Oakville Vacation Rentals

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Our top choices for Oakville vacation rentals

Casa - Toronto Downtown

Casa - Toronto Downtown
4.5 star property
Downtown Toronto
The price is CA $104
CA $250 total
includes taxes & fees
Mar 23 - Mar 24
Casa - Toronto Downtown

Casa Suites - Downtown Toronto

Casa Suites - Downtown Toronto
4.5 star property
Downtown Toronto
The price is CA $101
CA $234 total
includes taxes & fees
Mar 23 - Mar 24
Casa Suites - Downtown Toronto

Harbourfront District

Harbourfront District
2.0 star property
Downtown Toronto
8.0 out of 10, Very good, (1 review)
"The address is incorrect. The place was clean, the communication was great, they responded in a very timely manner. It is very good value for the price. Lots of clean towels. The location was good, however the correct location is not listed and the address on the confirmation email was not correct. We only got the correct address after we sent a security deposit outside of Hotels.com. "
Canada
Lisa
The price is CA $108
CA $250 total
includes taxes & fees
Mar 16 - Mar 17
Harbourfront District

Downtown, 2 Bedroom, Parking | TJS3

Downtown, 2 Bedroom, Parking | TJS3
Burlington
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 CA $77
CA $267 total
includes taxes & fees
Mar 23 - Mar 24
Downtown, 2 Bedroom, Parking | TJS3

Harbourfront West at City Centre

Harbourfront West at City Centre
2.0 star property
Downtown Toronto
The price is CA $134
CA $269 total
includes taxes & fees
Mar 18 - Mar 19
Harbourfront West at City Centre

Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market
4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (34 reviews)
"Clean new location nice"
Canada
Jiying
The price is CA $187
CA $230 total
includes taxes & fees
Mar 18 - Mar 19
Nester Finn St. Lawrence Market

Elite BR, Free Parking/Wifi, TV Shared Suite

Elite BR, Free Parking/Wifi, TV Shared Suite
Milton
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 CA $70
CA $138 total
includes taxes & fees
Mar 16 - Mar 17
Elite BR, Free Parking/Wifi, TV Shared Suite

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Grimsby
10.0 out of 10, Exceptional, (36 reviews)
"Great spot. Great host. "
Canada
Andrew B.
The price is CA $126
CA $278 total
includes taxes & fees
Mar 16 - Mar 17
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (468 reviews)
"Great suite, everything we needed."
Canada
Tracey
The price is CA $156
CA $184 total
includes taxes & fees
Mar 22 - Mar 23
The Laundry Rooms Augusta Hamilton

Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
Brampton
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 CA $90
CA $166 total
includes taxes & fees
Mar 16 - Mar 17
Elegant 2 Bedroom Guest Suit

Home Away from Home

Home Away from Home
Milton
9.2 out of 10, Wonderful, (18 reviews)
"Great host, great property, would recommend!"
Canada
Dean
The price is CA $98
CA $186 total
includes taxes & fees
Mar 16 - Mar 17
Home Away from Home

Luxurious Port Credit |Lakefront, Dining & Shopping

Luxurious Port Credit |Lakefront, Dining & Shopping
Lakeview
10.0 out of 10, Exceptional, (5 reviews)
"Clean rooms, very nice and spacious house"
United States
sven d.
The price is CA $145
CA $702 total
includes taxes & fees
Mar 16 - Mar 17
Luxurious Port Credit |Lakefront, Dining & Shopping

STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Brampton
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 CA $110
CA $257 total
includes taxes & fees
Mar 16 - Mar 17
STUNNING & SPACIOUS 1 BEDROOM OASIS

Entire 05 Bedroom House near YYZ

Entire 05 Bedroom House near YYZ
Applewood
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 CA $219
CA $463 total
includes taxes & fees
Mar 16 - Mar 17
Entire 05 Bedroom House near YYZ

2019 East to West Della Terra 25 Foot Travel Trailer on a rural property

2019 East to West Della Terra 25 Foot Travel Trailer on a rural property
Brampton
8.6 out of 10, Excellent, (4 reviews)
"Very responsive to questions and concerns. Clean and comfortable!"
United States
Melanie K.
The price is CA $105
CA $149 total
includes taxes & fees
Mar 16 - Mar 17
2019 East to West Della Terra 25 Foot Travel Trailer on a rural property

Luxury 2-bed Suite

Luxury 2-bed Suite
Hurontario
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 CA $102
CA $180 total
includes taxes & fees
Mar 16 - Mar 17
Luxury 2-bed Suite

Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Brampton
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 CA $180
CA $311 total
includes taxes & fees
Mar 22 - Mar 23
Walkout Basement with Private Entrance

Luxury high rated guest apartment close to all attractions and Airport

Luxury high rated guest apartment close to all attractions and Airport
East Credit
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 CA $102
CA $224 total
includes taxes & fees
Mar 17 - Mar 18
Luxury high rated guest apartment close to all attractions and Airport

Spacious, Pet Friendly Basement Apartment

Spacious, Pet Friendly Basement Apartment
Milton
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 CA $110
CA $166 total
includes taxes & fees
Mar 16 - Mar 17
Spacious, Pet Friendly Basement Apartment

Starlight Hotel

Starlight Hotel
4.0 star property
Downtown Toronto
The price is CA $199
CA $233 total
includes taxes & fees
Mar 27 - Mar 28
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oakville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Oakville?

Yes, there are vacation rentals in Oakville close to Oakville Centre for the Performing Arts, 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?

Modern 3BR Retreat Near Yorkdale Mall: You might like this vacation home rental near Oakville. It comes with WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Oakville?

Expedia has 61 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 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 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.