A river surrounded by autumn-colored trees and rocky terrain.

Ontario Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Ontario holiday rentals

A wooden cabin with a porch, deck, and outdoor seating area.

1. Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (8 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is HK$987
HK$1,430 total
includes taxes & fees
24 Oct - 25 Oct
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
A riverside park with a wooden bench, trees, and a grassy area.

2. Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.2 out of 10, Very good, (48 reviews)
"A quiet spot w excellent scenery along the Kickapoo River. Great communication w host & easy check-in/out process."
United States
Rebecca B.
The price is HK$705
HK$1,323 total
includes taxes & fees
1 Nov - 2 Nov
Blakley Hobbit Large Cabin
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

3. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (35 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is HK$1,483
HK$1,780 total
includes taxes & fees
26 Oct - 27 Oct
Your adventure begins the second you arrive!
Two dogs sitting on a grassy field with a pond and trees in the background.

4. #4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is HK$157
HK$331 total
includes taxes & fees
16 Nov - 17 Nov
#4 Blakley Hobbit Campground-Tent spot
A living room with a television, a coffee table, a sofa, and a dining area in the background.

5. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (31 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is HK$1,058
HK$1,745 total
includes taxes & fees
10 Nov - 11 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

6. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is HK$1,318
HK$2,053 total
includes taxes & fees
16 Nov - 17 Nov
The Honey Haven
A modern kitchen with wooden cabinets, a black stove, a microwave, and a large flat-screen TV mounted on a wooden wall.

7. Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (64 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is HK$807
HK$1,485 total
includes taxes & fees
26 Oct - 27 Oct
Cozy first floor at the heart of downtown Viroqua
A covered deck with outdoor furniture, a small table, and a grill.

8. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (35 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is HK$2,673
HK$5,582 total
includes taxes & fees
26 Oct - 27 Oct
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A modern interior with a wooden ceiling, a grey sofa, a staircase, and a kitchen area.

9. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is HK$2,633
HK$3,158 total
includes taxes & fees
26 Oct - 27 Oct
The Incline
A compact kitchen with wooden walls, a sink, a microwave, a kettle, and a refrigerator.

10. The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua

The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
Viroqua
10.0 out of 10, Exceptional, (1 review)
"We love this place- it's simple,comfortable,clean and everything you need is availableKathe is an excellent host. Our arrival time kept changing and she was very kind and available. We are definitely returning and this will be our go to as we come to this area every few months."
United States
Debbie S.
The James a Pleasant 1-bedroom cabin in the Driftless Area near charming Viroqua
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

11. Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.2 out of 10, Wonderful, (19 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is HK$1,411
HK$2,456 total
includes taxes & fees
25 Oct - 26 Oct
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A dining area with a wooden table, white chairs, and a chandelier.

12. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is HK$1,668
HK$2,961 total
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Two dogs sitting on a grassy field with a pond and trees in the background.

13. Blakley Hobbit Campground-RV spot #4

Blakley Hobbit Campground-RV spot #4
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Amazing location"
United States
Paul K.
The price is HK$392
HK$579 total
includes taxes & fees
28 Oct - 29 Oct
Blakley Hobbit Campground-RV spot #4
Two dogs sitting on a grassy field with a pond and trees in the background.

14. Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (4 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is HK$392
HK$579 total
includes taxes & fees
24 Oct - 25 Oct
Blakley Hobbit Campground-RV spot #1
Two dogs sitting on a grassy field with a pond and trees in the background.

15. #9 Blakley Hobbit Campground-Tent spot

#9 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (1 review)
The price is HK$157
HK$331 total
includes taxes & fees
30 Oct - 31 Oct
#9 Blakley Hobbit Campground-Tent spot
A wooden cabin surrounded by snow-covered trees.

16. Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (54 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is HK$1,086
HK$2,318 total
includes taxes & fees
27 Oct - 28 Oct
Cabin on the Kickapoo
Two dogs sitting on a grassy field with a pond and trees in the background.

17. #10 Blakley Hobbit Campground-Tent spot

#10 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is HK$157
HK$331 total
includes taxes & fees
24 Oct - 25 Oct
#10 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

18. #8 Blakley Hobbit Campground-Tent spot

#8 Blakley Hobbit Campground-Tent spot
Viola
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed the campground very much. A little lacking in facilities but location makes up for it in spades!"
United States
Nicholas B.
The price is HK$157
HK$331 total
includes taxes & fees
28 Oct - 29 Oct
#8 Blakley Hobbit Campground-Tent spot
Two dogs sitting on a grassy field with a pond and trees in the background.

19. Blakley Hobbit Campground-RV spot #3

Blakley Hobbit Campground-RV spot #3
Viola
6.0 out of 10, (1 review)
"This is a beautiful property. The price is a little high for the lack of amenities and the road was busier than I expected but we loved the place anyhow. "
United States
Kirstin
The price is HK$392
HK$579 total
includes taxes & fees
30 Oct - 31 Oct
Blakley Hobbit Campground-RV spot #3
Two dogs sitting on a grassy field with a pond and trees in the background.

20. #3 Blakley Hobbit Campground-Tent spot

#3 Blakley Hobbit Campground-Tent spot
Viola
The price is HK$157
HK$331 total
includes taxes & fees
24 Oct - 25 Oct
#3 Blakley Hobbit Campground-Tent spot
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.
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Find out more about Ontario

Search for holiday rentals in Ontario on Expedia! You can easily find your home rentals, villas, holiday apartments in Ontario using one of the methods below:

  • View our selection of featured holiday rentals in Ontario
  • Use the map to find apartments and other holiday homes in the Ontario neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ontario while they last

Look no further and take a look at our great range of rental properties in Ontario!

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?

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes: This holiday home rental outside of Ontario is located in a rural location, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Ontario?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Ontario stay.

What can I see and do in Ontario?

Kickapoo Valley Reserve and Kickapoo River are a couple of lovely local spots to get outside and enjoy nature. Wildcat Mountain State Park and Mount Pisgah Hemlock-Hardwoods State Natural Area are other places to visit while you're in town.

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.