Oakville Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

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
The price is ￥11,299
￥12,768 total
includes taxes & fees
May 11 - May 12
Residence & Conference Centre - Oakville
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
The price is ￥8,080
￥9,494 total
includes taxes & fees
Apr 27 - Apr 28
Bright & Cozy 2-bedroom Main Floor Suite
Exterior

Oak House Residence

Oak House Residence
2.5 star property
Downtown Toronto
The price is ￥17,345
￥19,600 total
includes taxes & fees
May 25 - May 26
Oak House Residence
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
The price is ￥19,590
￥38,871 total
includes taxes & fees
May 7 - May 8
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Sports facility

Residence & Conference Centre - Hamilton

Residence & Conference Centre - Hamilton
2.0 star property
Hamilton
8.2 out of 10, Very Good, (760 reviews)
"Staff were great,location was great too"
Canada
Glenn
The price is ￥14,693
￥16,604 total
includes taxes & fees
May 3 - May 4
Residence & Conference Centre - Hamilton
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
The price is ￥8,163
￥16,076 total
includes taxes & fees
Apr 28 - Apr 29
Elite BR, Free Parking/Wifi, TV Shared Suite
Smart TV, fireplace, offices

Centrally Located, Walk to Lake, Spacious | SH

Centrally Located, Walk to Lake, Spacious | SH
Burlington
10.0 out of 10, Exceptional, (2 reviews)
"Well-located, lovely layout with plenty of space. The home is well appointed, easy to live in. The host was prompt to answer questions- we had no issues at all. We would gladly stay again. "
Canada
Chrystal B.
The price is ￥31,025
￥78,805 total
includes taxes & fees
May 20 - May 21
Centrally Located, Walk to Lake, Spacious | SH
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 ￥15,742
￥27,935 total
includes taxes & fees
Apr 27 - Apr 28
Chic Hotel-Style Retreat by Toronto Premium Outlets
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.
The price is ￥11,894
￥26,090 total
includes taxes & fees
Apr 27 - Apr 28
Luxury high rated guest apartment close to all attractions and Airport
Exterior detail

Cozy 1 Bedroom 1 Bath in Niagara Region

Cozy 1 Bedroom 1 Bath in Niagara Region
Grimsby
The price is ￥9,329
￥14,099 total
includes taxes & fees
Apr 30 - May 1
Cozy 1 Bedroom 1 Bath in Niagara Region
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.
The price is ￥9,748
￥19,582 total
includes taxes & fees
Apr 27 - Apr 28
Cozy Family Space
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.
The price is ￥16,897
￥43,734 total
includes taxes & fees
May 4 - May 5
Peaceful Lakeside Escape• Trails & Parks Nearby
Dining

Vintage Roost at Fleming Farms

Vintage Roost at Fleming Farms
Beamsville
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful, clean place to stay - whole group enjoyed it!!!"
Canada
Ryan D.
The price is ￥20,885
￥44,287 total
includes taxes & fees
Apr 27 - Apr 28
Vintage Roost at Fleming Farms
House, 2 Bedrooms | Living area

Cozy 2-bedroom House Rental in Brampton's Mount Pleasant

Cozy 2-bedroom House Rental in Brampton's Mount Pleasant
2.0 star property
Brampton
The price is ￥13,117
￥22,946 total
includes taxes & fees
Apr 27 - Apr 28
Cozy 2-bedroom House Rental in Brampton's Mount Pleasant
Exterior

Luxury Suite

Luxury Suite
Brampton
8.0 out of 10, Very Good, (6 reviews)
"The name says it all, Luxury Suite. Very nice and comfortable."
Canada
Brian
The price is ￥14,168
￥22,203 total
includes taxes & fees
Apr 27 - Apr 28
Luxury Suite
2 bedrooms, internet, bed sheets

Quiet 2BR Basement Suite • Private Entrance • Parking • Near Square One

Quiet 2BR Basement Suite • Private Entrance • Parking • Near Square One
Hurontario
Quiet 2BR Basement Suite • Private Entrance • Parking • Near Square One
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.
The price is ￥10,378
￥22,532 total
includes taxes & fees
Apr 27 - Apr 28
Cozy & Spacious 1 Bedroom Private Basement Apartment
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.
The price is ￥9,445
￥18,184 total
includes taxes & fees
May 4 - May 5
Elegant 2 Bedroom Guest Suit
Interior

Private Walk Out Garden Apartment With Patio

Private Walk Out Garden Apartment With Patio
Erin Mills
The price is ￥13,993
￥29,870 total
includes taxes & fees
Apr 27 - Apr 28
Private Walk Out Garden Apartment With Patio
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
"Convenience and great restaurant, get the breakfast and parking with your stay, so worth it! "
Jill 1-night trip
Posted 1 hour ago
Sheraton Centre Toronto Hotel

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:

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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 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.