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Oakville Holiday Rentals

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Our top choices for Oakville holiday rentals

Apartment in Grand Center

White House at Grand Central
4.0 star property
8.4 out of 10, Very good, (126)
"Very clean and very friendly people "
United States
Mary
The price is AU$224
includes taxes & fees
6 Jan - 7 Jan 2026
White House at Grand Central
9.2 out of 10, Wonderful, (5)
"Great convenient location right outside st.Louis. THe house was very clean and comfortable!"
United States
Bobby C.
The price is AU$282
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom apartment in beautiful Belleville with WiFi

Apartment in Tower Grove South

Starry Night | Steps to Tower Grove Park
9.8 out of 10, Exceptional, (24)
"The apartment was very clean and comfortable with a great location."
United States
Paul C.
The price is AU$244
includes taxes & fees
5 Jan - 6 Jan 2026
Starry Night | Steps to Tower Grove Park

Apartment in Marine Villa

Stylish South City King 1BR Apt
2.0 star property
10.0 out of 10, Exceptional, (9)
"Great location, great accommodations, great host."
United States
Scott W.
The price is AU$270
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish South City King 1BR Apt
2.0 star property
7.4 out of 10, Good, (6)
"Great renter, great place. "
United States
Howard B.
The price is AU$307
includes taxes & fees
2 Jan - 3 Jan 2026
Magnolia at TG Park | Free PK+WD+Pet Friendly
8.8 out of 10, Excellent, (11)
"Nice accommodations, easy to locate. Lots of food options nearby. "
United States
Anonymous traveller
The price is AU$296
includes taxes & fees
20 Jan - 21 Jan 2026
Charming 2-bedroom house in amazing Belleville with AC, WiFi
9.2 out of 10, Wonderful, (19)
"Would stay again, was in a great spot"
United States
Mindy Y.
The price is AU$253
includes taxes & fees
5 Jan - 6 Jan 2026
Elegant Minimalist Gem w/ Private backyard, W/D
9.8 out of 10, Exceptional, (161)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is AU$217
includes taxes & fees
13 Jan - 14 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Holiday Home in Tower Grove East

TG Sanctuary | Historic 3BR | Private Yard + Den
8.8 out of 10, Excellent, (22)
"Beautiful home and great location!"
United States
Alice K.
TG Sanctuary | Historic 3BR | Private Yard + Den
10.0 out of 10, Exceptional, (4)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
United States
Zach L.
The price is AU$148
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
8.6 out of 10, Excellent, (4)
"The property was very clean and the host was very helpful! It fit my needs quite well."
United States
Hunter S.
The price is AU$232
includes taxes & fees
20 Jan - 21 Jan 2026
1 bed duplex near downtown Belleville next to heart garden and long story coffee
10.0 out of 10, Exceptional, (11)
"Great property and location. Convenient to downtown."
United States
Kay
The price is AU$576
includes taxes & fees
4 Jan - 5 Jan 2026
Landmark, accessible home in the heart of Belleville’s historic downtown
10.0 out of 10, Exceptional, (3)
"This property was very clean, family/friends friendly, and was an overall great stay! I would stay here again if given the chance in the future! "
United States
LaKeisha W.
The price is AU$389
includes taxes & fees
10 Jan - 11 Jan 2026
Delightful 2-bedroom house with AC in Berkeley Iconixx Getaway STL
9.0 out of 10, Wonderful, (8)
"We had a great stay! It was clean and a very convenient location"
United States
Shelby M.
Stylish 2BR Retreat w/ Terrace - Near The Hill STL
8.0 out of 10, Very good, (14)
"Loved staying here. The room was clean and cozy. Loved the old world charm of the property. "
United States
Sarah
The price is AU$232
includes taxes & fees
30 Jan - 31 Jan 2026
Forest Park Style Studio in STL!
9.6 out of 10, Exceptional, (50)
"We enjoyed a comfortable stay at this location. Everything was as described. We would not hesitate to stay here again. "
United States
Genna L.
The price is AU$307
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish South City 2BR w/ Garage & Blazing Wi-fi
10.0 out of 10, Exceptional, (8)
"Property is as described and worked well for our family. "
United States
Laura J.
The price is AU$503
includes taxes & fees
13 Jan - 14 Jan 2026
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
10.0 out of 10, Exceptional, (8)
"This property is absolutely breathtaking for a regular stay or an event. I stayed for a few days and also my son's wedding and reception was on the property. From the moment I pulled into the driveway I was was ecstatic over the beautiful home, the lake, nature and the shed. The home was very clean, decorated beautiful and very cozy. The bed was very comfortable and the shower pressure was perfect. Communication with the owner was easy and they were both so accommodating with answers to all of...
United States
Crystal C.
The price is AU$380
includes taxes & fees
13 Jan - 14 Jan 2026
In the Country a Beautiful 2-bedroom house with its own private lake
9.6 out of 10, Exceptional, (59)
"Enjoyed the vibe of the neighborhood "
United States
Brett
The price is AU$288
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Soulard 2BR w/ Free Parking

Apartment in Mount Pleasant

Pet-Friendly 1BR Apartment
8.6 out of 10, Excellent, (10)
"I really enjoyed my stay and the host was very nice and prompt with my questions and concerns however, I would've love to have not had mold in the bathroom on the window ledge and a little more safety regarding the doors. In all the place was very comfortable and yes I would stay here again."
United States
Miltha J.
The price is AU$236
includes taxes & fees
28 Jan - 29 Jan 2026
Pet-Friendly 1BR Apartment
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

Find out more about Oakville

Everything you need to know about Oakville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakville holiday rentals we have selected for you start as low as AU$217 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakville rentals

At Expedia, we put the best Oakville holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Oakville?

Yes, there are holiday rentals close to the most popular sights in Oakville, or you can select a more secluded option if you're looking for a relaxing stay. Oakville is known for its football matches and jazz scene. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Oakville has to offer?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Oakville is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Oakville?

Meramec River and Mississippi River are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Busch Stadium and St. Louis Union Station.

What are holiday rentals like in Oakville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakville. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a small group gathering.