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
Nov 23 - Nov 24
Total with taxes and fees
Studio Suite w/ Full Kitchen | Breakfast Included
A two-story house with a stone facade, a garage, and a driveway with two cars parked.

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$318 nightly
The price is $359
Nov 10 - Nov 11
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.
$466 nightly
The price is $527
Nov 10 - Nov 11
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
Nov 23 - Nov 24
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 $196
Nov 23 - Nov 24
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
Nov 23 - Nov 24
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
$225 nightly
The price is $263
Nov 23 - Nov 24
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included!
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

8. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$423 nightly
The price is $477
Nov 10 - Nov 11
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
$441 nightly
The price is $498
Nov 16 - Nov 17
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
A hotel room with a large bed, a mirror, a potted plant, and a wall with two circular wall art pieces.

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.
$444 nightly
The price is $502
Nov 10 - Nov 11
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 coffee table with a plant, and a painting on the wall.

11. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
$145 nightly
The price is $173
Nov 15 - Nov 16
Total with taxes and fees
Comfort Townhouse Suites
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

12. 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.
$120 nightly
The price is $135
Dec 1 - Dec 2
Total with taxes and fees
Cozy & Spacious 1 Bedroom Basement Suite
Two tall, curved skyscrapers with reflective glass facades, a clear blue sky, and a street sign indicating 'York St.'

13. 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
$129 nightly
The price is $155
Nov 15 - Nov 16
Total with taxes and fees
York Condos - CN Tower Views
A modern living room with a sectional sofa, a glass coffee table, and a large window offering a city view.

14. 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
$172 nightly
The price is $195
Nov 23 - Nov 24
Total with taxes and fees
Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
A compact laundry area with two washing machines and a stainless steel refrigerator.

15. Finest BR Free Parking/Wifi TV Shared Suite

Finest BR Free Parking/Wifi TV Shared Suite
Milton
7.8 out of 10, Good, (23 reviews)
"Excellent communication and Convenient parking "
Canada
Jonathan
$77 nightly
The price is $87
Nov 24 - Nov 25
Total with taxes and fees
Finest BR Free Parking/Wifi TV Shared Suite
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a dark sofa and a unique coffee table.

16. Victoria Point Apartments

Victoria Point Apartments
3.5 star property
Downtown Toronto
$109 nightly
The price is $131
Nov 10 - Nov 11
Total with taxes and fees
Victoria Point Apartments
A modern bedroom with a large bed, a nightstand, a chair, and a balcony with a city view.

17. The Jarvis Hideaway

The Jarvis Hideaway
3.5 star property
Downtown Toronto
9.2 out of 10, Wonderful, (10 reviews)
"Clean , good location and super view"
Canada
david
$151 nightly
The price is $181
Dec 9 - Dec 10
Total with taxes and fees
The Jarvis Hideaway
A bedroom with a bed, two bedside tables with lamps, a projector screen, and a window.

18. 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, (8 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.
$125 nightly
The price is $142
Dec 10 - Dec 11
Total with taxes and fees
Luxury high rated guest apartment close to all attractions and Airport
A modern living room with a sofa, coffee table, and a city view through large windows.

19. The Modern Suites - Downtown Toronto

The Modern Suites - Downtown Toronto
4.5 star property
Downtown Toronto
8.0 out of 10, Very good, (2 reviews)
"The place is nice, the cooling is just not upto par with expectations (cooling and heating doesnt work) otherwise very good and clean plave with a lot of things to do within walking distance"
Canada
Elyssa Kate
$151 nightly
The price is $181
Nov 29 - Nov 30
Total with taxes and fees
The Modern Suites - Downtown Toronto
A hotel room with a large bed, white bedding, a wooden headboard, and a balcony with a table and chairs.

20. Central Toronto Suites

Central Toronto Suites
3.5 star property
Downtown Toronto
8.4 out of 10, Very good, (21 reviews)
"Great location, great stay!"
Canada
Beyza
$135 nightly
The price is $161
Nov 15 - Nov 16
Total with taxes and fees
Central Toronto Suites
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
"Super efficient and clean! Great location in the middle of the busy area."
Alyssa 3-night trip
Posted 1 hour ago
Chelsea Hotel, Toronto

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 $136 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.