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

Living area

1. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
The price is P3,683
P9,637 total
includes taxes & fees
Oct 14 - Oct 15
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
The price is P4,653
P10,799 total
includes taxes & fees
Oct 14 - Oct 15
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
The price is P14,169
P22,639 total
includes taxes & fees
Oct 27 - Oct 28
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, (627 reviews)
"Clean room in beautiful area!"
Canada
Laura
The price is P7,698
P9,046 total
includes taxes & fees
Nov 8 - Nov 9
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, (2,746 reviews)
"Love the location, check in was great. We had a lovely stay"
Canada
Teresa
The price is P10,058
P12,770 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is P5,244
P6,281 total
includes taxes & fees
Oct 29 - Oct 30
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
The price is P5,150
P11,169 total
includes taxes & fees
Oct 14 - Oct 15
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
The price is P6,345
P12,614 total
includes taxes & fees
Nov 2 - Nov 3
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, (889 reviews)
"good place with convenient location"
Canada
Xiao
The price is P4,399
P10,495 total
includes taxes & fees
Oct 14 - Oct 15
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)
The price is P5,750
P10,846 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is P4,892
P9,688 total
includes taxes & fees
Oct 19 - Oct 20
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
The price is P6,892
P12,742 total
includes taxes & fees
Nov 1 - Nov 2
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
The price is P7,093
P12,889 total
includes taxes & fees
Oct 27 - Oct 28
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
10.0 out of 10, Exceptional, (3 reviews)
"Perfect for staying"
Canada
Lovejoban
The price is P14,277
P17,100 total
includes taxes & fees
Oct 17 - Oct 18
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
The price is P15,819
P32,054 total
includes taxes & fees
Oct 14 - Oct 15
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, (625 reviews)
"Great location"
Canada
Piotr
The price is P11,982
P18,563 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is P6,398
P12,150 total
includes taxes & fees
Nov 5 - Nov 6
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
The price is P7,276
P21,977 total
includes taxes & fees
Oct 14 - Oct 15
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
The price is P6,345
P11,559 total
includes taxes & fees
Oct 18 - Oct 19
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
The price is P9,738
P27,497 total
includes taxes & fees
Oct 20 - Oct 21
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

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

8/10 Good
"Great place. Clean. Good-sized room, but smallest bathroom ever! Restaurant on site has limited menu: try the Caesar salad with kale. It is unbelievably good. Skip the dessert. Elevators are smoot and divided so you aren’t stopping at every floor to get to yours."
Cynthia 1-night trip
Posted less than an hour ago
Chelsea Hotel, Toronto

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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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 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.

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.