Oakville Holiday Rentals

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Our top choices for Oakville holiday rentals

Aparthotel in Downtown Toronto

Casa - Toronto Downtown
4.5 star property
The price is AU$243
includes taxes & fees
15 Mar - 16 Mar
Casa - Toronto Downtown

Aparthotel in Downtown Toronto

Casa Suites - Downtown Toronto
4.5 star property
The price is AU$226
includes taxes & fees
17 Mar - 18 Mar
Casa Suites - Downtown Toronto

Aparthotel in Downtown Toronto

Harbourfront District
2.0 star property
The price is AU$263
includes taxes & fees
17 Mar - 18 Mar
Harbourfront District
10.0 out of 10, Exceptional, (1 review)
"Very welcoming & accommodating. Everything was top notch, clean & welcoming. The host even accommodated us for two more nights. We definitely will be coming back and highly recommend it. "
Canada
steve G.
The price is AU$254
includes taxes & fees
17 Mar - 18 Mar
Downtown, 2 Bedroom, Parking | TJS3

Aparthotel in Downtown Toronto

Harbourfront West at City Centre
2.0 star property
The price is AU$276
includes taxes & fees
13 Apr - 14 Apr
Harbourfront West at City Centre

Aparthotel in Downtown Toronto

Nester Finn St. Lawrence Market
4.0 star property
9.6 out of 10, Exceptional, (31 reviews)
"Clean new location nice"
Canada
Jiying
The price is AU$234
includes taxes & fees
15 Mar - 16 Mar
Nester Finn St. Lawrence Market
8.4 out of 10, Very good, (6 reviews)
"This place smelled, and did not look at all as advertised. "
Canada
Boyd
The price is AU$145
includes taxes & fees
8 Apr - 9 Apr
Elite BR, Free Parking/Wifi, TV Shared Suite
10.0 out of 10, Exceptional, (36 reviews)
"Great spot. Great host. "
Canada
Andrew B.
The price is AU$287
includes taxes & fees
16 Mar - 17 Mar
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
3.0 star property
9.4 out of 10, Exceptional, (468 reviews)
"Great suite, everything we needed."
Canada
Tracey
The price is AU$181
includes taxes & fees
15 Mar - 16 Mar
The Laundry Rooms Augusta Hamilton

Holiday Home in Brampton

Elegant 2 Bedroom Guest Suit
10.0 out of 10, Exceptional, (1 review)
"Very spacious and clean. Nice interaction. All was as listed but make sure you know the entrance on the left side of the house. Thanks for the stay!"
Canada
Adrian C.
The price is AU$164
includes taxes & fees
16 Mar - 17 Mar
Elegant 2 Bedroom Guest Suit

Apartment in Milton

Home Away from Home
9.6 out of 10, Exceptional, (17 reviews)
"Great host, great property, would recommend!"
Canada
Dean
The price is AU$195
includes taxes & fees
21 Mar - 22 Mar
Home Away from Home
10.0 out of 10, Exceptional, (5 reviews)
"Clean rooms, very nice and spacious house"
United States
sven d.
The price is AU$718
includes taxes & fees
15 Mar - 16 Mar
Luxurious Port Credit |Lakefront, Dining & Shopping
9.8 out of 10, Exceptional, (12 reviews)
"The place was cleaned with a pleasant smell when you entered the room. It was safe, quiet, and looked beautiful, just like the pictures. My husband and I stayed about 2 weeks and enjoyed it."
United States
Nicole
The price is AU$268
includes taxes & fees
16 Mar - 17 Mar
STUNNING & SPACIOUS 1 BEDROOM OASIS

Holiday Home in Applewood

Entire 05 Bedroom House near YYZ
10.0 out of 10, Exceptional, (1 review)
"Great place, very comfortably slept seven of us in comfy beds and great kitchen, bathrooms, and entertainment. Would love to stay here again."
United States
Marc P.
The price is AU$471
includes taxes & fees
16 Mar - 17 Mar
Entire 05 Bedroom House near YYZ
8.6 out of 10, Excellent, (4 reviews)
"Very responsive to questions and concerns. Clean and comfortable!"
United States
Melanie K.
The price is AU$157
includes taxes & fees
14 Mar - 15 Mar
2019 East to West Della Terra 25 Foot Travel Trailer on a rural property

Holiday Home in Hurontario

Luxury 2-bed Suite
8.0 out of 10, Very good, (8 reviews)
"The location was perfect for us, close to the go station and everything that Mississauga has to offer. Quiet neighborhood and a very cozy place. Will definitely keep it in mind for future travels. "
Canada
Carlos F.
The price is AU$189
includes taxes & fees
15 Mar - 16 Mar
Luxury 2-bed Suite
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
The price is AU$314
includes taxes & fees
23 Mar - 24 Mar
Walkout Basement with Private Entrance
9.0 out of 10, Wonderful, (2 reviews)
"The host was very responsive to everything we needed and the amenities were fantastic (having a bidet when traveling is a blessing). The bed was also one of the most comfortable I've had when traveling. Would most definitely stay again."
United States
Tiara D.
The price is AU$233
includes taxes & fees
8 Apr - 9 Apr
Luxury high rated guest apartment close to all attractions and Airport
9.0 out of 10, Wonderful, (4 reviews)
"It’s in a quiet suburb 30-40 mins outside Toronto and is in walking distance to a grocery store and pharmacy. Check in and check out was a breeze. The space was clean and fit our needs. Hot water for the showers and a space heater if we needed it during the early April nights. Owner was easy to communicate with and responded quickly. Would stay again for the price."
United States
Cosmo K.
The price is AU$175
includes taxes & fees
15 Mar - 16 Mar
Spacious, Pet Friendly Basement Apartment

Aparthotel in Downtown Toronto

Starlight Hotel
4.0 star property
The price is AU$262
includes taxes & fees
14 Mar - 15 Mar
Starlight Hotel
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

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, 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 favourite 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 depend 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 AU$181 per night. Entering your travel dates in the search wizard might find you 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?

Modern 3BR Retreat Near Yorkdale Mall: This holiday home rental outside Oakville comes with WiFi so that you can feel at home during your trip. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Oakville?

Expedia has 61 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 Coronation Park are a couple of picturesque spots to enjoy the outdoors. Oakville Centre for the Performing Arts and iFLY Toronto Oakville 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.