Oakville Vacation Rentals from $89: Search Short-Term Rentals

Q: What's the top vacation rental that Oakville has to offer?

Spacious 6BR Family Home | Game Room & Large Groups : This vacation home rental near Oakville is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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Our top choices for Oakville vacation rentals

Residence & Conference Centre - Oakville

Oakville

Jen Fu

$79 nightly

May 10 - May 11

Total with taxes and fees

Oak House Residence

Downtown Toronto

$106 nightly

May 18 - May 19

Total with taxes and fees

House, 2 Bedrooms, Smoking, Fireplace | Living room

Bright & Cozy 2-bedroom Main Floor Suite

Brampton

$85 nightly

May 21 - May 22

Total with taxes and fees

Luxury 2-bed Suite

Hurontario

Carlos F.

$127 nightly

Apr 21 - Apr 22

Total with taxes and fees

Peaceful Lakeside Escape• Trails & Parks Nearby

Grimsby

John C.

$221 nightly

Apr 27 - Apr 28

Total with taxes and fees

2 bedrooms, desk, iron/ironing board, free WiFi

Luxury high rated guest apartment close to all attractions and Airport

East Credit

Tiara D.

$145 nightly

Apr 24 - Apr 25

Total with taxes and fees

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

Grimsby

Daniel C.

$207 nightly

Apr 22 - Apr 23

Total with taxes and fees

Elite BR, Free Parking/Wifi, TV Shared Suite

Milton

Boyd

$89 nightly

Apr 21 - Apr 22

Total with taxes and fees

Tranquil 2-bedroom basement with in charming Mississauga

Lakeview

Rhea F.

$177 nightly

Apr 21 - Apr 22

Total with taxes and fees

Residence & Conference Centre - Hamilton

Hamilton

Glenn

$83 nightly

Apr 26 - Apr 27

Total with taxes and fees

Modern Luxury Private Suite 1 Den 1 Bath Parking

Mississauga

$81 nightly

Apr 23 - Apr 24

Total with taxes and fees

Cozy & Spacious 1 Bedroom Private Basement Apartment

Erin Mills

Roberto B.

$125 nightly

Apr 21 - Apr 22

Total with taxes and fees

Newly Renovated Two Bedroom Apartment

Meadowvale Village

$108 nightly

May 3 - May 4

Total with taxes and fees

Modern 2BR Suite w/ Kitchen

Watertown

$179 nightly

Apr 26 - Apr 27

Total with taxes and fees

Spacious 2Bd family suite with full kitchen. Centrally located.

Milton

"My wife, son and I loved staying in this place, it really is a full kitchen and an amazing space that is very organized. The house is next to a park, so we enjoyed it with our son, the neighborhood is quiet and friendly, when we needed it, the host was attentive and helpful.Our trip was amazing, the place is also comfortable as the bed, the 1.5 bathrooms and a living room with an electric fireplace give the place a cozy feel."

Arthur M.

$147 nightly

Apr 22 - Apr 23

Total with taxes and fees

Walkout Basement with Private Entrance

Brampton

mark h.

$198 nightly

Apr 27 - Apr 28

Total with taxes and fees

Elegant 2 Bedroom Guest Suit

Brampton

Geerththana A.

$107 nightly

Apr 26 - Apr 27

Total with taxes and fees

Modern Suite Near Hamilton Airport

Mount Hope

Cecilia M.

$119 nightly

Apr 21 - Apr 22

Total with taxes and fees

Vintage Roost at Fleming Farms

Beamsville

Ryan D.

$245 nightly

Apr 22 - Apr 23

Total with taxes and fees

Private Walk Out Garden Apartment With Patio

Erin Mills

$184 nightly

Apr 26 - Apr 27

Total with taxes and fees

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Top Oakville Hotel Reviews

Sheraton Gateway Hotel In Toronto International Airport

10/10 Excellent

"Very friendly staff. Clean room. We used it because of our long layover and were grateful to get some sleep in a nice room."

Holiday Inn Toronto Downtown Centre by IHG

8/10 Good

"Generally a decent hotel. Room was clean, but obviously high turnover. My biggest complaints were that the window was absolutely tiny and in between two buildings where you couldn't see anything other than the concrete walls of the other buildings. it was way too hot in the common areas of the hotel and even in my room, and there was no AC option, only heat. The gates for their parking garage were broken, which made it a bit of a pain because you had to call to get in and out every time. That was being fixed, so it shouldn't be a concern for future travelers."

One King West Hotel & Residence

8/10 Good

"I really enjoyed my stay at the hotel. The room was cozy, and I loved the history behind the building. There were are few little glitches that the staff attended to when I raised the issue (no hot water for the shower, left cleaning rags in the room, didn't replace towels after cleaning the room). The gym was very well equipped. The location couldn't have been better. I highly recommend the hotel."

Fairmont Royal York

10/10 Excellent

"We love the Royal York. Paul at the first desk was an absolute angel. We arrived early and he had a room for us. It was my daughter’s birthday and he had sweets and drinks sent up. He was incredible. This hotel, with its history, staff and ambience makes you feel like royalty. We love it here and always go back. Make sure you get a drink at the Library as well. Highly recommend"

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 $89 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.

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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?

Spacious 6BR Family Home | Game Room & Large Groups: This vacation home rental near Oakville is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Oakville?

Expedia has 63 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 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.

Oakville Vacation Rentals

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Check prices for these dates

Our top choices for Oakville vacation rentals

Residence & Conference Centre - Oakville

Oak House Residence

Bright & Cozy 2-bedroom Main Floor Suite

Luxury 2-bed Suite

Peaceful Lakeside Escape• Trails & Parks Nearby

Luxury high rated guest apartment close to all attractions and Airport

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

Elite BR, Free Parking/Wifi, TV Shared Suite

Tranquil 2-bedroom basement with in charming Mississauga

Residence & Conference Centre - Hamilton

Modern Luxury Private Suite 1 Den 1 Bath Parking

Cozy & Spacious 1 Bedroom Private Basement Apartment

Newly Renovated Two Bedroom Apartment

Modern 2BR Suite w/ Kitchen

Spacious 2Bd family suite with full kitchen. Centrally located.

Walkout Basement with Private Entrance

Elegant 2 Bedroom Guest Suit

Modern Suite Near Hamilton Airport

Vintage Roost at Fleming Farms

Private Walk Out Garden Apartment With Patio

Find vacation rentals that suit your style

Top Oakville Hotel Reviews

Sheraton Gateway Hotel In Toronto International Airport

Find out more about Oakville

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