Book Holiday Homes in Toronto

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Featured Holiday Homes in Toronto

Entire Spacious 5BR Home  6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ

Entire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ

Richmond Hill, ON, ON
Stay at this vacation home in Richmond Hill. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Vaughan Mills Mall and Elvis ...
Opens in a new windowEntire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ
“Your Countryside Retreat – Our Passion” 🌿🏡
🛏️ Cozy Comfort | Rustic Charm

“Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm

Brampton
The price is NZ$204 per night from 4 Nov to 5 Nov
NZ$204
4 Nov - 5 Nov
includes taxes & fees
Stay at this vacation home in Brampton. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Historic Bovaird House and Heart Lake ...
Opens in a new window“Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm
Newly renovated 3 bedroom unit Richmond Hill

Newly renovated 3 bedroom unit Richmond Hill

Richmond Hill
Stay at this vacation home in Richmond Hill. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Richmond Hill Heritage Centre and Richmond ...
Opens in a new windowNewly renovated 3 bedroom unit Richmond Hill
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Beautiful 4 Bedroom Home, Large Ravine Backyard.

Beautiful 4 Bedroom Home, Large Ravine Backyard.

Brampton
The price is NZ$362 per night from 4 Nov to 5 Nov
NZ$362
4 Nov - 5 Nov
includes taxes & fees
Stay at this vacation home in Brampton. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions The Old Pro Driving Range and ...
Opens in a new windowBeautiful 4 Bedroom Home, Large Ravine Backyard.
Private home with large bedroom and spacious common areas with patio.

Private home with large bedroom and spacious common areas with patio.

Mississauga
Stay at this vacation home in Mississauga. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Square One Shopping ...
Opens in a new windowPrivate home with large bedroom and spacious common areas with patio.
Cozy Escape in Brampton Bliss 6beds Wi-Fi

Cozy Escape in Brampton Bliss 6beds Wi-Fi

Brampton
Stay at this vacation home in Brampton. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Woodbine Racetrack and Claireville Conservation ...
Opens in a new windowCozy Escape in Brampton Bliss 6beds Wi-Fi
25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk

25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk

Richmond Hill
The price is NZ$447 per night from 24 Nov to 25 Nov
NZ$447
24 Nov - 25 Nov
includes taxes & fees
Stay at this vacation home in Richmond Hill. Enjoy free WiFi, breakfast (surcharge), and a garden. Popular attractions Splitsville Richmond Hill and The Golf ...
Opens in a new window25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk
Beautiful basement in friendly neighbourhood

Beautiful basement in friendly neighbourhood

Brampton
Stay at this vacation home in Brampton. Enjoy laundry facilities and air conditioning. Popular attractions The Old Pro Driving Range and ISKCON Brampton are ...
Opens in a new windowBeautiful basement in friendly neighbourhood
Casa Solara

Casa Solara

Brampton
Stay at this vacation home in Brampton. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Donald M. Gordon Chinguacousy Park ...
Opens in a new windowCasa Solara
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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.

Toronto 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 Toronto vacation homes are the perfect way for you to wing it.

Holiday houses in Toronto 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 Toronto 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 Toronto adventures, obvs.

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

Toronto Holiday Homes essential information

Accommodation
1430 Holiday Homes
Lowest Price
NZ$204
Highest Price
NZ$447
Popular accommodation
Entire Spacious 5BR Home 6 Beds, 3.5BA, Wi-Fi, 6 TVs, Parking & BBQ, “Your Countryside Retreat – Our Passion” 🌿🏡 🛏️ Cozy Comfort | Rustic Charm, Newly renovated 3 bedroom unit Richmond Hill, Beautiful 4 Bedroom Home, Large Ravine Backyard., Private home with large bedroom and spacious common areas with patio., Cozy Escape in Brampton Bliss 6beds Wi-Fi, 25% Fall OFF, Luxury 3 Bdrms, 2 Baths, 2 Prk, Beautiful basement in friendly neighbourhood, Casa Solara

Top trending hotels in Toronto

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

4 out of 5
33 Gerrard St W, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is NZ$298 per night from 16 Nov to 17 Nov
NZ$298
16 Nov - 17 Nov
includes taxes & fees
Stay at this 4-star eco-certified hotel in Toronto. Enjoy free WiFi, 2 indoor pools, and 2 restaurants. Our guests praise the pool and the restaurant in our ...
Opens in a new windowChelsea Hotel, Toronto
Toronto Don Valley Hotel and Suites

Toronto Don Valley Hotel and Suites

3.5 out of 5
175 Wynford Drive, Toronto, ON
The price is NZ$205 per night from 4 Nov to 5 Nov
NZ$205
4 Nov - 5 Nov
includes taxes & fees
Book a stay at this family-friendly hotel in Toronto. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Opens in a new windowToronto Don Valley Hotel and Suites
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
30 Carlton Street, Toronto, ON
Fully refundable
The price is NZ$289 per night from 16 Nov to 17 Nov
NZ$289
16 Nov - 17 Nov
includes taxes & fees
Stay at this 3.5-star eco-certified hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the restaurant and the ...
Opens in a new windowHoliday Inn Toronto Downtown Centre by IHG
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DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

4 out of 5
108 Chestnut St, Toronto, ON
Fully refundableReserve now, pay when you stay
The price is NZ$326 per night from 30 Nov to 1 Dec
NZ$326
30 Nov - 1 Dec
includes taxes & fees
Stay at this 4-star business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
Opens in a new windowDoubleTree by Hilton Hotel Toronto Downtown
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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.

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^Subject to availability and chosen travel dates.