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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Oakville vacation rentals

Dining

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
$177 nightly
The price is $207
Oct 18 - Oct 19
Total with taxes and fees
Studio Suite w/ Full Kitchen | Breakfast Included
4 bedrooms, iron/ironing board, WiFi, bed sheets

2. 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.
$476 nightly
The price is $537
Sep 21 - Sep 22
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
Interior

3. Modern 4BR Home in charming Oakville

Modern 4BR Home in charming Oakville
Oakville
$489 nightly
The price is $553
Oct 4 - Oct 5
Total with taxes and fees
Modern 4BR Home in charming Oakville
Dining

4. 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.
$603 nightly
The price is $681
Oct 1 - Oct 2
Total with taxes and fees
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
Smart TV

5. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$488 nightly
The price is $552
Sep 21 - Sep 22
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
Property grounds

6. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
$199 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Spacious Suite with Full Kitchen | Free Breakfast
Terrace/patio

7. Fully Accessible in Oakville | Free Breakfast

Fully Accessible in Oakville | Free Breakfast
Oakville
$199 nightly
The price is $232
Oct 18 - Oct 19
Total with taxes and fees
Fully Accessible in Oakville | Free Breakfast
WiFi

8. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
$182 nightly
The price is $212
Oct 18 - Oct 19
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included
Exterior

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

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
$177 nightly
The price is $207
Oct 18 - Oct 19
Total with taxes and fees
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Business center

10. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
$243 nightly
The price is $284
Oct 18 - Oct 19
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included!
Property grounds

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$459 nightly
The price is $519
Sep 21 - Sep 22
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Dining

12. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$494 nightly
The price is $558
Sep 20 - Sep 21
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
2 bedrooms, desk, iron/ironing board, travel crib

13. Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
9.0 out of 10, Wonderful, (6 reviews)
"Lovely Host!"
United States
Quintin H.
$152 nightly
The price is $172
Sep 20 - Sep 21
Total with taxes and fees
Private 2-BR Suite w/ Patio
House, 2 Bedrooms, Smoking | Interior

14. Comfortable City Home

Comfortable City Home
2.0 star property
Cooksville
10.0 out of 10, Exceptional, (1 review)
"Great place at great location! Near the airport and all the shopping/grocery places. The house is very clean, organized and has all the amenities you would ever need with great instructions and communication. Highly recommended!"
Canada
Stella
$187 nightly
The price is $210
Sep 21 - Sep 22
Total with taxes and fees
Comfortable City Home
Interior

15. Stylish Modern Luxury Stay

Stylish Modern Luxury Stay
Milton
7.6 out of 10, Good, (4 reviews)
"Very easy to communicate with. And thank you so much for accommodating us."
United States
Tina M.
$88 nightly
The price is $99
Sep 22 - Sep 23
Total with taxes and fees
Stylish Modern Luxury Stay
2 bedrooms, iron/ironing board, WiFi, bed sheets

16. Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
8.0 out of 10, Very good, (7 reviews)
"The owner was extremely friendly and assured us that he would supply all the necessities, such as sheets, pillows, and other basic items. The room was overall in good condition, and the location was quite convenient, with a parking space included. That said, the floor underneath the sofa was noticeably dirty, and the surface of sofa wasn’t clean, and because the room is in the basement, the air felt somewhat heavy. "
United States
Fengyi
$110 nightly
The price is $124
Sep 20 - Sep 21
Total with taxes and fees
Pleasant Stay Mississauga
Smart TV

17. Cozy Family Space

Cozy Family Space
Mississauga Valleys
9.4 out of 10, Exceptional, (16 reviews)
"This basement apartment provided easy access into Toronto for a fraction of the cost of being in Toronto. The host was very communicative and we had no issues during our stay. Please note that this has a kitchenette, not a full kitchen, which was great for making small meals. "
United States
Lori B.
$96 nightly
The price is $127
Sep 23 - Sep 24
Total with taxes and fees
Cozy Family Space
Interior

18. Finest BR Free Parking/Wifi TV Shared Suite

Finest BR Free Parking/Wifi TV Shared Suite
Milton
7.8 out of 10, Good, (20 reviews)
"We had a good stay . Nice quiet location . Friendly host . "
Australia
Anonymous traveler
$74 nightly
The price is $83
Sep 28 - Sep 29
Total with taxes and fees
Finest BR Free Parking/Wifi TV Shared Suite
Smart TV, fireplace

19. Charming 4-bedroom bungalow with Pool in soothing Mississauga

Charming 4-bedroom bungalow with Pool in soothing Mississauga
Mineola
8.2 out of 10, Very good, (36 reviews)
"Amazing stay"
Canada
AJ
$334 nightly
The price is $378
Oct 6 - Oct 7
Total with taxes and fees
Charming 4-bedroom bungalow with Pool in soothing Mississauga
Smart TV

20. Luxury 2-bed Suite

Luxury 2-bed Suite
Hurontario
8.0 out of 10, Very good, (13 reviews)
"The host was very cooperative and helpful "
United States
Cyril W.
$129 nightly
The price is $146
Sep 22 - Sep 23
Total with taxes and fees
Luxury 2-bed Suite
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
"Very friendly and polite , very clean also"
Melissa 4-night trip
Posted 6 hours 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 $138 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 61 vacation rentals for your stay in Oakville.

What’s there to see and do in Oakville?

Cultural attractions include Glen Abbey Golf Club and Theatre Sheridan, whereas Coronation Park and Lake Ontario are a couple of picturesque spots to enjoy the outdoors. Oakville Centre for the Performing Arts and Bronte Creek Provincial Park 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.