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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Oakville vacation rentals

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

Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very Good, (416 reviews)
"If travelling to both Niagara and Toronto, this is a perfect and convenient spot to stay and explore both areas"
Canada
Aaron
$77 nightly
The price is $87
Jul 30 - Jul 31
Total with taxes and fees
Residence & Conference Centre - Oakville
Interior

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

Stylish Oakville Studio! Work Desk + WiFi +Free Parking + Pet Friendly
Oakville
$196 nightly
The price is $221
Jun 30 - Jul 1
Total with taxes and fees
Stylish Oakville Studio! Work Desk + WiFi +Free Parking + Pet Friendly
Living area

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$565 nightly
The price is $639
Jul 1 - Jul 2
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
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
$580 nightly
The price is $655
Jun 30 - Jul 1
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
Sports facility

Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (806 reviews)
"Excellent staff, clean rooms, good location"
United States
Arnold
$64 nightly
The price is $73
Jun 30 - Jul 1
Total with taxes and fees
Residence & Conference Centre - Hamilton
Exterior

Oak House Residence

Oak House Residence
3.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (111 reviews)
"Super convenient location, very fair price, and the rooms were nice and clean."
Canada
Sarah
$126 nightly
The price is $142
Jul 1 - Jul 2
Total with taxes and fees
Oak House Residence
Living room

Bright & Cozy 2-bedroom Main Floor Suite

Bright & Cozy 2-bedroom Main Floor Suite
2.0 star property
Centre
10.0 out of 10, Exceptional, (1 review)
"Will definitely stay here again-"
Canada
Athalie
$86 nightly
The price is $101
Jul 5 - Jul 6
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
Exterior

Jarvis Downtown Residences

Jarvis Downtown Residences
2.0 star property
Downtown Toronto
$155 nightly
The price is $190
Jul 3 - Jul 4
Total with taxes and fees
Jarvis Downtown Residences
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
$70 nightly
The price is $80
Jul 8 - Jul 9
Total with taxes and fees
Private Studio- Cozy, Comfort,Convenience
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.
$121 nightly
The price is $137
Jul 13 - Jul 14
Total with taxes and fees
Cozy & Spacious 1 Bedroom Private Basement Apartment
Interior

Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!

Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!
Mount Pleasant Village
10.0 out of 10, Exceptional, (3 reviews)
"Nice place to stay. Nice calm dog they have too. No sweats. Look forward to booking again"
Canada
Dunke O.
$106 nightly
The price is $120
Jun 30 - Jul 1
Total with taxes and fees
Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!
Smart TV

STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.8 out of 10, Exceptional, (14 reviews)
"Property was well cared for and clean, checking in was straightforward and all necessary amenities were provided. Highly recommended"
United Kingdom
Parminder
$160 nightly
The price is $181
Jul 7 - Jul 8
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
Interior

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
$83 nightly
The price is $94
Jun 30 - Jul 1
Total with taxes and fees
Elite BR, Free Parking/Wifi, TV Shared Suite
Standard Apartment, Non Smoking, Kitchen | Living area | 55-inch Smart TV with digital channels, TV, iPod dock

The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (545 reviews)
"Great place to stay"
Canada
Jeffrey
$110 nightly
The price is $130
Jun 30 - Jul 1
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
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
$150 nightly
The price is $170
Jun 30 - Jul 1
Total with taxes and fees
Chic Hotel-Style Retreat by Toronto Premium Outlets
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.
$86 nightly
The price is $98
Jul 6 - Jul 7
Total with taxes and fees
Stylish Modern Luxury Stay
House, 2 Bedrooms | Interior

Comfortable City Home

Comfortable City Home
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
$143 nightly
The price is $164
Jul 7 - Jul 8
Total with taxes and fees
Comfortable City Home
1 bedroom, desk, iron/ironing board, free WiFi

The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment

The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
Downtown Brampton
7.8 out of 10, Good, (10 reviews)
"We enjoyed our stay - it's in a great neighborhood and our hosts were very quick to reply when we had a question! "
United States
Sarah R.
$173 nightly
The price is $195
Jul 2 - Jul 3
Total with taxes and fees
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
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.
$115 nightly
The price is $130
Jul 11 - Jul 12
Total with taxes and fees
Modern private suite | Full kitchen
2 bedrooms, iron/ironing board, WiFi, bed sheets

Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
8.0 out of 10, Very Good, (4 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
$140 nightly
The price is $158
Jul 3 - Jul 4
Total with taxes and fees
Pleasant Stay Mississauga
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

10/10 Excellent
"Great Place. Pay for the lounge on the 43rd floor. Worth it."
Lucas 5-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 $73 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?

Charming 4-bedroom bungalow with Pool in soothing Mississauga: This vacation home rental near Oakville offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Oakville?

Expedia has 59 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. You’ll find favorite places to visit like Square One Shopping Centre and RBC Amphitheatre in the larger area.

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.