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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Oakville vacation rentals

A hotel room with a large bed, two bedside tables with lamps, a nightstand with a phone and a notepad, and a wall clock.

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
$171 nightly
The price is $200
Nov 1 - Nov 2
Total with taxes and fees
Studio Suite w/ Full Kitchen | Breakfast Included
A staircase with black railings, a welcome sign, and a patterned mat at the bottom.

2. Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
$453 nightly
The price is $512
Oct 8 - Oct 9
Total with taxes and fees
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
A modern interior with a staircase, a sofa, and a floor lamp.

3. Modern 4BR Home in charming Oakville

Modern 4BR Home in charming Oakville
Oakville
$481 nightly
The price is $544
Oct 5 - Oct 6
Total with taxes and fees
Modern 4BR Home in charming Oakville
A spacious living room with a dining area, large windows, a fireplace, and a Christmas tree.

4. 5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)

5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
Oakville
9.8 out of 10, Exceptional, (6 reviews)
"Great place, very clean, easy check in, host is extremely professional and very friendly, would definitely book again me and my family really enjoyed our stay! "
United States
Tiffany L.
$582 nightly
The price is $657
Oct 14 - Oct 15
Total with taxes and fees
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
A conference room with a wooden table, black leather chairs, and a whiteboard.

5. Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
$171 nightly
The price is $200
Nov 1 - Nov 2
Total with taxes and fees
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
A reception area with a wooden reception desk, two chairs, a man standing behind the desk, and a door with a framed picture above it.

6. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
$176 nightly
The price is $206
Nov 1 - Nov 2
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included
A hotel dining area with a buffet station, seating arrangements, and a television.

7. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
$184 nightly
The price is $215
Nov 1 - Nov 2
Total with taxes and fees
Spacious Suite with Full Kitchen | Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

8. Fully Accessible in Oakville | Free Breakfast

Fully Accessible in Oakville | Free Breakfast
Oakville
$194 nightly
The price is $227
Oct 18 - Oct 19
Total with taxes and fees
Fully Accessible in Oakville | Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

9. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
$231 nightly
The price is $271
Nov 1 - Nov 2
Total with taxes and fees
Oakville Suite w/ Kitchen | Breakfast Included!
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

10. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$471 nightly
The price is $532
Oct 5 - Oct 6
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A neatly made bed with a white and orange bedspread, a small bedside table with a plant, and a mirror on the wall.

11. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
$488 nightly
The price is $552
Oct 5 - Oct 6
Total with taxes and fees
Designer 4BR Basement Suite – Oakville
A hotel room with a large bed, a mirror, a potted plant, and a wall with two circular wall art pieces.

12. Designer 4BR Basement Suite in a Detached House – Oakville

Designer 4BR Basement Suite in a Detached House – Oakville
Oakville
10.0 out of 10, Exceptional, (1 review)
"Thank you!"
United States
John S.
$421 nightly
The price is $476
Oct 5 - Oct 6
Total with taxes and fees
Designer 4BR Basement Suite in a Detached House – Oakville
A modern bedroom with a large bed, bedside tables, a window with curtains, and a view of greenery outside.

13. Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
9.2 out of 10, Wonderful, (7 reviews)
"Lovely Host!"
United States
Quintin H.
$150 nightly
The price is $170
Oct 5 - Oct 6
Total with taxes and fees
Private 2-BR Suite w/ Patio
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

14. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
$123 nightly
The price is $147
Oct 12 - Oct 13
Total with taxes and fees
DT Townhouse Room Steps to Transit
A modern apartment with a kitchen, dining area, and living room.

15. Modern Downtown Suites Near CN Tower

Modern Downtown Suites Near CN Tower
3.5 star property
Downtown Toronto
8.8 out of 10, Excellent, (5 reviews)
"Location was perfect"
United States
Osvaldo
$147 nightly
The price is $176
Oct 12 - Oct 13
Total with taxes and fees
Modern Downtown Suites Near CN Tower
A modern kitchen with dark wood cabinets, stainless steel appliances, a built-in oven, microwave, and refrigerator.

16. Home Away from Home

Home Away from Home
Milton
9.4 out of 10, Exceptional, (25 reviews)
"Nice clean place, as advertised, family friendly and great communication by host"
United States
Syed Nabil J.
$133 nightly
The price is $150
Oct 5 - Oct 6
Total with taxes and fees
Home Away from Home
A laundry room with two stacked washing machines, a cabinet, and cleaning supplies on top.

17. StayToronto - The York Suites

StayToronto - The York Suites
3.0 star property
Downtown Toronto
7.8 out of 10, Good, (36 reviews)
"Great location!"
Canada
Hildebrand
$129 nightly
The price is $155
Oct 8 - Oct 9
Total with taxes and fees
StayToronto - The York Suites
A modern living room with a brown sectional sofa, a small round table, and a cityscape painting on the wall.

18. Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
8.4 out of 10, Very good, (8 reviews)
"Place was great, hosted myself and 3 others. Friendly service and all as described. Would definitely book here again"
Canada
Craig
$109 nightly
The price is $123
Oct 5 - Oct 6
Total with taxes and fees
Pleasant Stay Mississauga
A high-rise building with multiple floors and balconies, surrounded by trees and other buildings.

19. StayToronto - The Fort York Suites

StayToronto - The Fort York Suites
3.5 star property
Old Toronto
$153 nightly
The price is $184
Oct 8 - Oct 9
Total with taxes and fees
StayToronto - The Fort York Suites
A modern living room with a sectional sofa, a glass coffee table, and a large window offering a city view.

20. Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown

Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
Downtown Mississauga
8.4 out of 10, Very good, (17 reviews)
"Great place to stay in Mississauga 5 star"
United States
Tyrique M.
$194 nightly
The price is $220
Oct 25 - Oct 26
Total with taxes and fees
Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
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

Sandman Hotel Oakville

Sandman Hotel Oakville

10/10 Excellent
"Nice, well renovated. no breakfast on site but complementary coffee"
virginie 1-night trip
Posted less than an hour ago
Sandman Hotel Oakville

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 $142 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.