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

Oakville Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Oakville vacation rentals

An outdoor patio area with wicker furniture, a fire pit, and string lights.

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
$162 nightly
The price is $190
Dec 9 - Dec 10
Total with taxes and fees
Studio Suite w/ Full Kitchen | Breakfast Included
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$431 nightly
The price is $487
Nov 13 - Nov 14
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A spacious living room with a dining area, large windows, a fireplace, and a Christmas tree.

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.
$476 nightly
The price is $538
Nov 16 - Nov 17
Total with taxes and fees
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
An outdoor patio area with wicker furniture, a fire pit, and string lights.

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

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
$162 nightly
The price is $190
Dec 9 - Dec 10
Total with taxes and fees
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

5. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
$167 nightly
The price is $195
Dec 9 - Dec 10
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included
An outdoor patio area with wicker furniture, a fire pit, and string lights.

6. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
$176 nightly
The price is $206
Dec 9 - Dec 10
Total with taxes and fees
Spacious Suite with Full Kitchen | Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

7. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
$224 nightly
The price is $262
Dec 9 - Dec 10
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included!
A two-story house with a stone facade, a garage, and a driveway with two cars parked.

8. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$323 nightly
The price is $366
Nov 13 - Nov 14
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A two-story house with a stone facade, a garage, and a driveway with two cars parked.

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$447 nightly
The price is $505
Nov 17 - Nov 18
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

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.
$454 nightly
The price is $513
Nov 16 - Nov 17
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
A modern living room with a grey sofa, patterned cushions, a black coffee table with a plant, a large abstract painting, and a mounted TV displaying various channels.

11. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
$136 nightly
The price is $163
Nov 15 - Nov 16
Total with taxes and fees
Comfort Townhouse Suites
Two tall, curved skyscrapers with reflective glass facades, a clear blue sky, and a street sign indicating 'York St.'

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
$141 nightly
The price is $169
Nov 15 - Nov 16
Total with taxes and fees
York Condos - CN Tower Views
A modern living room with a city view, a dining area with a central island, and a large window with curtains.

13. Nova The Entertainment District Toronto

Nova The Entertainment District Toronto
4.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (7 reviews)
"Very nice stay and nice views definitely recommend"
Canada
Roselyn
$198 nightly
The price is $237
Nov 21 - Nov 22
Total with taxes and fees
Nova The Entertainment District Toronto
A modern living room with a large glass coffee table, a grey sofa, and a city view through floor-to-ceiling windows.

14. Central Toronto Suites

Central Toronto Suites
3.5 star property
Downtown Toronto
8.6 out of 10, Excellent, (23 reviews)
"Great location, great stay!"
Canada
Beyza
$133 nightly
The price is $159
Nov 15 - Nov 16
Total with taxes and fees
Central Toronto Suites
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

15. The Jarvis Hideaway

The Jarvis Hideaway
3.5 star property
Downtown Toronto
9.2 out of 10, Wonderful, (13 reviews)
"Clean , good location and super view"
Canada
david
$148 nightly
The price is $177
Nov 19 - Nov 20
Total with taxes and fees
The Jarvis Hideaway
A high-rise building with a modern glass facade, surrounded by other tall buildings.

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
$137 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
Modern Downtown Suites Near CN Tower
A modern kitchen with white cabinets, a dining area with a marble table, and a patterned rug.

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.
$116 nightly
The price is $131
Dec 1 - Dec 2
Total with taxes and fees
Cozy & Spacious 1 Bedroom Basement Suite
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a dark sofa and a unique coffee table.

18. The Victoria Stay

The Victoria Stay
3.5 star property
Downtown Toronto
$115 nightly
The price is $138
Nov 15 - Nov 16
Total with taxes and fees
The Victoria Stay
A hotel with a modern facade, multiple balconies, and a clear sky.

19. Victoria Point Apartments

Victoria Point Apartments
3.5 star property
Downtown Toronto
$122 nightly
The price is $146
Nov 15 - Nov 16
Total with taxes and fees
Victoria Point Apartments
A rooftop terrace with outdoor seating and a view of high-rise buildings.

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
$157 nightly
The price is $188
Dec 7 - Dec 8
Total with taxes and fees
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.
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Top Oakville Hotel Reviews

Spark by Hilton Toronto Airport

Spark by Hilton Toronto Airport

10/10 Excellent
"Loved it"
Angela 1-night trip
Posted less than an hour ago
Spark by Hilton Toronto Airport

Find out more about Oakville

Everything you need to know about Oakville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $132 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakville rentals

At Expedia, we put the best Oakville vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Elegant 2 Bedroom Guest Suit: This vacation home rental near 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 vacation rentals are there in Oakville?

Expedia has 63 vacation 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 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.