Oakville Vacation Rentals

Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Oakville vacation rentals

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
$90 nightly
The price is $102
Apr 26 - Apr 27
Total with taxes and fees
Residence & Conference Centre - Hamilton
Private kitchen

Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
$106 nightly
The price is $119
Apr 6 - Apr 7
Total with taxes and fees
Newly Renovated Two Bedroom Apartment
Standard Apartment, Non Smoking, Kitchen | Living area | 55-inch Smart TV with digital channels, TV, iPod dock

The Laundry Rooms Augusta Hamilton

The Laundry Rooms Augusta Hamilton
3.0 star property
Corktown
9.4 out of 10, Exceptional, (489 reviews)
"Great room and location "
Canada
Jacqueline
$112 nightly
The price is $131
Apr 5 - Apr 6
Total with taxes and fees
The Laundry Rooms Augusta Hamilton
Smart TV

Tranquil 2-bedroom basement with in charming Mississauga

Tranquil 2-bedroom basement with in charming Mississauga
Lakeview
9.6 out of 10, Exceptional, (4 reviews)
"This property and the owner provided an excellent stay for my family during a recent road trip! I would stay again if I return. "
United States
Rhea F.
$174 nightly
The price is $196
Apr 9 - Apr 10
Total with taxes and fees
Tranquil 2-bedroom basement with in charming Mississauga
Smart TV

Luxury 2-bed Suite

Luxury 2-bed Suite
Hurontario
8.4 out of 10, Very Good, (9 reviews)
"The location was perfect for us, close to the go station and everything that Mississauga has to offer. Quiet neighborhood and a very cozy place. Will definitely keep it in mind for future travels. "
Canada
Carlos F.
$125 nightly
The price is $141
Apr 5 - Apr 6
Total with taxes and fees
Luxury 2-bed Suite
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, (37 reviews)
"Location was very convenient and the town was nice with great eating options. Home was clean and cozy with a very comfortable bed and couch. "
United States
Daniel C.
$202 nightly
The price is $229
Apr 6 - Apr 7
Total with taxes and fees
Modern, Bright, Spacious 2 Bedroom Guest Suite - Entire Separate Basement
Rooftop terrace

Nester Finn St. Lawrence Market

Nester Finn St. Lawrence Market
4.0 star property
Downtown Toronto
9.8 out of 10, Exceptional, (55 reviews)
"Will def stay again - highly recommend!"
Canada
Heather
$149 nightly
The price is $183
Apr 6 - Apr 7
Total with taxes and fees
Nester Finn St. Lawrence Market
Family Suite, Lake View | Living area

Dundas and Yonge Hotel - Suites

Dundas and Yonge Hotel - Suites
3.5 star property
Downtown Toronto
10.0 out of 10, Exceptional, (2 reviews)
"The room was clean and had extra amenities like games/cooking utensils available for guest. The bed was extremely comfortable and the view was 10/10. Communication with the host was fast and reliable. I would highly recommend this spot! "
Canada
Amanda
$188 nightly
The price is $230
Apr 9 - Apr 10
Total with taxes and fees
Dundas and Yonge Hotel - Suites
Smart TV

STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Brampton
9.8 out of 10, Exceptional, (12 reviews)
"The place was cleaned with a pleasant smell when you entered the room. It was safe, quiet, and looked beautiful, just like the pictures. My husband and I stayed about 2 weeks and enjoyed it."
United States
Nicole
$148 nightly
The price is $167
Apr 12 - Apr 13
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
1 bedroom, desk, iron/ironing board, WiFi

Comfort & Quiet Private Basement Unit

Comfort & Quiet Private Basement Unit
Milton
$155 nightly
The price is $175
Apr 6 - Apr 7
Total with taxes and fees
Comfort & Quiet Private Basement Unit
2 bedrooms, desk, iron/ironing board, travel crib

Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Mississauga
$146 nightly
The price is $165
Apr 6 - Apr 7
Total with taxes and fees
Private 2-BR Suite w/ Patio
Interior

Modern 2BR Suite w/ Kitchen

Modern 2BR Suite w/ Kitchen
Watertown
$198 nightly
The price is $224
Apr 29 - Apr 30
Total with taxes and fees
Modern 2BR Suite w/ Kitchen
Building design

Executive Hotel Cosmopolitan Toronto

Executive Hotel Cosmopolitan Toronto
4.0 star property
Downtown Toronto
8.2 out of 10, Very Good, (2,387 reviews)
"Absolutely love this hotel! "
Canada
Nicole
$128 nightly
The price is $157
Apr 5 - Apr 6
Total with taxes and fees
Executive Hotel Cosmopolitan Toronto
Fridge, microwave, oven, stovetop

Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
Brampton
10.0 out of 10, Exceptional, (2 reviews)
"Will definitely pick this for next time"
Canada
Geerththana A.
$106 nightly
The price is $120
Apr 7 - Apr 8
Total with taxes and fees
Elegant 2 Bedroom Guest Suit
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.
$143 nightly
The price is $161
Apr 9 - Apr 10
Total with taxes and fees
Luxury high rated guest apartment close to all attractions and Airport
Beach

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, (14 reviews)
"Super clean, great host, amazing area"
Canada
John
$418 nightly
The price is $491
Apr 29 - Apr 30
Total with taxes and fees
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
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
$153 nightly
The price is $173
Apr 5 - Apr 6
Total with taxes and fees
Chic Hotel-Style Retreat by Toronto Premium Outlets
Smart TV, books, computer monitors

Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain

Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain
Kernighan
8.0 out of 10, Very Good, (1 review)
"My host was very quick to answer any questions that I had and she gave me great instructions for everything."
Canada
Dolores B.
$64 nightly
The price is $72
Apr 8 - Apr 9
Total with taxes and fees
Cozy Room With Private Washroom Conveniently Located On West Hamilton Mountain
Interior

Lovely Cozy Private Appartment

Lovely Cozy Private Appartment
Brampton
$120 nightly
The price is $136
Apr 5 - Apr 6
Total with taxes and fees
Lovely Cozy Private Appartment
House, 2 Bedrooms | Living room

Comfortable City Home

Comfortable City Home
Cooksville
$146 nightly
The price is $168
Apr 6 - Apr 7
Total with taxes and fees
Comfortable City Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakville Hotel Reviews

DoubleTree by Hilton Hotel Toronto Downtown

DoubleTree by Hilton Hotel Toronto Downtown

10/10 Excellent
"The staff made our stay wonderful. I decided to go there for my birthday, and they left a personalized message in my room with some treats and even a small cake to celebrate. The room was comfortable, and the hotel's location is perfect for exploring on foot or by train. Highly recommended. "
Dolores 2-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 $102 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?

Charming 4-bedroom bungalow with Pool in soothing Mississauga: This vacation home rental near Oakville offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Oakville?

Expedia has 60 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 Galleries, whereas Lake Ontario and Coronation Park 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.