Oakville Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Oakville vacation rentals

Front of property

Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very Good, (383 reviews)
"Great place to stay "
Canada
Jen Fu
$68 nightly
The price is $76
May 14 - May 15
Total with taxes and fees
Residence & Conference Centre - Oakville
Exterior

Oak House Residence

Oak House Residence
3.0 star property
Downtown Toronto
9.0 out of 10, Wonderful, (2 reviews)
"Perfect location! New! Bright and clean. Reasonably priced. Plan to stay there again."
Canada
Caterina
$110 nightly
The price is $135
May 15 - May 16
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
Centre
$67 nightly
The price is $78
May 17 - May 18
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
Sports facility

Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (765 reviews)
"The front desk staff was extremely helpful and friendly the entire time spent there was great. The only complaint was that the rooms were very hot and needed a fan. Other than that it was a great place to stay."
Canada
Sean
$83 nightly
The price is $94
May 18 - May 19
Total with taxes and fees
Residence & Conference Centre - Hamilton
Smart TV, fireplace

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

Spacious 2Bd family suite with full kitchen. Centrally located.
Milton
8.4 out of 10, Very Good, (5 reviews)
"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."
Canada
Arthur M.
$118 nightly
The price is $134
May 13 - May 14
Total with taxes and fees
Spacious 2Bd family suite with full kitchen. Centrally located.
Smart TV

Tranquil 2-bedroom basement with in charming Mississauga

Tranquil 2-bedroom basement with in charming Mississauga
Lakeview
9.6 out of 10, Exceptional, (4 reviews)
"This property and the owner provided an excellent stay for my family during a recent road trip! I would stay again if I return. "
United States
Rhea F.
$175 nightly
The price is $197
May 13 - May 14
Total with taxes and fees
Tranquil 2-bedroom basement with in charming Mississauga
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.
$118 nightly
The price is $134
May 13 - May 14
Total with taxes and fees
Modern private suite | Full kitchen
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
$86 nightly
The price is $97
May 13 - May 14
Total with taxes and fees
Elite BR, Free Parking/Wifi, TV Shared Suite
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 13 - May 14
Total with taxes and fees
Cozy 1 Bedroom 1 Bath in Niagara Region
1 bedroom, desk, iron/ironing board, WiFi

Comfort & Quiet Private Basement Unit

Comfort & Quiet Private Basement Unit
Milton
$157 nightly
The price is $177
May 13 - May 14
Total with taxes and fees
Comfort & Quiet Private Basement Unit
Smart TV

Cozy Family Space

Cozy Family Space
Mississauga Valleys
10.0 out of 10, Exceptional, (13 reviews)
"Had an excellent stay! Host was Fantastic! "
Canada
Lisa S.
$97 nightly
The price is $129
May 16 - May 17
Total with taxes and fees
Cozy Family Space
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
$200 nightly
The price is $226
May 13 - May 14
Total with taxes and fees
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Private kitchen

Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
$138 nightly
The price is $157
May 14 - May 15
Total with taxes and fees
Newly Renovated Two Bedroom Apartment
Property grounds

Zen Nest - Cozy, conveniently located, and just minutes to the airport!

Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Ebenezer East
8.8 out of 10, Excellent, (13 reviews)
"It was a very nice place to stay. The communication was great with the host for everything that we needed."
United States
Mariah D.
$174 nightly
The price is $197
May 13 - May 14
Total with taxes and fees
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
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
9.4 out of 10, Exceptional, (3 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.
$149 nightly
The price is $169
May 19 - May 20
Total with taxes and fees
Luxury high rated guest apartment close to all attractions and Airport
Fridge, microwave, oven, stovetop

Home Away from Home

Home Away from Home
Milton
9.2 out of 10, Wonderful, (19 reviews)
"I had a good stay at this location. "
United States
Sean H.
$121 nightly
The price is $136
May 13 - May 14
Total with taxes and fees
Home Away from Home
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
$155 nightly
The price is $175
May 13 - May 14
Total with taxes and fees
Chic Hotel-Style Retreat by Toronto Premium Outlets
1 bedroom, iron/ironing board, free WiFi, bed sheets

Spacious, Pet Friendly Basement Apartment

Spacious, Pet Friendly Basement Apartment
Milton
9.0 out of 10, Wonderful, (4 reviews)
"It’s in a quiet suburb 30-40 mins outside Toronto and is in walking distance to a grocery store and pharmacy. Check in and check out was a breeze. The space was clean and fit our needs. Hot water for the showers and a space heater if we needed it during the early April nights. Owner was easy to communicate with and responded quickly. Would stay again for the price."
United States
Cosmo K.
$111 nightly
The price is $126
May 13 - May 14
Total with taxes and fees
Spacious, Pet Friendly Basement Apartment
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
$157 nightly
The price is $177
May 14 - May 15
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
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
$72 nightly
The price is $82
May 26 - May 27
Total with taxes and fees
Private Studio- Cozy, Comfort,Convenience
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
"Great location close to airport and shopping. Easy to get to. "
Donavon 4-night trip
Posted 1 hour ago
Great Canadian Casino Resort Toronto

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 $76 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 60 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. Bronte Creek Provincial Park and Kerr Village 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.