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

Oakville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oakville vacation rentals

A hotel room with a large bed, two bedside tables with lamps, a nightstand with a phone and a notepad, and a wall clock.

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
$173 nightly
The price is $202
Nov 8 - Nov 9
Total with taxes and fees
Studio Suite w/ Full Kitchen | Breakfast Included
A reception area with a wooden reception desk, two chairs, a man standing behind the desk, and a door with a framed picture above it.

2. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
$177 nightly
The price is $207
Nov 8 - Nov 9
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included
A wooden staircase surrounded by autumn foliage.

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

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
$174 nightly
The price is $204
Nov 19 - Nov 20
Total with taxes and fees
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
A hotel dining area with a buffet station, seating arrangements, and a television.

4. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
$185 nightly
The price is $217
Nov 8 - Nov 9
Total with taxes and fees
Spacious Suite with Full Kitchen | Free Breakfast
A buffet with various food items including salads, bread, and pastries.

5. Fully Accessible in Oakville | Free Breakfast

Fully Accessible in Oakville | Free Breakfast
Oakville
$199 nightly
The price is $233
Oct 25 - Oct 26
Total with taxes and fees
Fully Accessible in Oakville | Free Breakfast
A staircase with black railings, a welcome sign, and a patterned mat at the bottom.

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$454 nightly
The price is $513
Oct 23 - Oct 24
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
A conference room with tables, chairs, a projector screen, and a carpeted floor.

7. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
$233 nightly
The price is $273
Nov 8 - Nov 9
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included!
A spacious living room with a dining area, large windows, a fireplace, and a Christmas tree.

8. 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, (6 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.
$585 nightly
The price is $661
Oct 22 - Oct 23
Total with taxes and fees
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

9. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$446 nightly
The price is $503
Oct 20 - Oct 21
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A neatly made bed with a white and orange bedspread, a small bedside table with a plant, and a mirror on the wall.

10. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$492 nightly
The price is $556
Oct 20 - Oct 21
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A hotel room with a large bed, a mirror, a potted plant, and a wall with two circular wall art pieces.

11. 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.
$466 nightly
The price is $527
Nov 16 - Nov 17
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
A multi-story residential building with a central staircase, balconies, and a brick facade.

12. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
$163 nightly
The price is $196
Oct 25 - Oct 26
Total with taxes and fees
Comfort Townhouse Suites
A modern bedroom with a large bed, bedside tables, a window with curtains, and a view of greenery outside.

13. Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
9.2 out of 10, Wonderful, (7 reviews)
"Lovely Host!"
United States
Quintin H.
$151 nightly
The price is $170
Oct 25 - Oct 26
Total with taxes and fees
Private 2-BR Suite w/ Patio
A modern living room with a brown sectional sofa, a small round table, and a cityscape painting on the wall.

14. Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
8.4 out of 10, Very good, (8 reviews)
"Place was great, hosted myself and 3 others. Friendly service and all as described. Would definitely book here again"
Canada
Craig
$109 nightly
The price is $123
Oct 23 - Oct 24
Total with taxes and fees
Pleasant Stay Mississauga
A modern living room with a sectional sofa, a glass coffee table, and a large window offering a city view.

15. Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown

Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
Downtown Mississauga
8.6 out of 10, Excellent, (19 reviews)
"Really nice place , easy access, beautiful view"
United States
Robert
$186 nightly
The price is $210
Oct 25 - Oct 26
Total with taxes and fees
Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
A bedroom with a bed, two bedside tables with lamps, a projector screen, and a window.

16. Luxury high rated guest apartment close to all attractions and Airport

Luxury high rated guest apartment close to all attractions and Airport
East Credit
9.6 out of 10, Exceptional, (7 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.
$144 nightly
The price is $162
Oct 28 - Oct 29
Total with taxes and fees
Luxury high rated guest apartment close to all attractions and Airport
A cozy living room with a wooden floor, a black sofa, a dining table with chairs, and a painting on the wall.

17. Cozy Family Space

Cozy Family Space
Mississauga Valleys
9.4 out of 10, Exceptional, (16 reviews)
"Had an excellent stay! Host was Fantastic! "
Canada
Lisa S.
$100 nightly
The price is $131
Oct 31 - Nov 1
Total with taxes and fees
Cozy Family Space
A bedroom with a large bed, bedside lamps, a nightstand, and a door leading to another room.

18. Luxury Lakeview Walkout Basement Apartment

Luxury Lakeview Walkout Basement Apartment
Lakeview
10.0 out of 10, Exceptional, (118 reviews)
"Very comfortable stay and friendly owners!"
United States
Christine L.
$275 nightly
The price is $311
Oct 20 - Oct 21
Total with taxes and fees
Luxury Lakeview Walkout Basement Apartment
A bedroom with a bed, a sofa, a table, and a chair.

19. Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport

Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport
Meadowvale Village
10.0 out of 10, Exceptional, (3 reviews)
"Amazing stay! Super nice host, spacious and private area, very clean. Had one suggestion for a lamp or two and Nina was quick to agree! Super happy with the place for the price. You can't go wrong."
Canada
Eliot
$62 nightly
The price is $70
Oct 30 - Oct 31
Total with taxes and fees
Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport
A modern kitchen with dark wood cabinets, stainless steel appliances, a built-in oven, microwave, and refrigerator.

20. Home Away from Home

Home Away from Home
Milton
9.2 out of 10, Wonderful, (28 reviews)
"Nice clean place, as advertised, family friendly and great communication by host"
United States
Syed Nabil J.
$133 nightly
The price is $150
Oct 25 - Oct 26
Total with taxes and fees
Home Away from 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

Spark by Hilton Toronto Airport

Spark by Hilton Toronto Airport

10/10 Excellent
"It was very nice clean convenient to the airport. Good shuttle drivers the shuttle could do with some shocks on it but otherwise it was all good. Breakfast was nice. Coffee sucked. Get a little bitter quality there wouldn’t be nice."
Diane 3-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 $146 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.