A marina with several boats docked, including one named 'INARA'.

Oakville Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Oakville holiday rentals

A modern kitchen with a stainless steel refrigerator, a marble island with fruit, and a dining area with a gray sofa and table.

1. Comfortable City Home

Comfortable City Home
2.0 star property
Cooksville
10.0 out of 10, Exceptional, (1 review)
"Great place at great location! Near the airport and all the shopping/grocery places. The house is very clean, organized and has all the amenities you would ever need with great instructions and communication. Highly recommended!"
Canada
Stella
The price is S$214
includes taxes & fees
9 Sept - 10 Sept
Comfortable City Home
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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

10/10 Excellent
"Wonderful stay to celebrate my grandson’s 10th birthday. Everything was perfect. We did not eat at the hotel so unable to comment about food. Kids pool was fun! Kids playroom was also lots of fun! Definitely a 5/5!"
Paula 1-night trip
Posted less than an hour ago
Chelsea Hotel, Toronto

Frequently asked questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals in Oakville close to Glen Abbey Golf Course, 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.

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 Course and Oakville Museum, whereas Lake Ontario and Gairloch Gardens are a couple of picturesque spots to enjoy the outdoors. Bronte Creek Provincial Park and Kerr Village 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.