Holiday Homes in Southern Ontario

April 2025

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May 2025

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Featured Holiday Homes in Southern Ontario

Blue View Chalets

3.5 star property
9.2 out of 10, Wonderful, (54)
"Amenities were amazing"
The price is NZ$868
includes taxes & fees
29 Apr - 30 Apr
Blue View Chalets

Harbory Stays - 2BR Suite

10.0 out of 10, Exceptional, (9)
"Really good property and location. Building very nice, designated parking a big bonus. Would recommend for business or vacation travel"
The price is NZ$540
includes taxes & fees
21 May - 22 May
Harbory Stays - 2BR Suite

Cozy 2BR - Cabbagetown - 5 min to City Center

9.2 out of 10, Wonderful, (12)
"Provide a clean comfortable accommodation close to downtown."
Cozy 2BR - Cabbagetown - 5 min to City Center

Stunning Lake View Suite in Core Harbourfront

10.0 out of 10, Exceptional, (13)
"Great stay and location. "
Stunning Lake View Suite in Core Harbourfront

NEW 797 Lakeshore rd Paradise

9.2 out of 10, Wonderful, (5)
"Spacious and comfortable new home right across the road from the beach and water. "
NEW 797 Lakeshore rd Paradise

The Artist House in Downtown Richmond Hill [2bdrm|1 bath]

9.6 out of 10, Exceptional, (37)
"The space was welcoming and very clean. The kitchen had everything that you would need for cooking. The bedrooms were a nice size. I did find the bathroom to be quite cold including the tile floor. "
The Artist House in Downtown Richmond Hill [2bdrm|1 bath]

Spacious 3BR - Free Parking - City View - Pool - Gym

10.0 out of 10, Exceptional, (37)
"Thanks for a great stay in a beautiful city!"
The price is NZ$855
includes taxes & fees
1 May - 2 May
Spacious 3BR - Free Parking - City View - Pool - Gym

Kingston Suite - 2BR - Free Parking

8.0 out of 10, Very good, (2)
"good unit, well located and overall a very good choice for being central and accessible to the financial district and the convention center."
Kingston Suite - 2BR - Free Parking

Amazing 1BR - Rooftop Pool - City View - Gym

10.0 out of 10, Exceptional, (31)
"Great option in the business district. Walkable to business and leisure locations."
Amazing 1BR - Rooftop Pool - City View - Gym

Unique Old Church House with Pool & Sauna, great for honeymoon & family getaway!

10.0 out of 10, Exceptional, (1)
"Booked this for a writer retreat and it was absolutely perfect. Thanks for a great stay!"
Unique Old Church House with Pool & Sauna, great for honeymoon & family getaway!

The Montrose - Free Parking - Downtown

10.0 out of 10, Exceptional, (2)
"Our stay was great! The location was perfect for our needs, 5 minutes to a streetcar or a 15 min walk to a subway stop. The bedrooms were large and the beds were comfortable and new. The kitchen was equipped enough for us. The house is older and quirky like all Toronto homes so that was not a surprise and still very comfortable. Parking in a garage was really nice! Communication with the manager was really responsive. Would stay here again."
The Montrose - Free Parking - Downtown

Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle

9.6 out of 10, Exceptional, (82)
"Very nice winter ski season stay, the place is warm and cozy, perfect for family. "
The price is NZ$710
includes taxes & fees
28 Apr - 29 Apr
Executive Snowbridge 4 Bedroom Townhome Located in Resort Zone with Pool/Shuttle

Comfort Suites 2 Bedrooms near Rogers Centre Lakeview & Free Parking

7.6 out of 10, Good, (22)
"Nice property, close to everything"
Comfort Suites 2 Bedrooms near Rogers Centre Lakeview & Free Parking

5 Beds Luxury Retreat at Wasaga Beach

9.2 out of 10, Wonderful, (7)
"Love the place"
The price is NZ$735
includes taxes & fees
28 Apr - 29 Apr
5 Beds Luxury Retreat at Wasaga Beach

Vista Suites - Downtown 1BR - Rooftop Pool/Gym/Hot Tub

9.6 out of 10, Exceptional, (13)
"Wonderful central location. Very close to all the sites we wanted to see. Also close to Billy Bishop airport where we came in from. "
The price is NZ$542
includes taxes & fees
11 May - 12 May
Vista Suites - Downtown 1BR - Rooftop Pool/Gym/Hot Tub

Comfort Stay - 2BR Suite - Free Parking - CN Tower View

9.8 out of 10, Exceptional, (6)
"Great location, beautiful views, clean, lots of restaurants at walking distance! "
Comfort Stay - 2BR Suite - Free Parking - CN Tower View

The Victorian | 5BR |Private Yard | BBQ

9.2 out of 10, Wonderful, (24)
"The home was warm and cozy and accommodated our family well! Parking was challenging, but not enough to change our desire to return."
The Victorian | 5BR |Private Yard | BBQ

Harbory Stays - 4BR Suite

10.0 out of 10, Exceptional, (3)
"Clean, spacious, convenient, and a good value. I enjoyed walking around and seeing the park and the neat little shops. Loved the easy check-in! "
Harbory Stays - 4BR Suite

5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls

10.0 out of 10, Exceptional, (4)
"great place "
5 cozy bedrooms include 7 bed near Heartland Plaza and Outlet Malls

Renovated condo steps from the chair lift w/ shared pool, tennis

7.6 out of 10, Good, (35)
"Great location "
The price is NZ$256
includes taxes & fees
24 Apr - 25 Apr
Renovated condo steps from the chair lift w/ shared pool, tennis
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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Other property types in Southern Ontario

Union Hotel

4.0 star property
9.4 out of 10, Exceptional, (209)
"Great location, overall beautiful hotel with a nice room, comfortable bed, awesome amenities "
The price is NZ$391
includes taxes & fees
18 May - 19 May
Union Hotel

One King West Hotel & Residence

4.0 star property
9.0 out of 10, Wonderful, (9932)
"Great location and comfortable rooms. "
The price is NZ$382
includes taxes & fees
27 Apr - 28 Apr
One King West Hotel & Residence

Life Suites Loft - CN Tower

4.5 star property
8.2 out of 10, Very good, (2134)
"Great stay!"
The price is NZ$274
includes taxes & fees
27 Apr - 28 Apr
Life Suites Loft - CN Tower
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.