Photo by Scott Schweiger

Oakville Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
27 Dec - 28 Dec
Tomorrow
28 Dec - 29 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Oakville holiday rentals

Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central

Apartment in Grand Center

White House at Grand Central
4.0 star property
8.6 out of 10, Excellent, (124)
"Very clean and very friendly people "
United States
Mary
The price is HK$505
HK$1,091 total
includes taxes & fees
19 Jan - 20 Jan 2026
White House at Grand Central
Private kitchen
1 bed duplex near downtown Belleville next to heart garden and long story coffee

Holiday Home in Belleville

1 bed duplex near downtown Belleville next to heart garden and long story coffee
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 HK$505
HK$1,194 total
includes taxes & fees
22 Jan - 23 Jan 2026
1 bed duplex near downtown Belleville next to heart garden and long story coffee
Fridge, microwave, oven, coffee/tea maker
Stylish South City King 1BR Apt

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 HK$622
HK$1,387 total
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish South City King 1BR Apt
Fridge, microwave, oven, stovetop
Stylish South City 2BR w/ Garage & Blazing Wi-fi

Holiday Home in Dutchtown

Stylish South City 2BR w/ Garage & Blazing Wi-fi
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 HK$653
HK$1,579 total
includes taxes & fees
21 Jan - 22 Jan 2026
Stylish South City 2BR w/ Garage & Blazing Wi-fi
Fridge, microwave
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Holiday Home in Imperial

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
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 HK$466
HK$757 total
includes taxes & fees
5 Jan - 6 Jan 2026
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Interior
Top of Geyer apartment

Apartment in Soulard

Top of Geyer apartment
9.8 out of 10, Exceptional, (43)
"Convenient location "
United States
julie s.
The price is HK$595
HK$1,465 total
includes taxes & fees
29 Dec - 30 Dec
Top of Geyer apartment
Interior
Cozy Soulard 2BR w/ Free Parking

Apartment in Soulard

Cozy Soulard 2BR w/ Free Parking
9.6 out of 10, Exceptional, (59)
"Enjoyed the vibe of the neighborhood "
United States
Brett
The price is HK$637
HK$1,483 total
includes taxes & fees
19 Jan - 20 Jan 2026
Cozy Soulard 2BR w/ Free Parking
1 bedroom, iron/ironing board, WiFi, bed sheets
Pet-Friendly 1BR Apartment

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 HK$443
HK$1,189 total
includes taxes & fees
5 Jan - 6 Jan 2026
Pet-Friendly 1BR Apartment
2 bedrooms, iron/ironing board, travel cot, free WiFi
Spacious & Centrally Located Apt (Sleeps 8)

Apartment in The Gate

Spacious & Centrally Located Apt (Sleeps 8)
9.8 out of 10, Exceptional, (18)
"It was a great place to stay for the night. Comfortable and close to the stadium. "
United States
Bryan D.
The price is HK$637
HK$1,561 total
includes taxes & fees
20 Jan - 21 Jan 2026
Spacious & Centrally Located Apt (Sleeps 8)
Fridge, microwave, oven, stovetop
Chic Minimalist Gem w/ Fenced Backyard + W/D

Apartment in Princeton Heights

Chic Minimalist Gem w/ Fenced Backyard + W/D
9.6 out of 10, Exceptional, (9)
"Nice location."
United States
Holly R.
The price is HK$513
HK$1,473 total
includes taxes & fees
30 Dec - 31 Dec
Chic Minimalist Gem w/ Fenced Backyard + W/D
Oven, stovetop, dishwasher
Gorgeous Spacious Full Apartment Close to Everything in St. Louis

Apartment in Fox Park

Gorgeous Spacious Full Apartment Close to Everything in St. Louis
10.0 out of 10, Exceptional, (2)
"Host was very welcoming and the house had everything we needed!"
United States
Sullivan F.
The price is HK$622
HK$1,011 total
includes taxes & fees
29 Dec - 30 Dec
Gorgeous Spacious Full Apartment Close to Everything in St. Louis
Fridge, microwave, oven, stovetop
Classic Soulard 2BD King Master & Private Deck

Apartment in Soulard

Classic Soulard 2BD King Master & Private Deck
9.8 out of 10, Exceptional, (53)
"Easy check-in, great communication with owner, nice area that is close to restaurants, bars, very clean."
United States
Vickie L.
The price is HK$637
HK$1,561 total
includes taxes & fees
20 Jan - 21 Jan 2026
Classic Soulard 2BD King Master & Private Deck
Fridge, microwave, oven, stovetop
Adorable small house - quiet & safe - 2 BR 1 Bath

Holiday Home in Imperial

Adorable small house - quiet & safe - 2 BR 1 Bath
9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
United States
andytrower U.
The price is HK$675
HK$1,432 total
includes taxes & fees
18 Jan - 19 Jan 2026
Adorable small house - quiet & safe - 2 BR 1 Bath
Fridge, microwave, oven, stovetop
Classy Midtown 3BR, King Master

Apartment in The Gate

Classy Midtown 3BR, King Master
10.0 out of 10, Exceptional, (61)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
The price is HK$661
HK$1,588 total
includes taxes & fees
19 Jan - 20 Jan 2026
Classy Midtown 3BR, King Master
Fridge, microwave, oven, stovetop
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Apartment in Mount Pleasant

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
2.0 star property
7.6 out of 10, Good, (11)
"Great stay...needs some minor upgrades. Smart tv, dishwasher and more silverware"
United States
Daniel S.
The price is HK$443
HK$1,189 total
includes taxes & fees
26 Jan - 27 Jan 2026
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
Interior
Centrally located in the Tower Grove East neighborhood!

Holiday Home in Tower Grove East

Centrally located in the Tower Grove East neighborhood!
9.8 out of 10, Exceptional, (139)
"Great little place and location was close to our event."
United States
RL T.
The price is HK$518
HK$1,233 total
includes taxes & fees
28 Dec - 29 Dec
Centrally located in the Tower Grove East neighborhood!
Dining
Cute town house with fenced backyard

Villa in Barnhart

Cute town house with fenced backyard
9.6 out of 10, Exceptional, (17)
"It was a great place to stay for our needs we had our little dog with us as was there for weekend, it had a nice fenced back yard we could let her just go out didn't have to have her on leash. Was very nice inside clean well kept, beds were surprising comfortable. The host stayed in contact and answered a lot questions before we arrived which put me a ease for our trip. High recommand this place if needing to stay in the area. "
United States
Terry
The price is HK$752
HK$1,994 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cute town house with fenced backyard
Fridge, microwave, oven, stovetop
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Holiday Home in The Hill

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
9.8 out of 10, Exceptional, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is HK$664
HK$1,115 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
TV, offices
Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi

Apartment in Maplewood

Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi
8.6 out of 10, Excellent, (4)
"One of the nicer places I’ve stayed at. Parking is weird on the driveway, but street parking is abundant. "
United States
Paul
The price is HK$528
HK$1,197 total
includes taxes & fees
28 Dec - 29 Dec
Ground-Floor Forest Park Studio | Parking, Washer/Dryer & Fast Wi-Fi
TV
1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch

Apartment in Mount Pleasant

1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
2.0 star property
7.0 out of 10, Good, (4)
"Amazing property and access was easy. Would highly recommend."
United States
Armhad
The price is HK$443
HK$1,189 total
includes taxes & fees
19 Jan - 20 Jan 2026
1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
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

Drury Plaza Hotel St. Louis at the Arch

Drury Plaza Hotel St. Louis at the Arch

10/10 Excellent
"Al of above"
April 1-night trip
Posted 17 hours ago
Drury Plaza Hotel St. Louis at the Arch

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:

  • View our selection of featured holiday rentals in Oakville
  • Use the map to find apartments and other holiday homes in the Oakville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oakville while they last

Look no further and take a look at our great range of rental properties in Oakville!

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.