Holiday Homes in Oakville

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Featured Holiday Homes in Oakville

Chic 1BR - Lively King West - Downtown

9.4 out of 10, Exceptional, (9)
"This was the ideal place for me to stay while visiting Toronto. Walking distance to lots of great restaurants and bars. Right on the trolley line (out of King St. exit from the building). The apartment was small but had plenty of space for me and could easily accommodate a couple. I love that it came stocked with coffee so I didn't have to immediately find a store. I would highly recommend."
The price is AU$442
includes taxes & fees
2 Dec - 3 Dec
Chic 1BR - Lively King West - Downtown

2 BR Exclusive Suite, TV, Free Parking/Wifi

The price is AU$217
includes taxes & fees
2 Dec - 3 Dec
2 BR Exclusive Suite, TV, Free Parking/Wifi

3 BR/2.5 BT in Best Neighborhood - Built in 2024 & 30 mins from Toronto Downtown

8.0 out of 10, Very good, (4)
"No issues"
3 BR/2.5 BT in Best Neighborhood - Built in 2024 & 30 mins from Toronto Downtown

Spacious 1BR - Downtown - Pool - Gym

9.8 out of 10, Exceptional, (12)
"We were in Toronto to visit family. The apartment is well appointed and clean. The location is ideal for exploring downtown Toronto. Communication with the host was excellent. We’ll stay here again."
The price is AU$457
includes taxes & fees
2 Dec - 3 Dec
Spacious 1BR - Downtown - Pool - Gym

Heavenly Suburban Home

10.0 out of 10, Exceptional, (1)
"Lovely, spacious home. Security cameras are a little off-putting. Beds are comfortable, linens nice, big TV, lots of room for a big family."
The price is AU$639
includes taxes & fees
3 Dec - 4 Dec
Heavenly Suburban Home

Majestic Mansion with Bar & Entertainment Space

The price is AU$1,358
includes taxes & fees
4 Dec - 5 Dec
Majestic Mansion with Bar & Entertainment Space

A beautiful environmental friendly house in quiet neighborhood.

The price is AU$124
includes taxes & fees
2 Dec - 3 Dec
A beautiful environmental friendly house in quiet neighborhood.

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

8.2 out of 10, Very good, (28)
"This cozy spot right in Front Street was a perfect location for a trip to Toronto! It had all the basic amenities and a nice view from the small balcony. "
The price is AU$407
includes taxes & fees
2 Dec - 3 Dec
1King 1Queen 1Twin Beds/CN TowerView/Luxury Suite

Amazing 1BR - 5 min to CN Tower & Convention Centre

9.6 out of 10, Exceptional, (33)
"I was pleasantly surprised by the amenities provided throughout the property. The bed could be changed but that apart, beautiful and convenient location."
The price is AU$466
includes taxes & fees
5 Dec - 6 Dec
Amazing 1BR - 5 min to CN Tower & Convention Centre

Amazing 1BR - Rooftop Pool - City View - Gym

10.0 out of 10, Exceptional, (25)
"Property was exactly as pictured on the site. Very clean, great view, awesome location, near everything. The check in was clear and easy and the host was amazingly responsive. They were needing xtra glasses, I texted host, a box of glasses were at our door several hours later. Highly recommend, a rarity to get EXACTLY what was advertised and then some. "
The price is AU$443
includes taxes & fees
2 Dec - 3 Dec
Amazing 1BR - Rooftop Pool - City View - Gym

Hager House - Charming retreat downtown Burlington

10.0 out of 10, Exceptional, (50)
"My friends and I for several years try to plan a getaway, and I usually take the responsibility to find THE place for us to stay. When we decided to go to Toronto/Niagara Falls, Hager House seemed ideal. We were so pleased when we arrived to find that we truly made the best choice for our weekend getaway! Martli welcomed us at the house and shared with us valuable info so we could make the most of our trip, especially about taking the train into Toronto (the station is very close!) It is a...
Hager House - Charming retreat downtown Burlington

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

10.0 out of 10, Exceptional, (7)
"Great stay! Came for the Taylor Swift concert and stayed the weekend. Our first time in Toronto (with 2 little kids- 6and8yo) and nothing bad to say. It had all the amenities we needed, the shower was spacious, the bed was comfy, the apartment was tastefully decorated. Would stay here again."
The price is AU$443
includes taxes & fees
2 Dec - 3 Dec
Vista Suites - Downtown 1BR - Rooftop Pool/Gym/Hot Tub

Upscale 3BR/2.5BATH House +Games room and Yard!

8.0 out of 10, Very good, (4)
"Close to airport and convenient for a day trip to Niagra Falls. Easy walk to 2 lakes with great trails and a playground."
Upscale 3BR/2.5BATH House +Games room and Yard!

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

10.0 out of 10, Exceptional, (22)
"This property is centrally located - easy for walking to shopping and activities. It was clean and comfortable...really a beautifully kept condo. Communication and check in was excellent. Very pleased overall and would definitely book again."
The price is AU$652
includes taxes & fees
8 Dec - 9 Dec
Spacious 3BR - Free Parking - City View - Pool - Gym

Spectacular Presidential Loft - Downtown Toronto

9.6 out of 10, Exceptional, (11)
"Excellent location, nice building. Great pool and exercise equipment. The most serious problem was that the master bed had a huge ledge that made it hard to get into. There was not even enough space to walk around it without barking your shins. This was not the bed that is advertised in the photos. An additional inconvenience is that there is no reasonable eating space for the advertised 6 people - just 3 stools beside the kitchen island, which has no overhang. Other issues: - no toaster -...
Spectacular Presidential Loft - Downtown Toronto

Home Stay Canada

2.0 star property
6.8 out of 10, (8)
"Bad communication, landlord too aggressive "
Home Stay Canada

Stunning Lake View Suite in Core Harbourfront

10.0 out of 10, Exceptional, (6)
"What a beautiful place in a great location! Devon was very helpful and accommodating. Beautiful balcony view of city and harbor! Would highly recommend!"
Stunning Lake View Suite in Core Harbourfront

Starlight 3 Beds near Rogers Centre CN Tower Harbour Front & Free Parking

6.8 out of 10, (5)
"Place was clean and communication with host was okay. The pictures were not the same apartment. Assuming they have more than one property but the place I stayed in was similar quality of photos. "
Starlight 3 Beds near Rogers Centre CN Tower Harbour Front & Free Parking

Discover this stunning 4-bedroom, 2.5-bathroom home located in Milton

10.0 out of 10, Exceptional, (1)
"The house is beautiful is ideal for a large family or a get together of friends. Has everything that you can ask for and is maintained in pristine condition"
Discover this stunning 4-bedroom, 2.5-bathroom home located in Milton

The Galleria - 3BR Suite

9.0 out of 10, Wonderful, (4)
"Property was clean and in great condition. There were some hiccups with electrical breakers being tripped, certain power sources not being plugged in, and WiFi, but those were quickly resolved through the host. Overall, happy with the experience and would stay there again. "
The Galleria - 3BR Suite
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 Oakville

Cambridge Suites Toronto

4.0 star property
9.2 out of 10, Wonderful, (7191)
"Nice roomy suites....will definitely use this property again."
The price is AU$218
includes taxes & fees
16 Dec - 17 Dec
Cambridge Suites Toronto

One King West Hotel & Residence

4.0 star property
9.0 out of 10, Wonderful, (8748)
"I liked the great service reception. Very kind and easy communication. The floor and mini fridge were a little bit dirty. "
The price is AU$266
includes taxes & fees
8 Dec - 9 Dec
One King West Hotel & Residence

Executive Hotel Cosmopolitan Toronto

4.0 star property
8.2 out of 10, Very good, (1833)
"amazing place to stay , definitely will be coming back"
The price is AU$263
includes taxes & fees
8 Dec - 9 Dec
Executive Hotel Cosmopolitan Toronto
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.