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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Oakville vacation rentals

A multi-story residential building with a central staircase, balconies, and a brick facade.

1. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
$178 nightly
The price is $214
Oct 16 - Oct 17
Total with taxes and fees
Comfort Townhouse Suites
A modern living room with a grey sofa, a glass coffee table, and a patterned rug.

2. Spacious-cozy 2bed Condo in Square Ones Misissauga

Spacious-cozy 2bed Condo in Square Ones Misissauga
2.5 star property
Downtown Mississauga
$317 nightly
The price is $362
Oct 16 - Oct 17
Total with taxes and fees
Spacious-cozy 2bed Condo in Square Ones Misissauga
A hotel entrance with a glass facade and a sign reading "COSMOPOLITAN".

3. Executive Hotel Cosmopolitan and Spa

Executive Hotel Cosmopolitan and Spa
4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (2,747 reviews)
"Love the location, check in was great. We had a lovely stay"
Canada
Teresa
$170 nightly
The price is $204
Nov 1 - Nov 2
Total with taxes and fees
Executive Hotel Cosmopolitan and Spa
A spacious living area with a yellow sofa, a wooden coffee table, and a mural depicting a desert landscape.

4. The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (627 reviews)
"Clean room in beautiful area!"
Canada
Laura
$123 nightly
The price is $145
Nov 8 - Nov 9
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
A modern apartment with a kitchen, dining area, and living room.

5. Modern Downtown Suites Near CN Tower

Modern Downtown Suites Near CN Tower
3.5 star property
Downtown Toronto
9.4 out of 10, Exceptional, (13 reviews)
"Very spacious and location was great!"
Canada
Veronique-Anne
$164 nightly
The price is $197
Nov 15 - Nov 16
Total with taxes and fees
Modern Downtown Suites Near CN Tower
A dining area with a wooden table, four chairs, a vase with flowers, and a television in the background.

6. Dan Leckie Apartments

Dan Leckie Apartments
3.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (6 reviews)
"loved the location. central and CLEANNNNNNN"
United States
Jayne
$83 nightly
The price is $99
Oct 28 - Oct 29
Total with taxes and fees
Dan Leckie Apartments
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

7. StayToronto - The Icon

StayToronto - The Icon
3.0 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"n/a"
Canada
Steve
$191 nightly
The price is $229
Nov 15 - Nov 16
Total with taxes and fees
StayToronto - The Icon
A bedroom with a bed, a nightstand, a wall-mounted lamp, a framed picture, and a dining area with stools.

8. StayToronto - Fort York Downtown Suites

StayToronto - Fort York Downtown Suites
3.0 star property
Old Toronto
10.0 out of 10, Exceptional, (1 review)
$148 nightly
The price is $177
Oct 28 - Oct 29
Total with taxes and fees
StayToronto - Fort York Downtown Suites
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a wooden floor.

9. StayToronto - Eaton Centre Escape

StayToronto - Eaton Centre Escape
3.0 star property
Downtown Toronto
8.0 out of 10, Very good, (1 review)
"Thanks!"
Canada
Layne
$163 nightly
The price is $195
Nov 5 - Nov 6
Total with taxes and fees
StayToronto - Eaton Centre Escape
A high-rise building with a modern glass facade, multiple floors, and a view of a cityscape at sunset.

10. Polaris Suites

Polaris Suites
4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (894 reviews)
"Easy to check in, accommodating people, reasonable price."
Canada
Kerry
$166 nightly
The price is $199
Nov 9 - Nov 10
Total with taxes and fees
Polaris Suites
A high-rise building with multiple floors, large windows, and a modern architectural design.

11. Fort Harbour Suites - Downtown Toronto

Fort Harbour Suites - Downtown Toronto
2.5 star property
Old Toronto
10.0 out of 10, Exceptional, (1 review)
"Amazing place, beautiful view. We had a great time, thank you!"
Canada
Mark
$252 nightly
The price is $302
Oct 16 - Oct 17
Total with taxes and fees
Fort Harbour Suites - Downtown Toronto
A hotel room with a kitchen area, a TV displaying an underwater scene, a bed, and a view of the outdoors.

12. Stylish Cozy 1bedroom Condo in Square one Centre

Stylish Cozy 1bedroom Condo in Square one Centre
2.0 star property
Downtown Mississauga
$317 nightly
The price is $362
Oct 20 - Oct 21
Total with taxes and fees
Stylish Cozy 1bedroom Condo in Square one Centre
A rooftop terrace with outdoor seating and a city skyline view.

13. Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market
2.5 star property
Downtown Toronto
9.8 out of 10, Exceptional, (190 reviews)
"Enjoyed our stay"
United States
Hussam
$197 nightly
The price is $236
Nov 8 - Nov 9
Total with taxes and fees
Nester Finn St. Lawrence Market
A high-rise urban area with modern buildings, a train track, and a clear sky.

14. Modern Downtown Apartments

Modern Downtown Apartments
4.0 star property
Downtown Toronto
8.0 out of 10, Very good, (632 reviews)
"Loved the location. What a beautiful place and close to everything"
Canada
Maria
$237 nightly
The price is $283
Oct 18 - Oct 19
Total with taxes and fees
Modern Downtown Apartments
A high-rise building with multiple floors and balconies, surrounded by trees and other buildings.

15. StayToronto - The Fort York Suites

StayToronto - The Fort York Suites
3.5 star property
Old Toronto
$155 nightly
The price is $186
Nov 2 - Nov 3
Total with taxes and fees
StayToronto - The Fort York Suites
A modern kitchen with a built-in oven, microwave, and coffee maker. There is a glass dining table with chairs.

16. Central Toronto Suites

Central Toronto Suites
3.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (1 review)
"The location was right in the middle of the city I loved it. The place was also very clean I will be coming back."
United States
Hakeem
$146 nightly
The price is $175
Nov 15 - Nov 16
Total with taxes and fees
Central Toronto Suites
A modern living room with a sofa, armchairs, a coffee table, and large windows.

17. The Edison - 2 Bedroom Suite

The Edison - 2 Bedroom Suite
4.0 star property
Downtown Toronto
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful condo, stellar view. Loved the pool with a view of the CN tower. Clean and very friendly staff. Highly recommend."
Canada
Jillian
$261 nightly
The price is $313
Oct 18 - Oct 19
Total with taxes and fees
The Edison - 2 Bedroom Suite
A modern living room with a yellow sofa, a coffee table, and a large window with a city view.

18. StayToronto - The Entertainment Suites

StayToronto - The Entertainment Suites
3.5 star property
Downtown Toronto
$163 nightly
The price is $195
Nov 15 - Nov 16
Total with taxes and fees
StayToronto - The Entertainment Suites
A hotel room with two beds, each with white linens and towels, a wooden headboard, bedside lamps, and a nightstand with a phone and clock.

19. HarbourtFront Center

HarbourtFront Center
2.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (3 reviews)
"Perfect for staying"
Canada
Lovejoban
$269 nightly
The price is $322
Nov 2 - Nov 3
Total with taxes and fees
HarbourtFront Center
A modern kitchen with white cabinets and stainless steel appliances, a dining area with a glass table and chairs, and large windows offering a city view.

20. Maple Leaf Square

Maple Leaf Square
3.5 star property
Downtown Toronto
8.2 out of 10, Very good, (626 reviews)
"Great location"
Canada
Piotr
$231 nightly
The price is $277
Oct 18 - Oct 19
Total with taxes and fees
Maple Leaf Square
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

DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

10/10 Excellent
"Good location - short walk from Union station. Lovely hotel."
Elizabeth 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Hotel Toronto Downtown

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 $145 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 Oakville Centre for the Performing Arts, 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?

Elegant 2 Bedroom Guest Suit: This vacation home rental near Oakville is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, 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 Club and Oakville Galleries, whereas Coronation Park and Lake Ontario are a couple of picturesque spots to enjoy the outdoors. Oakville Centre for the Performing Arts and Oakville Entertainment Centrum 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.