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Oakville Holiday Rentals

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Our top choices for Oakville holiday rentals

1. Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (45 reviews)
"Very clean. We had a nice stay."
United States
John V.
The price is NZ$488
includes taxes & fees
28 Sept - 29 Sept
Spacious, cozy home in Saint Louis

2. Chic Minimalist Gem w/ Fenced Backyard + W/D

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.4 out of 10, Exceptional, (20 reviews)
"Very nice, clean, modern apartment in a safe, quiet, suburban neighborhood. We were very happy with our stay there for our visit to WashU and St. Louis."
United States
Dave
The price is NZ$292
includes taxes & fees
28 Sept - 29 Sept
Chic Minimalist Gem w/ Fenced Backyard + W/D

3. Stunning Minimalist Gem | Fenced Backyard + W/D

Stunning Minimalist Gem | Fenced Backyard + W/D
Princeton Heights
9.8 out of 10, Exceptional, (27 reviews)
"Nice area, very well kept house and easy check-in process. Good parking"
United States
Christopher
The price is NZ$363
includes taxes & fees
5 Oct - 6 Oct
Stunning Minimalist Gem | Fenced Backyard + W/D

4. Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
9.8 out of 10, Exceptional, (8 reviews)
"Thank you we enjoyed the place but we would like to get some more nights if all possible"
United States
Tommy H.
The price is NZ$178
includes taxes & fees
7 Oct - 8 Oct
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

5. Cozy Cottage Loft near Soulard Free Parking Pet Friendly

Cozy Cottage Loft near Soulard Free Parking Pet Friendly
Benton Park West
9.6 out of 10, Exceptional, (80 reviews)
"It was a nice cozy place! Good price for the money, bed was very comfortable! "
United States
Luke S.
The price is NZ$251
includes taxes & fees
5 Oct - 6 Oct
Cozy Cottage Loft near Soulard Free Parking Pet Friendly

6. Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!
Tower Grove East
9.8 out of 10, Exceptional, (178 reviews)
"Great place!"
United States
Arthur S.
The price is NZ$251
includes taxes & fees
28 Sept - 29 Sept
Centrally located in the Tower Grove East neighborhood!

7. Safe and private apt-Near Forest Park-Free parking

Safe and private apt-Near Forest Park-Free parking
Dogtown
7.2 out of 10, Good, (14 reviews)
"Great place. Clean and spacious"
United States
Isai
Safe and private apt-Near Forest Park-Free parking

8. Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Bevo Mill
9.0 out of 10, Wonderful, (34 reviews)
"We enjoyed our stay, very quaint house and Julie was an amazing host "
United States
Lori O.
The price is NZ$437
includes taxes & fees
29 Sept - 30 Sept
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

9. Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
Marine Villa
10.0 out of 10, Exceptional, (9 reviews)
"Great location, great accommodations, great host."
United States
Scott W.
The price is NZ$317
includes taxes & fees
28 Sept - 29 Sept
Stylish South City King 1BR Apt

10. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.4 out of 10, Very good, (156 reviews)
"Staff was great and accommodating to my needs."
United States
Triman
The price is NZ$228
includes taxes & fees
28 Sept - 29 Sept
White House at Grand Central

11. Almond Blossoms at TG Park | Fenced Backyard+W/D

Almond Blossoms at TG Park | Fenced Backyard+W/D
Tower Grove South
9.8 out of 10, Exceptional, (22 reviews)
"Enjoyed our stay and loved how close to park it was located."
United States
Pam Y.
The price is NZ$326
includes taxes & fees
29 Sept - 30 Sept
Almond Blossoms at TG Park | Fenced Backyard+W/D

12. Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (40 reviews)
"Clean, great location and thanks for quick responses"
United States
Martha E M.
The price is NZ$338
includes taxes & fees
5 Oct - 6 Oct
Starry Night | Steps to Tower Grove Park

13. Charming Tower Grove Flat-Steps to T.G Park+Grand

Charming Tower Grove Flat-Steps to T.G Park+Grand
Tower Grove East
9.0 out of 10, Wonderful, (23 reviews)
"Great location, responsive host & perfect for our short stay! "
United States
Bekah K.
The price is NZ$307
includes taxes & fees
28 Sept - 29 Sept
Charming Tower Grove Flat-Steps to T.G Park+Grand

14. Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
The Hill
9.8 out of 10, Exceptional, (199 reviews)
"Great cottage, pet friendly, wonderful neighborhood to explore and many great food options within walking distance. Would definitely stay again at this cottage."
United States
Scott J.
The price is NZ$269
includes taxes & fees
30 Sept - 1 Oct
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

15. House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery
Soulard
10.0 out of 10, Exceptional, (126 reviews)
"Very nice place to stay. Would stay there again."
United States
Sunny F.
The price is NZ$414
includes taxes & fees
4 Oct - 5 Oct
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

16. 6655 1N | Elegance Near the St. Louis Arch

6655 1N | Elegance Near the St. Louis Arch
Dogtown
8.0 out of 10, Very good, (31 reviews)
"Great place to stay for the weekend. Cute and clean. Nice area with lot's of places in walking distance. I will definitely stay again."
United States
Brigitte B.
The price is NZ$265
includes taxes & fees
28 Sept - 29 Sept
6655 1N | Elegance Near the St. Louis Arch

17. Soulard King Loft near Anheuser-Busch Brewery

Soulard King Loft near Anheuser-Busch Brewery
Soulard
8.6 out of 10, Excellent, (14 reviews)
"Great location and comfortable stay!"
United States
Leigh S.
Soulard King Loft near Anheuser-Busch Brewery

18. Top of Geyer apartment

Top of Geyer apartment
Soulard
9.6 out of 10, Exceptional, (56 reviews)
"This was a great stay. The space, decor, and location was perfect. "
United States
Jerry S.
The price is NZ$414
includes taxes & fees
29 Sept - 30 Sept
Top of Geyer apartment

19. Settle into Soulard! 6 beds 2 full baths!

Settle into Soulard! 6 beds 2 full baths!
Soulard
8.6 out of 10, Excellent, (19 reviews)
"Clean, convenient and satisfied our needs for this stay. "
United States
Michael L.
The price is NZ$489
includes taxes & fees
29 Sept - 30 Sept
Settle into Soulard! 6 beds 2 full baths!

20. Magnolia at TG Park | Free PK+WD+Pet Friendly

Magnolia at TG Park | Free PK+WD+Pet Friendly
Tower Grove East
8.0 out of 10, Very good, (9 reviews)
"Great place, very clean and in a nice neighborhood."
United States
Brett M.
The price is NZ$307
includes taxes & fees
28 Sept - 29 Sept
Magnolia at TG Park | Free PK+WD+Pet Friendly
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oakville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oakville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oakville. Seeing all the best attractions is bound to make you fall in love with Oakville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oakville short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Oakville?

Yes, we have holiday rentals where you'll be just 11.4 mi (18.4 km) from St. Louis Zoo, giving you a more secluded option to escape the hustle and bustle. 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 St. Louis Zoo and Enterprise Center.

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.