Book Holiday Homes in Ontario

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Featured Holiday Homes in Ontario

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge

La Farge WI
The price is NZ$422 per night from 28 Dec to 29 Dec
NZ$422
28 Dec - 29 Dec
includes taxes & fees
Stay at this holiday home in La Farge. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Kickapoo Valley Reserve and Kickapoo Valley Reserve ...
Opens in a new windowPlace of Peace - the Artist's Refuge
Queen Anne Stay

Queen Anne Stay

Viroqua WI
Stay at this holiday home in Viroqua. Enjoy free Wi-Fi, laundry facilities and air conditioning. Popular attractions Viroqua Country Club and Sidie Hollow Park ...
Opens in a new windowQueen Anne Stay
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

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

Norwalk WI
The price is NZ$1,219 per night from 28 Dec to 29 Dec
NZ$1,219
28 Dec - 29 Dec
includes taxes & fees
Stay at this family-friendly holiday home in Norwalk. Enjoy free Wi-Fi, a garden and patios. Popular attractions Wildcat Mountain State Park and Mount Pisgah ...
Opens in a new windowSpacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
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Elegant Lake Home with Hot Tub

Elegant Lake Home with Hot Tub

Tomah WI
The price is NZ$744 per night from 30 Dec to 31 Dec
NZ$744
30 Dec - 31 Dec
includes taxes & fees
Stay at this family-friendly holiday home in Tomah. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Butts Park and Area Community ...
Opens in a new windowElegant Lake Home with Hot Tub
Lakeside cabin with Hot Tub and full kitchen!  Sleeps up to 12 people.

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

Tomah WI
Stay at this beach holiday home in Tomah. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Area Community Theatre and Butts Park are located ...
Opens in a new windowLakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.
This big old charming house Viroqua

This big old charming house Viroqua

Viroqua WI
Stay at this holiday home in Viroqua. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Viroqua Country Club and Sidie Hollow Park are located ...
Opens in a new windowThis big old charming house Viroqua
Cozy and charming. Your home away from home in the heart of Viroqua.

Cozy and charming. Your home away from home in the heart of Viroqua.

Viroqua WI
Stay at this holiday home in Viroqua. Enjoy free Wi-Fi, laundry facilities and an in-room coffee maker. Popular attractions Viroqua Country Club and Sidie Hollow ...
Opens in a new windowCozy and charming. Your home away from home in the heart of Viroqua.
Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro WI
The price is NZ$390 per night from 23 Jan to 24 Jan
NZ$390
23 Jan - 24 Jan 2026
includes taxes & fees
Stay at this holiday home in Hillsboro. Enjoy free Wi-Fi, a garden and laundry facilities.
Opens in a new windowHillsboro Driftless Guesthouse is cozy and ready for you!
Secluded 3 BDR home great for group gatherings

Secluded 3 BDR home great for group gatherings

Westby WI
Stay at this holiday home in Westby. Enjoy a garden, laundry facilities and patios. Popular attractions Vernon Vineyards and Branches Winery are located ...
Opens in a new windowSecluded 3 BDR home great for group gatherings
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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.

Ontario Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ontario vacation homes are the perfect way for you to wing it.

Holiday houses in Ontario let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ontario in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ontario adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ontario with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ontario vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Ontario Holiday Homes essential information

Accommodation
52 Holiday Homes
Lowest Price
NZ$188
Highest Price
NZ$1,219
Popular accommodation
Place of Peace - the Artist's Refuge , Queen Anne Stay, Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes, Elegant Lake Home with Hot Tub, Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people., This big old charming house Viroqua, Cozy and charming. Your home away from home in the heart of Viroqua., Hillsboro Driftless Guesthouse is cozy and ready for you!, Secluded 3 BDR home great for group gatherings

Top trending hotels in Ontario

Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!

Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!

Ontario WI
Stay at this holiday home in Ontario. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Mount Pisgah Hemlock-Hardwoods State Natural Area ...
Opens in a new windowCozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!
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 WI
Stay at this cabin in Ontario. Enjoy patios, an in-room coffee maker and air conditioning. Popular attractions Wildcat Mountain State Park and Mount Pisgah Hemlock-Hardwoods ...
Opens in a new windowPrivate cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Tranquil Amish-built cabin near Wildcat State Park

Tranquil Amish-built cabin near Wildcat State Park

Ontario WI
Stay at this cabin in Ontario. Enjoy a garden, patios and an in-room coffee maker. Popular attractions Wildcat Mountain State Park and Mount Pisgah Hemlock-Hardwoods ...
Opens in a new windowTranquil Amish-built cabin near Wildcat State Park
Save an average of 15% on thousands of hotels when you're signed in
Cranberry Country Lodge

Cranberry Country Lodge

2 out of 5
319 Wittig Road Tomah WI
Fully refundable
The price is NZ$188 per night from 28 Dec to 29 Dec
NZ$188
28 Dec - 29 Dec
includes taxes & fees
Stay at this business-friendly hotel in Tomah. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. ...
Opens in a new windowCranberry Country Lodge
Don't see what you're looking for?
See all available properties in Ontario
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.