Holiday Homes in Southern Ontario

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Southern Ontario

Prime Downtown 2BR - 5 Min to Scotiabank Arena
Relax in a serene space with a large bed, potted plant, and stylish lighting.

Prime Downtown 2BR - 5 Min to Scotiabank Arena

9.6 out of 10, Exceptional, (8)
"We liked that the place was clean, close to a lot of downtown attractions "
The price is NZ$585
includes taxes & fees
27 Aug - 28 Aug
Prime Downtown 2BR - 5 Min to Scotiabank Arena
Sweet Retreat - In the Village of Tobermory
Enjoy cooking in this well-equipped kitchen with a central island, refrigerator, microwave, and stove.

Sweet Retreat - In the Village of Tobermory

8.6 out of 10, Excellent, (9)
"Great cozy place with 2 clean bedrooms. At night its so quiet and cozy at the fireplace, were they had already provided us with logs. There were games and puzzles at home too. Its a well organized cozy and clean place and great for small get together. Even have a swingset at the back for kids. So closeby to downtown and very close to bruce anchor docking deck, closer than the bruce anchor parking. And walkable distance to the main strip. Great location, cozy and clean place, great fireplace and...
The price is NZ$629
includes taxes & fees
1 Sept - 2 Sept
Sweet Retreat - In the Village of Tobermory
Luxury 1BR - Walk to CN Tower - Convention Centre
Relax in this stylish living room with a sofa, flat-screen TV, and dining area featuring a glass table and vase of flowers.

Luxury 1BR - Walk to CN Tower - Convention Centre

9.6 out of 10, Exceptional, (39)
"Really wonderful experience here! Simple check-in and checkout instructions. Lots of options for food nearby and a grocery store just a couple blocks away. Walked everywhere, very walkable."
The price is NZ$444
includes taxes & fees
11 Aug - 12 Aug
Luxury 1BR - Walk to CN Tower - Convention Centre
Spectacular Presidential Loft - Downtown Toronto
Relax in a spacious lobby with a seating area, architectural column, and large window offering views of the outdoors.

Spectacular Presidential Loft - Downtown Toronto

9.4 out of 10, Exceptional, (26)
"Great place to stay , close by to everything "
The price is NZ$764
includes taxes & fees
11 Aug - 12 Aug
Spectacular Presidential Loft - Downtown Toronto
Restuary Stays - Pool|Gym|Sauna|Hot Tub|Free Parking
Enjoy the city view from the comfort of this stylish living room, featuring a flat-screen TV and dining area.

Restuary Stays - Pool|Gym|Sauna|Hot Tub|Free Parking

9.8 out of 10, Exceptional, (38)
"Close to the lake for leisure activities and close to the exhibition centre.."
The price is NZ$652
includes taxes & fees
27 Aug - 28 Aug
Restuary Stays - Pool|Gym|Sauna|Hot Tub|Free Parking
Lakefront Muskoka of Amazing Cottage
Guests can enjoy a serene lakeside view from this deck, surrounded by trees and boats docked in the distance.

Lakefront Muskoka of Amazing Cottage

7.6 out of 10, Good, (13)
"Bbq was not working well. Bathroom was pretty clean but no shower gell and flush was blocked several times. And no pan in kitchen to make some food. Ac cooling was slow in ground floor. "
The price is NZ$541
includes taxes & fees
11 Aug - 12 Aug
Lakefront Muskoka of Amazing Cottage
Lakeshore Vista - Free Parking
Enjoy a city view from the large window in this stylish room, featuring a flat-screen TV, a small table, and a comfortable bed.

Lakeshore Vista - Free Parking

9.4 out of 10, Exceptional, (6)
The price is NZ$696
includes taxes & fees
11 Aug - 12 Aug
Lakeshore Vista - Free Parking
1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite
Enjoy the city view from this balcony with a table and lush greenery.

1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite

8.4 out of 10, Very good, (44)
"Todo excelente "
The price is NZ$685
includes taxes & fees
3 Sept - 4 Sept
1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Enjoy meals in the kitchen and dining area with a round table and comfortable seating.

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

10.0 out of 10, Exceptional, (21)
"It was a very warm and welcoming home. Clean and well stocked. Lovely comfortable beds and lots of towels , linens and pillows. They thought of everything!"
The price is NZ$317
includes taxes & fees
1 Sept - 2 Sept
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Luxury Cityscape 2-bedroom
Enjoy a panoramic city view from this stylish living space with a large window, sleek sofa, and minimalist dining area.

Luxury Cityscape 2-bedroom

9.6 out of 10, Exceptional, (8)
"The view was incredible. This place was a lot more spacious than it looks online. Definitely Exceeded my expectations! Everything was very clean. If we’re in town again, no doubt will be staying here!! "
The price is NZ$883
includes taxes & fees
25 Aug - 26 Aug
Luxury Cityscape 2-bedroom
Exquisite Vintage Hotel - Steps to Downtown
Interior

Exquisite Vintage Hotel - Steps to Downtown

10.0 out of 10, Exceptional, (5)
Exquisite Vintage Hotel - Steps to Downtown
Downtown 2BR - 5 min to Eaton Centre
Relax in this stylish living room with a sofa, coffee table, and vibrant chair, offering a view of the city.

Downtown 2BR - 5 min to Eaton Centre

9.2 out of 10, Wonderful, (7)
"Great stay in a cozy and clean space. The communication and responsiveness were excellent!"
The price is NZ$559
includes taxes & fees
19 Aug - 20 Aug
Downtown 2BR - 5 min to Eaton Centre
Tripshine DT Executive 3BR/2BA king bed Parking Lakeview
Property grounds

Tripshine DT Executive 3BR/2BA king bed Parking Lakeview

9.8 out of 10, Exceptional, (10)
"Needed a place to stay after a concert and the condo and location were excellent "
Tripshine DT Executive 3BR/2BA king bed Parking Lakeview
Urban Vistas - Premier Dundas Square Locale & City Views
Enjoy a city view from the comfort of this stylish room, featuring a dining table, desk, and comfortable seating.

Urban Vistas - Premier Dundas Square Locale & City Views

10.0 out of 10, Exceptional, (1)
"This an absolute gem of a place. It’s got everything you need and it’s so close to everything. The host is very responsive and helpful. "
The price is NZ$595
includes taxes & fees
13 Aug - 14 Aug
Urban Vistas - Premier Dundas Square Locale & City Views
Heart of Toronto - 2BR - Free Parking
Enjoy a city view from this balcony with a table, chairs, and a potted plant.

Heart of Toronto - 2BR - Free Parking

9.6 out of 10, Exceptional, (12)
Heart of Toronto - 2BR - Free Parking
EXCLUSIVE Luxury Brand New 3-bedroom townhome: Family friendly in Kleinburg
Enjoy cooking in this well-equipped kitchen with an oven, microwave, toaster, and coffee maker.

EXCLUSIVE Luxury Brand New 3-bedroom townhome: Family friendly in Kleinburg

7.6 out of 10, Good, (5)
EXCLUSIVE Luxury Brand New 3-bedroom townhome: Family friendly in Kleinburg
Garrison Commons - Free Parking - Pool - Gym
Stunning high-rise building with a sleek glass facade, set amidst a beautifully maintained landscape.

Garrison Commons - Free Parking - Pool - Gym

The price is NZ$642
includes taxes & fees
18 Aug - 19 Aug
Garrison Commons - Free Parking - Pool - Gym
Charming bungalow in lovely Richmond Hill with AC, WiFi
Relax in a stylish living room with a breathtaking mural of a waterfall and mountains, featuring a sofa, dining table, and TV stand.

Charming bungalow in lovely Richmond Hill with AC, WiFi

8.4 out of 10, Very good, (7)
"Highly recommend, will come again"
The price is NZ$245
includes taxes & fees
13 Aug - 14 Aug
Charming bungalow in lovely Richmond Hill with AC, WiFi
Luxury Cottage Kawartha Lakes With Jacuzzi, pool and many more attractions
Relax by the fire pit surrounded by comfortable seating and a serene waterfront view.

Luxury Cottage Kawartha Lakes With Jacuzzi, pool and many more attractions

9.6 out of 10, Exceptional, (26)
"I had a great stay. We went up with 3 families, each with two kids and everyone had a blast. The house has a spectacular kitchen with an open concept that accommodated all of us comfortably. Location was great, quick drive from Toronto and then you’re immediately on a lake. Kids loved heading on the lake with kayaks, the gas fireplace, and just lounging in the pool. The town was also very close to pick up any last minute supplies and to just walk around with nice little shops and restaurants....
Luxury Cottage Kawartha Lakes With Jacuzzi, pool and many more attractions
Amazing 2BR Suite - Heart of Toronto - Free Parking
Exterior

Amazing 2BR Suite - Heart of Toronto - Free Parking

9.6 out of 10, Exceptional, (5)
"Super walkable to everywhere we wanted to go: Rogers Center, CN Tower, waterfront. The view was not water facing, but still pleasant to sit out on the balcony. AC worked just fine, the beds were VERY firm. Plenty of clean bedding and towels. Little kitchen was great and fully functional. The parking and getting into the building was really stressful, but follow the directions from the email he sends you the day before and day of and you’ll get it. Overall we were SUPER happy we went with this...
The price is NZ$638
includes taxes & fees
14 Aug - 15 Aug
Amazing 2BR Suite - Heart of Toronto - Free Parking
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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Top Southern Ontario Hotel Reviews

Fairmont Royal York

Fairmont Royal York

10/10 Excellent
"Great front desk staff. She got us into our room before noon which was perfect. She sent up robes for my kids and they also sent up chocolate covered strawberries for my daughter’s birthday. Overall great experience. "
Natalie 1-night trip
Posted 8 hours ago
Fairmont Royal York