Oakville Vacation Rentals

Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Oakville vacation rentals

BBQ/picnic area

Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very Good, (382 reviews)
"Great place to stay "
Canada
Jen Fu
$77 nightly
The price is $87
May 11 - May 12
Total with taxes and fees
Residence & Conference Centre - Oakville
Exterior

Oak House Residence

Oak House Residence
2.5 star property
Downtown Toronto
$113 nightly
The price is $127
May 9 - May 10
Total with taxes and fees
Oak House Residence
House, 2 Bedrooms, Smoking, Fireplace | Living room

Bright & Cozy 2-bedroom Main Floor Suite

Bright & Cozy 2-bedroom Main Floor Suite
2.0 star property
Brampton
$66 nightly
The price is $78
May 7 - May 8
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
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
$75 nightly
The price is $85
May 22 - May 23
Total with taxes and fees
Private Studio- Cozy, Comfort,Convenience
Exterior detail

Cozy 1 Bedroom 1 Bath in Niagara Region

Cozy 1 Bedroom 1 Bath in Niagara Region
Grimsby
$78 nightly
The price is $88
May 4 - May 5
Total with taxes and fees
Cozy 1 Bedroom 1 Bath in Niagara Region
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
$89 nightly
The price is $101
May 2 - May 3
Total with taxes and fees
Elite BR, Free Parking/Wifi, TV Shared Suite
Smart TV

STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Brampton
9.8 out of 10, Exceptional, (13 reviews)
"The place was cleaned with a pleasant smell when you entered the room. It was safe, quiet, and looked beautiful, just like the pictures. My husband and I stayed about 2 weeks and enjoyed it."
United States
Nicole
$148 nightly
The price is $167
May 1 - May 2
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
Dining

Cozy & Spacious 1 Bedroom Private Basement Apartment

Cozy & Spacious 1 Bedroom Private Basement Apartment
Erin Mills
10.0 out of 10, Exceptional, (34 reviews)
"Everything we needed for a quick holiday stay. "
Canada
Roberto B.
$125 nightly
The price is $141
May 7 - May 8
Total with taxes and fees
Cozy & Spacious 1 Bedroom Private Basement Apartment
Interior

Peaceful Lakeside Escape• Trails & Parks Nearby

Peaceful Lakeside Escape• Trails & Parks Nearby
Grimsby
10.0 out of 10, Exceptional, (2 reviews)
"Excellent host"
United States
Tim G.
$249 nightly
The price is $282
May 4 - May 5
Total with taxes and fees
Peaceful Lakeside Escape• Trails & Parks Nearby
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.
$116 nightly
The price is $131
May 8 - May 9
Total with taxes and fees
Modern private suite | Full kitchen
Smart TV

10 min walk to DT, stylish, free parking | IOB3

10 min walk to DT, stylish, free parking | IOB3
Burlington
10.0 out of 10, Exceptional, (1 review)
$161 nightly
The price is $182
May 4 - May 5
Total with taxes and fees
10 min walk to DT, stylish, free parking | IOB3
Sports facility

Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (761 reviews)
"Staff were great,location was great too"
Canada
Glenn
$83 nightly
The price is $94
May 3 - May 4
Total with taxes and fees
Residence & Conference Centre - Hamilton
2 bedrooms, desk, iron/ironing board, free WiFi

Luxury high rated guest apartment close to all attractions and Airport

Luxury high rated guest apartment close to all attractions and Airport
East Credit
9.0 out of 10, Wonderful, (2 reviews)
"The host was very responsive to everything we needed and the amenities were fantastic (having a bidet when traveling is a blessing). The bed was also one of the most comfortable I've had when traveling. Would most definitely stay again."
United States
Tiara D.
$145 nightly
The price is $164
May 3 - May 4
Total with taxes and fees
Luxury high rated guest apartment close to all attractions and Airport
Interior

Private Walk Out Garden Apartment With Patio

Private Walk Out Garden Apartment With Patio
Erin Mills
$192 nightly
The price is $195
May 5 - May 6
Total with taxes and fees
Private Walk Out Garden Apartment With Patio
Fridge, microwave, oven, stovetop

Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
Brampton
8.8 out of 10, Excellent, (3 reviews)
"Will definitely pick this for next time"
Canada
Geerththana A.
$105 nightly
The price is $118
May 4 - May 5
Total with taxes and fees
Elegant 2 Bedroom Guest Suit
Smart TV, foosball, computer monitors

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement

Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Grimsby
10.0 out of 10, Exceptional, (38 reviews)
"This was an AMAZING stay! Absolutely perfect! The host went above and beyond to ensure comfort for the guest. They literally thought of everything! Would highly recommend! "
United States
Greg
$216 nightly
The price is $244
May 11 - May 12
Total with taxes and fees
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
2 bedrooms, desk, iron/ironing board, travel crib

Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
10.0 out of 10, Exceptional, (1 review)
"Lovely Host!"
United States
Quintin H.
$148 nightly
The price is $168
May 1 - May 2
Total with taxes and fees
Private 2-BR Suite w/ Patio
Smart TV, books, computer monitors

Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain

Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain
Kernighan
7.4 out of 10, Good, (3 reviews)
"Absolutely fantastic. I was staying here for classes and it was a perfect location. The host was extremely kind and accommodating and was very good at responding to any concerns or questions"
Canada
Andrew W.
$64 nightly
The price is $73
May 4 - May 5
Total with taxes and fees
Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain
Private kitchen

Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
$137 nightly
The price is $156
May 3 - May 4
Total with taxes and fees
Newly Renovated Two Bedroom Apartment
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

Union Hotel

Union Hotel

10/10 Excellent
"The room was clean and very well designed. There was a kettle and tea which was a nice touch. Everything was rather small for 2 people, but big enough."
Alexia 3-night trip
Posted 2 hours ago
Union 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 $87 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?

Luxury Elegant Full house Escape (Premium Comfort): This vacation home rental near Oakville offers a fireplace, a hot tub, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

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 Course and Joshua Creek Heritage Art Centre, whereas Lake Ontario and Coronation Park are a couple of picturesque spots to enjoy the outdoors. IFLY Toronto Oakville 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.