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
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Oakville vacation rentals

Standard Room, 2 Double Beds | 2 bedrooms, desk, laptop workspace, blackout drapes

1. Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very Good, (457 reviews)
"Was very clean and accommodating"
Canada
Jahmy
$82 nightly
The price is $93
Aug 16 - Aug 17
Total with taxes and fees
Residence & Conference Centre - Oakville
Smart TV

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$537 nightly
The price is $606
Sep 7 - Sep 8
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
Dining

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, (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.
$606 nightly
The price is $685
Aug 19 - Aug 20
Total with taxes and fees
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
Interior

4. Amazing 6-bedroom Home in charming Oakville

Amazing 6-bedroom Home in charming Oakville
Oakville
$697 nightly
The price is $787
Sep 1 - Sep 2
Total with taxes and fees
Amazing 6-bedroom Home in charming Oakville
Property grounds

5. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$478 nightly
The price is $540
Aug 18 - Aug 19
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
4 bedrooms, iron/ironing board, WiFi, bed sheets

6. Designer 4BR Basement Suite in a Detached House – Oakville

Designer 4BR Basement Suite in a Detached House – Oakville
Oakville
$548 nightly
The price is $619
Sep 7 - Sep 8
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
Property grounds

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$574 nightly
The price is $649
Sep 7 - Sep 8
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Sports facility

8. Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (862 reviews)
"Clean room; not expensive; close to stores"
Canada
Donald
$78 nightly
The price is $88
Aug 18 - Aug 19
Total with taxes and fees
Residence & Conference Centre - Hamilton
Standard Apartment, Non Smoking, Kitchen | Living area | 55-inch Smart TV with digital channels, TV, streaming services

9. The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (579 reviews)
"Great host and room, will definitely stay again"
Canada
Nick
$118 nightly
The price is $138
Aug 23 - Aug 24
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
2 bedrooms, desk, iron/ironing board, travel crib

10. Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
8.8 out of 10, Excellent, (3 reviews)
"Lovely Host!"
United States
Quintin H.
$153 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Private 2-BR Suite w/ Patio
2 bedrooms, iron/ironing board, WiFi, bed sheets

11. Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
7.8 out of 10, Good, (6 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 $125
Aug 18 - Aug 19
Total with taxes and fees
Pleasant Stay Mississauga
House, 2 Bedrooms | Interior

12. 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
Comfortable City Home
Smart TV

13. Cozy Family Space

Cozy Family Space
Mississauga Valleys
9.6 out of 10, Exceptional, (15 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 10 - Sep 11
Total with taxes and fees
Cozy Family Space
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

14. Luxury Lakeview Walkout Basement Apartment

Luxury Lakeview Walkout Basement Apartment
Lakeview
10.0 out of 10, Exceptional, (109 reviews)
"We had a good time staying at this place , it was a smooth travel staying venue , the host was very friendly and welcoming. We will be booking this place if we visit again."
United States
Henderson L.
$283 nightly
The price is $319
Aug 18 - Aug 19
Total with taxes and fees
Luxury Lakeview Walkout Basement Apartment
2 bedrooms, WiFi

15. Private 2BR Guest Suite • King Bed • Parking

Private 2BR Guest Suite • King Bed • Parking
Erin Mills
8.4 out of 10, Very Good, (5 reviews)
"Great Stay! Very spacious. Will book again"
United States
Mateo T.
$189 nightly
The price is $192
Aug 20 - Aug 21
Total with taxes and fees
Private 2BR Guest Suite • King Bed • Parking
Exterior

16. Private Studio- Cozy, Comfort,Convenience

Private Studio- Cozy, Comfort,Convenience
Milton
10.0 out of 10, Exceptional, (1 review)
"Clean, comfy room. Helpful and friendly staff."
United States
Anshul
$72 nightly
The price is $81
Aug 27 - Aug 28
Total with taxes and fees
Private Studio- Cozy, Comfort,Convenience
Property grounds

17. Luxury 1BR Condo | Sophisticated & Stylish Stay by Square One

Luxury 1BR Condo | Sophisticated & Stylish Stay by Square One
Downtown Mississauga
10.0 out of 10, Exceptional, (1 review)
"Clean apartment. Well stocked with supplies."
United States
Andreas K.
$193 nightly
The price is $218
Aug 18 - Aug 19
Total with taxes and fees
Luxury 1BR Condo | Sophisticated & Stylish Stay by Square One
Interior

18. 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
$85 nightly
The price is $96
Aug 17 - Aug 18
Total with taxes and fees
Elite BR, Free Parking/Wifi, TV Shared Suite
Smart TV

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

Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
Downtown Mississauga
8.0 out of 10, Very Good, (14 reviews)
"Great place to stay in Mississauga 5 star"
United States
Tyrique M.
$191 nightly
The price is $216
Aug 16 - Aug 17
Total with taxes and fees
Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
Dining

20. Modern private suite | Full kitchen

Modern private suite | Full kitchen
Hurontario
9.4 out of 10, Exceptional, (3 reviews)
"Great location lovely and quiet super communication"
United States
Nick K.
$125 nightly
The price is $141
Aug 17 - Aug 18
Total with taxes and fees
Modern private suite | Full kitchen
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

Sheraton Centre Toronto Hotel

Sheraton Centre Toronto Hotel

8/10 Good
"Clean rooms, friendly staff and great location close to many stores, restaurants, and downtown activites and tours!"
Rachel 2-night trip
Posted less than an hour ago
Sheraton Centre Toronto Hotel

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 $88 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 Glen Abbey Golf Course, 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?

CasaLoma Private Oasis, minutes from the YYZ airport. (LIC 2026-005872-STA): This vacation home rental near Oakville offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Oakville?

Expedia has 60 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 Gairloch Gardens are a couple of picturesque spots to enjoy the outdoors. Oakville Entertainment Centrum 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.