A marina with several boats docked, including one named 'INARA'.

Oakville Vacation Rentals

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

Living area

1. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
$127 nightly
The price is $152
Oct 13 - Oct 14
Total with taxes and fees
Cozy 1 Bedroom Townhouse
A multi-story residential building with a central staircase, balconies, and a brick facade.

2. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
$141 nightly
The price is $169
Oct 13 - Oct 14
Total with taxes and fees
Comfort Townhouse Suites
A modern living room with a grey sofa, a glass coffee table, and a patterned rug.

3. 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 13 - Oct 14
Total with taxes and fees
Spacious-cozy 2bed Condo in Square Ones Misissauga
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, (626 reviews)
"Communication with the property management was easy and they were very accommodating. Room was great. Would definitely stay here again!"
Canada
Mat
$123 nightly
The price is $144
Nov 8 - Nov 9
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
A hotel entrance with a glass facade and a sign reading "COSMOPOLITAN".

5. Executive Hotel Cosmopolitan and Spa

Executive Hotel Cosmopolitan and Spa
4.0 star property
Downtown Toronto
8.4 out of 10, Very good, (2,742 reviews)
"Love the location, check in was great. We had a lovely stay"
Canada
Teresa
$170 nightly
The price is $203
Nov 1 - Nov 2
Total with taxes and fees
Executive Hotel Cosmopolitan and Spa
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
$90 nightly
The price is $108
Oct 15 - Oct 16
Total with taxes and fees
Dan Leckie Apartments
A high-rise building with multiple floors and balconies, surrounded by trees and other buildings.

7. StayToronto - The Fort York Suites

StayToronto - The Fort York Suites
3.5 star property
Old Toronto
$122 nightly
The price is $146
Oct 13 - Oct 14
Total with taxes and fees
StayToronto - The Fort York Suites
A modern apartment with a kitchen, dining area, and living room.

8. Modern Downtown Suites Near CN Tower

Modern Downtown Suites Near CN Tower
3.5 star property
Downtown Toronto
9.2 out of 10, Wonderful, (12 reviews)
"Very spacious and location was great!"
Canada
Veronique-Anne
$158 nightly
The price is $189
Oct 25 - Oct 26
Total with taxes and fees
Modern Downtown Suites Near CN Tower
A high-rise building with a modern glass facade, multiple floors, and a view of a cityscape at sunset.

9. Polaris Suites

Polaris Suites
4.0 star property
Downtown Toronto
9.2 out of 10, Wonderful, (888 reviews)
"Easy to check in, accommodating people, reasonable price."
Canada
Kerry
$125 nightly
The price is $150
Oct 13 - Oct 14
Total with taxes and fees
Polaris Suites
A bedroom with a bed, a nightstand, a wall-mounted lamp, a framed picture, and a dining area with stools.

10. StayToronto - Fort York Downtown Suites

StayToronto - Fort York Downtown Suites
3.0 star property
Old Toronto
10.0 out of 10, Exceptional, (1 review)
$122 nightly
The price is $146
Oct 13 - Oct 14
Total with taxes and fees
StayToronto - Fort York Downtown Suites
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

11. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
$129 nightly
The price is $154
Oct 19 - Oct 20
Total with taxes and fees
DT Townhouse Room Steps to Transit
A modern living room with a yellow sofa, a coffee table, and a large window with a city view.

12. StayToronto - The Entertainment Suites

StayToronto - The Entertainment Suites
3.5 star property
Downtown Toronto
$173 nightly
The price is $207
Oct 13 - Oct 14
Total with taxes and fees
StayToronto - The Entertainment Suites
A modern kitchen with a stainless steel refrigerator, a marble island with fruit, and a dining area with a gray sofa and table.

13. Comfortable City Home

Comfortable City Home
2.0 star property
Cooksville
6.0 out of 10, (2 reviews)
"Great place at great location! Near the airport and all the shopping/grocery places. The house is very clean, organized and has all the amenities you would ever need with great instructions and communication. Highly recommended!"
Canada
Stella
$184 nightly
The price is $206
Oct 13 - Oct 14
Total with taxes and fees
Comfortable City Home
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.

14. HarbourtFront Center

HarbourtFront Center
2.5 star property
Downtown Toronto
6.8 out of 10, (5 reviews)
"Perfect for staying"
Canada
Lovejoban
$227 nightly
The price is $272
Oct 17 - Oct 18
Total with taxes and fees
HarbourtFront Center
A spacious living area with a wooden floor, a grey sofa, a wooden coffee table, and a staircase with a railing.

15. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
7.6 out of 10, Good, (4 reviews)
"Great stay, no complaints"
Canada
Chris
$434 nightly
The price is $510
Oct 14 - Oct 15
Total with taxes and fees
GlobalStay 4 Bedrooms House in Brampton
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.

16. Maple Leaf Square

Maple Leaf Square
3.5 star property
Downtown Toronto
8.2 out of 10, Very good, (624 reviews)
"Great location"
Canada
Piotr
$247 nightly
The price is $296
Oct 18 - Oct 19
Total with taxes and fees
Maple Leaf Square
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a wooden floor.

17. 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
$152 nightly
The price is $182
Nov 12 - Nov 13
Total with taxes and fees
StayToronto - Eaton Centre Escape
A modern living room with a grey sectional sofa, a round coffee table, and a large rug. There is a kitchen area with a dining table and chairs, a refrigerator, and a TV.

18. GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
4.0 star property
Creditview
8.8 out of 10, Excellent, (40 reviews)
"Older property Clean"
Canada
Sukhdev
$298 nightly
The price is $350
Oct 13 - Oct 14
Total with taxes and fees
GLOBALSTAY Modern 3 BD House in Brampton
A high-rise building with multiple floors, large windows, and a view of the cityscape.

19. Polaris Suites-Fort York

Polaris Suites-Fort York
4.0 star property
Downtown Toronto
8.2 out of 10, Very good, (34 reviews)
"Place is a great location for any event. PLenty of shops and restautants within walking distance."
Canada
Mark
$136 nightly
The price is $163
Oct 14 - Oct 15
Total with taxes and fees
Polaris Suites-Fort York
A beach with a tree leaning over the sand, a clear sky, and calm water.

20. GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna

GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
3.0 star property
Stoney Creek
9.0 out of 10, Wonderful, (20 reviews)
"Specious"
Canada
Md Asif
$375 nightly
The price is $441
Oct 20 - Oct 21
Total with taxes and fees
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
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

Crowne Plaza Toronto Airport by IHG

Crowne Plaza Toronto Airport by IHG

8/10 Good
"Parking should be cheaper"
Gurveen 2-night trip
Posted less than an hour ago
Crowne Plaza Toronto Airport by IHG

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 $144 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.