kitchen had everything we needed and most importantly the house was very clean. This is a nice quiet location with a beautiful deck to enjoy morning coffee on."
The price is NZ$351
per night
26 Jun - 27 Jun
Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing
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Blakley Hobbit Large Cabin
8.2 out of 10, Very good, (23)
"Excellent spot for us to trout fish. Will book camp sights this summer."
The price is NZ$274
per night
26 Jun - 27 Jun
Blakley Hobbit Large Cabin
Cabin in Beautiful Timber Coulee
10.0 out of 10, Exceptional, (58)
"Our cabin was very comfortable and well appointed. We did some cooking during our stay and found that the kitchen was equipped with all necessary items for meal preparation. The bed slept comfortably and the cabin provided a beautiful view with its open floor plan. Location for fishing was perfect with many opportunities to the streams surrounding the property."
Cabin in Beautiful Timber Coulee
Your Home Away From Home
9.6 out of 10, Exceptional, (124)
"Beautiful house perfect for a family to enjoy and relax! The surrounding area is gorgeous."
Your Home Away From Home
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
9.8 out of 10, Exceptional, (127)
"Was really nice. Easy access to town but still felt secluded."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
NEW Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing
10.0 out of 10, Exceptional, (152)
"We had a lovely experience staying at Country Pines! The host was responsive to messages prior to our visit and the house was perfect for our family of 4. We enjoyed playing the many games they had and watching a family movie on the smart TV. My husband especially loved the close location to great trout fishing, which was the main reason for our trip. Beautiful setting, clean home with plenty of thoughtful touches including water bottles in the fridge, K Cups of coffee, soaps on the bathroom and...
NEW Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing
Blakley Hobbit Small Cabin
7.8 out of 10, Good, (31)
"We always have the best time here. The location is the absolutely best and the cabin is what you should expect for the very very reasonable price. I have stayed here maybe 5-6 times now, with kids & with friend and it never disappoints."
The price is NZ$197
per night
30 Jun - 1 Jul
Blakley Hobbit Small Cabin
Cozy Newly Built Cabin with Scenic Views
10.0 out of 10, Exceptional, (29)
"This was my second stay at the cabin, and it was again fantastic. The cabin has everything you need. The bed is comfortable. The setting is peaceful. Chad is a wonderful host, and went out of his way to make my stay perfect. I'll be back."
Cozy Newly Built Cabin with Scenic Views
The Honey Haven
10.0 out of 10, Exceptional, (16)
"Amongst rolling hills and winding roads, this stay was clean, stylish and comfortable. We thoroughly enjoyed our stay and would recommend to anyone looking into visiting the area"
The price is NZ$407
per night
18 Jun - 19 Jun
The Honey Haven
Rural Cabin in the Woods
9.2 out of 10, Wonderful, (25)
"If you are looking for a quiet location to relax and enjoy your vacation we found the most beautiful cabin."
The price is NZ$329
per night
29 Jun - 30 Jun
Rural Cabin in the Woods
Country Living at its Finest
9.8 out of 10, Exceptional, (194)
"It was out 2nd stay and and we loved it as much as the first time."
Country Living at its Finest
Driftless Area Country House: large deck, spring fed creek, Amish area
10.0 out of 10, Exceptional, (60)
"We stayed here with another couple as a home base for riding our motorcycles in the area. It was in a great location to ride out from any direction and enjoy the sites/scenery. We loved the driveway as it had ample room for 2 vehicles pulling enclosed trailers to park, unload/load and turn around. We also loved the garage so after riding we could park inside and not have to put into our trailers each day. We also used the garage to sit in lawn chairs and watch it rain the day it rained all...
Driftless Area Country House: large deck, spring fed creek, Amish area
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
9.8 out of 10, Exceptional, (7)
"We absolutely loved this property! The communication was excellent. We did not spend too much time in the home as we had a wedding, but it was wonderful and I highly recommend. My only suggestion is to get a basic first aid kit! I hit my hand and couldn’t find a bandaid, but that was the only thing. Still 11/10."
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
Quiet countryside shipping container home. Relax or enjoy outdoor recreation
10.0 out of 10, Exceptional, (53)
"Really enjoyed staying here. Thank you!"
Quiet countryside shipping container home. Relax or enjoy outdoor recreation
Rocky Ridge Retreat - A new modern rustic cabin.
10.0 out of 10, Exceptional, (29)
"What an amazing location! The cabin was clean, and the porch was our favorite feature. We loved sitting outside on the porch for hours, listening to the bird. Truly an amazing spot!"
Rocky Ridge Retreat - A new modern rustic cabin.
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
10.0 out of 10, Exceptional, (118)
"Overall great stay! Thanks for taking such great care of the property. We hope to visit again."
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Wisconsin's Driftless Region Retreat
9.8 out of 10, Exceptional, (58)
"Great locations that has and continues to serve our retreat format with our organization. Plenty of room on the deck for gathering and conversations. We will return."
Wisconsin's Driftless Region Retreat
Cozy first floor at the heart of downtown Viroqua
10.0 out of 10, Exceptional, (21)
"What a wonderful apartment in a wonderful town. The apartment is close to everything. Very clean and very well stocked with everything I needed for my short getaway. Communication with the owner was very easy. Josh was very quick to respond to any questions I had. Check in was seamless. I would highly recommend this apartment if you're in the area. Thank you so much."
The price is NZ$337
per night
17 Jun - 18 Jun
Cozy first floor at the heart of downtown Viroqua
Don't see what you're looking for?
See all available properties in Ontario
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Ontario you may be interested in

Cranberry Country Lodge
2.0 star property
8.8 out of 10, Excellent, (1000)
"Room good size bathroom clean and be comfortable"
The price is NZ$205
per night
16 Jun - 17 Jun
Cranberry Country Lodge
Microtel Inn & Suites by Wyndham Tomah
2.0 star property
8.8 out of 10, Excellent, (1004)
"Excellent Price Excellent Room Excellent Breakfast"
The price is NZ$115
per night
30 Jun - 1 Jul
Microtel Inn & Suites by Wyndham Tomah
Comfort Inn & Suites
2.5 star property
8.2 out of 10, Very good, (538)
"A perfect spot just to relax and close to most major attractions. "
The price is NZ$151
per night
1 Jul - 2 Jul
Comfort Inn & Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Ontario holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Ontario. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Ontario. Seeing all the best attractions is bound to make you fall in love with Ontario. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Ontario short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Ontario?

Yes, there are holiday rentals close to the most popular sights in Ontario, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Ontario has to offer?

Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing : This holiday home rental outside of Ontario offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Ontario?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Ontario stay.

What can I see and do in Ontario?

Wildcat Mountain State Park and Kickapoo River are a couple of lovely local spots to get outside and enjoy nature. Kickapoo Valley Reserve Visitor Center and Elroy Sparta State Trail are a couple of places you'll find in the wider area.

What are holiday rentals like in Ontario?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ontario. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.

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