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
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Oakville vacation rentals

An outdoor patio area with wicker furniture, a fire pit, and string lights.

1. Studio Suite w/ Full Kitchen | Breakfast Included

Studio Suite w/ Full Kitchen | Breakfast Included
Oakville
The price is ￥22,606
￥30,249 total
includes taxes & fees
Nov 8 - Nov 9
Studio Suite w/ Full Kitchen | Breakfast Included
A two-story house with a stone facade, a garage, and a driveway with two cars parked.

2. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is ￥30,242
￥68,079 total
includes taxes & fees
Oct 29 - Oct 30
Designer 4BR Basement Suite – Oakville
A spacious living room with a dining area, large windows, a fireplace, and a Christmas tree.

3. 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.
The price is ￥56,078
￥112,259 total
includes taxes & fees
Nov 2 - Nov 3
5BR New Detached 4500sq Brand NewHome |13Guests | Oakville ( Creek Side Home)
An outdoor patio area with wicker furniture, a fire pit, and string lights.

4. Oakville Suite w/ Kitchen | Breakfast Included

Oakville Suite w/ Kitchen | Breakfast Included
Oakville
The price is ￥23,214
￥31,091 total
includes taxes & fees
Nov 8 - Nov 9
Oakville Suite w/ Kitchen | Breakfast Included
An outdoor patio area with wicker furniture, a fire pit, and string lights.

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

Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
Oakville
The price is ￥23,093
￥30,948 total
includes taxes & fees
Nov 22 - Nov 23
Studio Suite w/ Kitchen, Sofa Bed & Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

6. Spacious Suite with Full Kitchen | Free Breakfast

Spacious Suite with Full Kitchen | Free Breakfast
Oakville
The price is ￥24,429
￥32,645 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Suite with Full Kitchen | Free Breakfast
An outdoor patio area with wicker furniture, a fire pit, and string lights.

7. Oakville Suite w/ Kitchen | Breakfast Included!

Oakville Suite w/ Kitchen | Breakfast Included!
Oakville
The price is ￥31,114
￥41,645 total
includes taxes & fees
Nov 8 - Nov 9
Oakville Suite w/ Kitchen | Breakfast Included!
A hotel room with a large bed, a mirror, a potted plant, and a wall with two circular wall art pieces.

8. 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.
The price is ￥32,366
￥84,830 total
includes taxes & fees
Nov 2 - Nov 3
Designer 4BR Basement Suite in a Detached House – Oakville
A living room with a flat-screen TV, a fireplace, a glass coffee table, a sofa, and a decorative wall piece.

9. Designer 4BR Basement Suite – Oakville

Designer 4BR Basement Suite – Oakville
Oakville
The price is ￥35,400
￥80,004 total
includes taxes & fees
Oct 29 - Oct 30
Designer 4BR Basement Suite – Oakville
A two-story house with a stone facade, a garage, and a driveway with two cars parked.

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

Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
Oakville
The price is ￥35,400
￥82,036 total
includes taxes & fees
Oct 29 - Oct 30
Designer 4BR Basement Suite – Oakville Entire basement in Oakville, Canada
A modern living room with a grey sofa, patterned cushions, a coffee table with a plant, and a painting on the wall.

11. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
Comfort Townhouse Suites
A modern bedroom with a large bed, bedside tables, a window with curtains, and a view of greenery outside.

12. Private 2-BR Suite w/ Patio

Private 2-BR Suite w/ Patio
Erindale Woods
8.6 out of 10, Excellent, (8 reviews)
"Lovely Host!"
United States
Quintin H.
The price is ￥15,171
￥27,048 total
includes taxes & fees
Oct 30 - Oct 31
Private 2-BR Suite w/ Patio
A modern living room with a sectional sofa, a glass coffee table, and a large window offering a city view.

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

Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
Downtown Mississauga
8.6 out of 10, Excellent, (19 reviews)
"Really nice place , easy access, beautiful view"
United States
Robert
The price is ￥12,643
￥33,336 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful Condo with spectacular views + 1 Parking in Mississauga Downtown
A modern living room with a brown sectional sofa, a small round table, and a cityscape painting on the wall.

14. 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
The price is ￥15,733
￥21,334 total
includes taxes & fees
Nov 22 - Nov 23
Pleasant Stay Mississauga
A bedroom with a bed, two bedside tables with lamps, a projector screen, and a window.

15. 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, (8 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.
Luxury high rated guest apartment close to all attractions and Airport
A bedroom with a bed, a sofa, a table, and a chair.

16. Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport

Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport
Meadowvale Village
10.0 out of 10, Exceptional, (4 reviews)
"Amazing stay! Super nice host, spacious and private area, very clean. Had one suggestion for a lamp or two and Nina was quick to agree! Super happy with the place for the price. You can't go wrong."
Canada
Eliot
The price is ￥4,720
￥11,429 total
includes taxes & fees
Nov 6 - Nov 7
Affordable Spacious Private Suite| Ensuite Bath | Free Parking | Pearson Airport
A bedroom with a large bed, bedside lamps, a nightstand, and a door leading to another room.

17. Luxury Lakeview Walkout Basement Apartment

Luxury Lakeview Walkout Basement Apartment
Lakeview
10.0 out of 10, Exceptional, (118 reviews)
"Very comfortable stay and friendly owners!"
United States
Christine L.
The price is ￥25,286
￥49,399 total
includes taxes & fees
Oct 29 - Oct 30
Luxury Lakeview Walkout Basement Apartment
A modern living room with a sectional sofa, a coffee table, and a patterned rug.

18. Charming 4-bedroom bungalow with Pool in soothing Mississauga

Charming 4-bedroom bungalow with Pool in soothing Mississauga
Mineola
8.2 out of 10, Very good, (40 reviews)
"Amazing stay"
Canada
AJ
The price is ￥26,747
￥63,241 total
includes taxes & fees
Nov 11 - Nov 12
Charming 4-bedroom bungalow with Pool in soothing Mississauga
A living room with beige leather sofas, a red chair, a glass coffee table, a TV mounted on the wall, and a potted plant.

19. Luxury 2-bed Suite

Luxury 2-bed Suite
Hurontario
7.8 out of 10, Good, (16 reviews)
"The host was very cooperative and helpful "
United States
Cyril W.
The price is ￥14,097
￥23,295 total
includes taxes & fees
Oct 29 - Oct 30
Luxury 2-bed Suite
A modern kitchen with dark wood cabinets, stainless steel appliances, a built-in oven, microwave, and refrigerator.

20. Home Away from Home

Home Away from Home
Milton
9.2 out of 10, Wonderful, (28 reviews)
"Nice clean place, as advertised, family friendly and great communication by host"
United States
Syed Nabil J.
The price is ￥13,486
￥23,874 total
includes taxes & fees
Nov 1 - Nov 2
Home Away from 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.
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Top Oakville Hotel Reviews

Union Hotel

Union Hotel

10/10 Excellent
"Loved this hotel. Super convenient location and housekeeping and front desk staff were very pleasant. Bed was incredibly comfortable and overnight it was quiet. Maybe the best in-room coffee I’ve ever had. Pourover!? Yes please! Air conditioner is a bit loud, but so are air conditioners in almost all hotels. I was just fine with my earplugs. Room is small but it’s easy to tell from the room photos. I stayed alone, but if you are someone who travels with someone else and needs your space, this might not be the best fit. The night light built into the headboard was really nice as well."
Rachel 1-night trip
Posted 3 hours ago
Union Hotel

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

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.