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

Oakville Holiday Rentals

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Check prices for these dates

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

Our top choices for Oakville holiday rentals

2 bedrooms, desk, laptop workspace, blackout curtains

1. Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very good, (455 reviews)
"Was very clean and accommodating"
Canada
Jahmy
The price is HK$671
HK$758 total
includes taxes & fees
16 Aug - 17 Aug
Residence & Conference Centre - Oakville
Smart TV

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is HK$2,420
HK$4,945 total
includes taxes & fees
7 Sept - 8 Sept
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.
The price is HK$2,769
HK$5,575 total
includes taxes & fees
19 Aug - 20 Aug
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
The price is HK$3,293
HK$6,252 total
includes taxes & fees
10 Sept - 11 Sept
Amazing 6-bedroom Home in charming Oakville
Property grounds

5. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is HK$1,877
HK$4,242 total
includes taxes & fees
18 Aug - 19 Aug
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
The price is HK$2,080
HK$4,867 total
includes taxes & fees
7 Sept - 8 Sept
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
The price is HK$2,699
HK$5,267 total
includes taxes & fees
7 Sept - 8 Sept
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, (861 reviews)
"Clean room; not expensive; close to stores"
Canada
Donald
The price is HK$654
HK$738 total
includes taxes & fees
24 Aug - 25 Aug
Residence & Conference Centre - Hamilton
Living area

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
The price is HK$1,077
HK$1,265 total
includes taxes & fees
23 Aug - 24 Aug
The Laundry Rooms Augusta Hamilton
2 bedrooms, desk, iron/ironing board, travel cot

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.
The price is HK$760
HK$1,355 total
includes taxes & fees
10 Sept - 11 Sept
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
The price is HK$710
HK$981 total
includes taxes & fees
18 Aug - 19 Aug
Pleasant Stay Mississauga
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
The price is HK$860
HK$1,312 total
includes taxes & fees
8 Sept - 9 Sept
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.
The price is HK$512
HK$998 total
includes taxes & fees
10 Sept - 11 Sept
Cozy Family Space
2 bedrooms, iron/ironing board, free WiFi, 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.
The price is HK$1,268
HK$2,510 total
includes taxes & fees
13 Aug - 14 Aug
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.
The price is HK$1,297
HK$1,507 total
includes taxes & fees
20 Aug - 21 Aug
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
The price is HK$451
HK$688 total
includes taxes & fees
9 Sept - 10 Sept
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.
The price is HK$760
HK$1,711 total
includes taxes & fees
10 Sept - 11 Sept
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
The price is HK$366
HK$751 total
includes taxes & fees
8 Sept - 9 Sept
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
8.6 out of 10, Excellent, (13 reviews)
"Great place to stay in Mississauga 5 star"
United States
Tyrique M.
The price is HK$837
HK$1,959 total
includes taxes & fees
16 Aug - 17 Aug
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.
The price is HK$682
HK$1,108 total
includes taxes & fees
17 Aug - 18 Aug
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

Cambridge Suites Toronto

Cambridge Suites Toronto

8/10 Good
"Would recommend"
robert 3-night trip
Posted less than an hour ago
Cambridge Suites Toronto

Find out more about Oakville

Search for holiday rentals in Oakville on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakville using one of the methods below:

  • View our selection of featured holiday rentals in Oakville
  • Use the map to find apartments and other holiday homes in the Oakville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakville while they last

Look no further and take a look at our great range of rental properties in Oakville!

Frequently asked questions

Can I find a holiday rental in Oakville?

Yes, there are holiday rentals in Oakville close to Glen Abbey Golf Course, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and theatre scene in Oakville. Make sure you have time to check out the university setting and riverfront during your trip.

What are some of the best holiday rentals that Oakville has to offer?

CasaLoma Private Oasis, minutes from the YYZ airport. (LIC 2026-005872-STA): This holiday home rental outside of Oakville offers an outdoor pool, a patio and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Oakville?

Expedia has 60 holiday 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 holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.