Oakville Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Vacation Rentals in Oakville

Banquet hall
One King West Hotel & Residence

One King West Hotel & Residence

4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (11635)
"Great place to stay"
Canada
Peter
The price is ￥21,169
￥25,954 total
includes taxes & fees
Dec 14 - Dec 15
One King West Hotel & Residence
Balcony view
Panorama Suites Downtown Toronto

Panorama Suites Downtown Toronto

4.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (663)
"Great place to stay! "
Canada
Tanya
The price is ￥11,471
￥25,195 total
includes taxes & fees
Dec 10 - Dec 11
Panorama Suites Downtown Toronto
Luxury Apartment | Balcony
RivetStays - The York

RivetStays - The York

3.0 star property
Downtown Toronto
8.6 out of 10, Excellent, (707)
"Great views, excellent accommodations "
Canada
Catherine
RivetStays - The York
Executive View Suite | Terrace/patio
Executive Hotel Cosmopolitan Toronto

Executive Hotel Cosmopolitan Toronto

4.0 star property
Downtown Toronto
8.2 out of 10, Very Good, (2194)
"Very quite and cute, perfect for short or long stays"
Canada
Carley
The price is ￥17,875
￥23,232 total
includes taxes & fees
Dec 25 - Dec 26
Executive Hotel Cosmopolitan Toronto
Property entrance
Le Germain Hotel Maple Leaf Square

Le Germain Hotel Maple Leaf Square

4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (2078)
"Clean room, super breakfast, close to soo many sites"
Canada
François
The price is ￥31,264
￥38,330 total
includes taxes & fees
Dec 24 - Dec 25
Le Germain Hotel Maple Leaf Square
Shopping mall
Soho Suites Yorkville

Soho Suites Yorkville

4.0 star property
Old Toronto
9.8 out of 10, Exceptional, (127)
"Incredible location, staff as very professional and warm and welcoming. "
Canada
Maya
Soho Suites Yorkville
Reception
1 Hotel Toronto

1 Hotel Toronto

5.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (642)
"Service was excellent- beautiful hotel"
Canada
stacey
The price is ￥48,940
￥63,687 total
includes taxes & fees
Dec 28 - Dec 29
1 Hotel Toronto
Exclusive Apartment, 1 Bedroom, Lake View | View from room
Gorgeous Apartments in the Heart of Toronto

Gorgeous Apartments in the Heart of Toronto

3.5 star property
Downtown Toronto
8.2 out of 10, Very Good, (976)
"Great stay! Clean, cozy, perfect location."
Canada
Colin
The price is ￥16,107
￥37,666 total
includes taxes & fees
Dec 11 - Dec 12
Gorgeous Apartments in the Heart of Toronto
Laptop workspace, blackout drapes, iron/ironing board, free WiFi
Forma serviced suites

Forma serviced suites

4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (44)
"Nice little place great view clean property will stay again"
Canada
Mat
The price is ￥13,812
￥16,933 total
includes taxes & fees
Dec 14 - Dec 15
Forma serviced suites
Signature Suite, City View, Executive Level | Balcony
The Madison Front Street

The Madison Front Street

4.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (76)
"Near the sports venues "
United States
Sean
The price is ￥23,479
￥45,649 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Madison Front Street
Exterior
mehri suites

mehri suites

2.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (12)
"Beautiful place with nice view 10/10 would book again "
Canada
Philip
The price is ￥12,343
￥15,133 total
includes taxes & fees
Dec 10 - Dec 11
mehri suites
Interior entrance
Le Germain Hotel Toronto

Le Germain Hotel Toronto

4.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (1478)
"Location was great, room and amenities were great!"
Canada
Rishi
The price is ￥30,252
￥37,090 total
includes taxes & fees
Dec 24 - Dec 25
Le Germain Hotel Toronto
Business Suite, 1 Bedroom, Balcony | View from room
Stallion Suites - Downtown Toronto

Stallion Suites - Downtown Toronto

4.0 star property
Downtown Toronto
10.0 out of 10, Exceptional, (23)
"We had a lovely stay!"
Canada
Elias
Stallion Suites - Downtown Toronto
Premium Apartment | In-room dining
Stallion Suites Yorkville

Stallion Suites Yorkville

4.0 star property
Old Toronto
10.0 out of 10, Exceptional, (14)
"Luxurious hotel, spacious, very clean and top notch service. "
Canada
Cian
Stallion Suites Yorkville
Romantic Apartment, 1 Bedroom, Kitchen, City View | Living area | 53-inch flat-screen TV with cable channels, TV, Netflix
Elegant Downtown Apartments

Elegant Downtown Apartments

4.0 star property
Downtown Toronto
7.6 out of 10, Good, (510)
"Excellent stay "
Canada
George
The price is ￥14,468
￥27,386 total
includes taxes & fees
Dec 11 - Dec 12
Elegant Downtown Apartments
Premium Apartment, 1 Bedroom, Kitchen, Partial Lake View | City view
Modern Downtown Apartments

Modern Downtown Apartments

4.0 star property
Downtown Toronto
7.8 out of 10, Good, (387)
"Excellent stay "
Canada
George
Modern Downtown Apartments
Designer store
Bellair Yorkville

Bellair Yorkville

3.5 star property
Old Toronto
9.6 out of 10, Exceptional, (91)
"Wonderful place to stay "
Canada
Julie
The price is ￥19,731
￥41,054 total
includes taxes & fees
Dec 10 - Dec 11
Bellair Yorkville
Living area
The Teahouse Suite

The Teahouse Suite

2.0 star property
Downtown Toronto
The price is ￥562,097
￥689,159 total
includes taxes & fees
Dec 10 - Dec 11
The Teahouse Suite
Free WiFi, bed sheets
Rivetstays - The Parade

Rivetstays - The Parade

3.0 star property
Downtown Toronto
9.4 out of 10, Exceptional, (32)
"We loved our stay at this property. We highly recommend!"
Canada
Sheilagh
The price is ￥11,130
￥28,119 total
includes taxes & fees
Dec 10 - Dec 11
Rivetstays - The Parade
Luxury Apartment, 1 Queen Bed with Sofa bed | Balcony
RivetStays - The Atmos

RivetStays - The Atmos

4.0 star property
Downtown Toronto
8.8 out of 10, Excellent, (393)
"Excellent stay!"
Canada
Ian
RivetStays - The Atmos
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 Oakville Hotel Reviews

One King West Hotel & Residence

One King West Hotel & Residence

10/10 Excellent
"Room was spacious and clean, staff were extremely helpful, loved the amenities. Also loved that they provided a number to text if/when requesting additional items for our room. Highly recommend! "
Winnie 4-night trip
Posted 12 hours ago
One King West Hotel & Residence

Find out more about Oakville

Search for holiday rentals in Oakville on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakville using one of the methods below:

  • View our selection of featured holiday rentals in Oakville
  • Use the map to find apartments and other holiday homes in the Oakville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakville while they last

Look no further and take a look at our great range of rental properties in Oakville!

Frequently asked questions

Can I find a vacation rental in Oakville?

Yes, there are vacation rentals in Oakville close to Glen Abbey Golf Course, or you can go with a more secluded option if you're looking for extra privacy while you relax. Visitors like the top-notch restaurants and theater scene in Oakville. Make sure you have time to check out the university setting and riverfront during your trip.

What's the top vacation rental that Oakville has to offer?

Charming 4-bedroom bungalow with Pool in soothing Mississauga: This vacation home rental near Oakville offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Oakville?

Expedia has 59 vacation rentals for your stay in Oakville.

What’s there to see and do in Oakville?

Cultural attractions include Glen Abbey Golf Course and Oakville Centre for the Performing Arts, whereas Lake Ontario and Gairloch Gardens are a couple of picturesque spots to enjoy the outdoors. Oakville Entertainment Centrum and Bronte Creek Provincial Park are other places to visit while you're in town.

What are vacation rentals like in Oakville?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Oakville. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family gatherings.