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
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Oakville holiday rentals

2 bedrooms, desk, laptop workspace, blackout curtains

Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very good, (429 reviews)
"Lots of parking"
Canada
Beena
The price is HK$700
HK$791 total
includes taxes & fees
3 Aug - 4 Aug
Residence & Conference Centre - Oakville
Living area

Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is HK$2,201
HK$4,635 total
includes taxes & fees
27 Jul - 28 Jul
Designer 4BR Basement Suite – Oakville
Interior

Amazing 6-bedroom Home in charming Oakville

Amazing 6-bedroom Home in charming Oakville
Oakville
The price is HK$3,291
HK$6,225 total
includes taxes & fees
3 Aug - 4 Aug
Amazing 6-bedroom Home in charming Oakville
4 bedrooms, iron/ironing board, WiFi, bed sheets

Designer 4BR Basement Suite in a Detached House – Oakville

Designer 4BR Basement Suite in a Detached House – Oakville
Oakville
The price is HK$2,476
HK$5,347 total
includes taxes & fees
28 Jul - 29 Jul
Designer 4BR Basement Suite in a Detached House – Oakville
Living area

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$2,256
HK$5,067 total
includes taxes & fees
28 Jul - 29 Jul
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Interior

Stylish Oakville Studio! Work Desk + WiFi +Free Parking + Pet Friendly

Stylish Oakville Studio! Work Desk + WiFi +Free Parking + Pet Friendly
Oakville
Stylish Oakville Studio! Work Desk + WiFi +Free Parking + Pet Friendly
Sports facility

Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very good, (831 reviews)
"Excellent staff, clean rooms, good location"
United States
Arnold
The price is HK$630
HK$712 total
includes taxes & fees
17 Aug - 18 Aug
Residence & Conference Centre - Hamilton
Living area

The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (566 reviews)
The price is HK$994
HK$1,168 total
includes taxes & fees
26 Jul - 27 Jul
The Laundry Rooms Augusta Hamilton
Exterior

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$400
HK$628 total
includes taxes & fees
27 Jul - 28 Jul
Private Studio- Cozy, Comfort,Convenience
Exterior detail

Basement apartment with separate entrance

Basement apartment with separate entrance
Milton
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful stay excellent host "
Canada
Lisa M.
The price is HK$725
HK$995 total
includes taxes & fees
4 Aug - 5 Aug
Basement apartment with separate entrance
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Luxury Lakeview Walkout Basement Apartment

Luxury Lakeview Walkout Basement Apartment
Lakeview
10.0 out of 10, Exceptional, (106 reviews)
"The owner is a nice person. I Highly recommend it."
United States
CHAOFENG
The price is HK$1,250
HK$2,411 total
includes taxes & fees
4 Aug - 5 Aug
Luxury Lakeview Walkout Basement Apartment
Exterior

Oak House Residence

Oak House Residence
2.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (159 reviews)
"Excellent Place"
United States
Drumond
The price is HK$1,100
HK$1,243 total
includes taxes & fees
27 Jul - 28 Jul
Oak House Residence
Smart TV

Cozy Family Space

Cozy Family Space
Mississauga Valleys
9.6 out of 10, Exceptional, (14 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$598
HK$1,091 total
includes taxes & fees
13 Aug - 14 Aug
Cozy Family Space
Interior

Full House 6 Bedrms, 7 Beds, 3 Bath Airport

Full House 6 Bedrms, 7 Beds, 3 Bath Airport
2.0 star property
Erin Mills
Full House 6 Bedrms, 7 Beds, 3 Bath Airport
Living area

Downtown Toronto Suites

Downtown Toronto Suites
3.5 star property
Downtown Toronto
2.0 out of 10, (1 review)
"Check in process was a complete nightmare. Couldn’t get a key to the room for 3 hours. The limited parking advertised is non-existent. Staff at the property aren’t helpful at all. Hidden charges after booking on Expedia. Communication with property was terrible. Prepare to wait very long for a crowded elevator as well. Overall a really horrible experience."
United States
Lyndon
The price is HK$815
HK$1,647 total
includes taxes & fees
23 Jul - 24 Jul
Downtown Toronto Suites
Dining

Cozy & Spacious 1 Bedroom Private Basement Apartment

Cozy & Spacious 1 Bedroom Private Basement Apartment
Erin Mills
10.0 out of 10, Exceptional, (38 reviews)
"Everything we needed for a quick holiday stay. "
Canada
Roberto B.
The price is HK$496
HK$1,082 total
includes taxes & fees
5 Aug - 6 Aug
Cozy & Spacious 1 Bedroom Private Basement Apartment
1 bedroom, WiFi, bed sheets

Chic Hotel-Style Retreat by Toronto Premium Outlets

Chic Hotel-Style Retreat by Toronto Premium Outlets
Halton Hills
9.6 out of 10, Exceptional, (5 reviews)
"Really nice, quiet, clean space in nature. Owners very pleasant and checked in to make sure we were taken care of. Good place for a couple. "
Canada
Maria
The price is HK$750
HK$1,338 total
includes taxes & fees
4 Aug - 5 Aug
Chic Hotel-Style Retreat by Toronto Premium Outlets
2 bedrooms, WiFi

Private 2BR Guest Suite • King Bed • Parking

Private 2BR Guest Suite • King Bed • Parking
Erin Mills
9.4 out of 10, Exceptional, (3 reviews)
"Very spacious, great for families. Reasonable price with a great location."
United States
Elyn R.
The price is HK$1,185
HK$1,374 total
includes taxes & fees
23 Jul - 24 Jul
Private 2BR Guest Suite • King Bed • Parking
Dining

Modern private suite | Full kitchen

Modern private suite | Full kitchen
Hurontario
9.0 out of 10, Wonderful, (2 reviews)
"The host responded quite quickly. The apartment was in a lovely neighborhood in Mississauga. Though I felt as though the apartment could have been cleaner, the floors especially. The bed was quite comfortable, and overall a great place to stay for a few nights."
United States
Chantelle M.
The price is HK$672
HK$1,093 total
includes taxes & fees
3 Aug - 4 Aug
Modern private suite | Full kitchen
Interior

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.
The price is HK$525
HK$769 total
includes taxes & fees
27 Jul - 28 Jul
Stylish Modern Luxury Stay
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

Great Canadian Casino Resort Toronto

Great Canadian Casino Resort Toronto

10/10 Excellent
"Large rooms with comfortable accommodations. We had breakfast one morning in the little café; service was slow but the food was tasty. The pool area is really nice, but it didn’t seem as though anyone was checking if rules were being followed. The race track out back is cool, kiddo enjoyed watching the horses warming up on race day. Parking has lots of space and tons of EV chargers, although they do require payment. We would definitely stay here again."
Amanda 2-night trip
Posted 1 hour ago
Great Canadian Casino Resort 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
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  • 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 61 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.