Holiday Rentals in Oakville

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Oakville holiday rentals

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
The price is €178
includes taxes & fees
6 Dec - 7 Dec
Studio Suite w/ Full Kitchen | Breakfast Included

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is €444
includes taxes & fees
23 Nov - 24 Nov
Designer 4BR Basement Suite – Oakville

3. 5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)

5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
Oakville
9.8 out of 10, Exceptional, (7 reviews)
"Great place, very clean, easy check in, host is extremely professional and very friendly, would definitely book again me and my family really enjoyed our stay! "
United States
Tiffany L.
The price is €485
includes taxes & fees
16 Nov - 17 Nov
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)

4. Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
The price is €202
includes taxes & fees
13 Dec - 14 Dec
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast

5. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
The price is €184
includes taxes & fees
23 Nov - 24 Nov
Oakville Suite w/ Kitchen | Breakfast Included

6. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
The price is €216
includes taxes & fees
13 Dec - 14 Dec
Spacious Suite with Full Kitchen | Free Breakfast

7. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
The price is €269
includes taxes & fees
13 Dec - 14 Dec
Oakville Suite w/ Kitchen | Breakfast Included!

8. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is €330
includes taxes & fees
23 Nov - 24 Nov
Designer 4BR Basement Suite – Oakville

9. Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
The price is €444
includes taxes & fees
23 Nov - 24 Nov
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada

10. Designer 4BR Basement Suite in a Detached House – Oakville

Designer 4BR Basement Suite in a Detached House – Oakville
Oakville
10.0 out of 10, Exceptional, (1 review)
"Thank you!"
United States
John S.
The price is €464
includes taxes & fees
23 Nov - 24 Nov
Designer 4BR Basement Suite in a Detached House – Oakville

11. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
Comfort Townhouse Suites

12. York Condos - CN Tower Views

York Condos - CN Tower Views
3.0 star property
Downtown Toronto
8.0 out of 10, Very good, (1 review)
"I stayed here for three nights and overall had a pleasant experience. The location is very convenient, with plenty of cafés and restaurants nearby. The apartment was spacious, clean, and well equipped, with everything provided as described in the listing. Unfortunately, the heating system wasn’t working, which made the apartment quite cold on my first night. I contacted the host late in the night, and they responded promptly. Someone came to look into the issue the next day, but unfortunately,...
Canada
Mohadeseh
The price is €133
includes taxes & fees
15 Nov - 16 Nov
York Condos - CN Tower Views

13. Nova The Entertainment District Toronto

Nova The Entertainment District Toronto
4.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (8 reviews)
"Very nice stay and nice views definitely recommend"
Canada
Roselyn
The price is €215
includes taxes & fees
21 Nov - 22 Nov
Nova The Entertainment District Toronto

14. Central Toronto Suites

Central Toronto Suites
3.5 star property
Downtown Toronto
8.6 out of 10, Excellent, (26 reviews)
"Great location, great stay!"
Canada
Beyza
The price is €141
includes taxes & fees
15 Nov - 16 Nov
Central Toronto Suites

15. The Jarvis Hideaway

The Jarvis Hideaway
3.5 star property
Downtown Toronto
8.6 out of 10, Excellent, (14 reviews)
"The place was so lovely, modern and cozy. I really enjoyed being here on my work trip. It was so much better than a hotel."
Canada
Chantal
The price is €155
includes taxes & fees
15 Nov - 16 Nov
The Jarvis Hideaway

16. Modern Downtown Suites Near CN Tower

Modern Downtown Suites Near CN Tower
3.5 star property
Downtown Toronto
8.4 out of 10, Very good, (43 reviews)
"Great location and fitness facilities!"
Canada
Ahmad
The price is €146
includes taxes & fees
15 Nov - 16 Nov
Modern Downtown Suites Near CN Tower

17. Cozy & Spacious 1 Bedroom Basement Suite

Cozy & Spacious 1 Bedroom Basement Suite
Erin Mills
10.0 out of 10, Exceptional, (39 reviews)
"Great kitchen supplies and bed quality."
United States
Sonia M.
The price is €121
includes taxes & fees
1 Dec - 2 Dec
Cozy & Spacious 1 Bedroom Basement Suite

18. The Victoria Stay

The Victoria Stay
3.5 star property
Downtown Toronto
The price is €111
includes taxes & fees
15 Nov - 16 Nov
The Victoria Stay

19. Victoria Point Apartments

Victoria Point Apartments
3.5 star property
Downtown Toronto
The price is €133
includes taxes & fees
15 Dec - 16 Dec
Victoria Point Apartments

20. StayToronto - Union Station & Waterfront

StayToronto - Union Station & Waterfront
3.5 star property
Downtown Toronto
8.8 out of 10, Excellent, (3 reviews)
"Cute little suite right downtown. Close to the harbour, St. Lawrence Market, Union Station, CN Tower/Skydome. Was a really easy check in process (not always the case with these bigger towers). Overlooks the DVP but traffic noises were more like white noise. Nice sunrise!"
Canada
Emily
The price is €148
includes taxes & fees
15 Nov - 16 Nov
StayToronto - Union Station & Waterfront
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.

Find holiday rentals that suit your style

Top Oakville Hotel Reviews

Find out more about Oakville

Everything you need to know about Oakville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakville holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakville. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakville holiday rentals we have selected for you start as low as €121 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakville rentals

At Expedia, we put the best Oakville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals in Oakville close to Oakville Centre for the Performing Arts, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and theatre scene in Oakville. Make sure you have time to check out the university setting and riverfront during your trip.

What are some of the best holiday rentals that Oakville has to offer?

Elegant 2 Bedroom Guest Suit: This holiday home rental outside of Oakville is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Oakville?

Expedia has 63 holiday rentals for your stay in Oakville.

What’s there to see and do in Oakville?

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

What are holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.