Default HTG hotel image

Oakville Vacation Rentals

  • 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

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Oakville vacation rentals

A modern living room with a leather sofa, a wooden coffee table, and a blue armchair.

1. Idyllic Biggsville Vacation Rental: 10 Mi to River

Idyllic Biggsville Vacation Rental: 10 Mi to River
3.0 star property
Biggsville
10.0 out of 10, Exceptional, (3 reviews)
"Rooms were clean and the bed was comfortable! Highly recommend this rental. "
United States
Brennan
The price is ￥23,685
￥35,338 total
includes taxes & fees
Oct 14 - Oct 15
Idyllic Biggsville Vacation Rental: 10 Mi to River
A kitchen with granite countertops, a built-in oven, a refrigerator, and a ceiling fan.

2. Lazy Oaks: Charming cabin on pond with A/C in delightful Little York, Illinois

Lazy Oaks: Charming cabin on pond with A/C in delightful Little York, Illinois
Little York
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay at the property. Very beautiful and relaxing stay."
United States
Gene G.
The price is ￥20,897
￥41,609 total
includes taxes & fees
Oct 12 - Oct 13
Lazy Oaks: Charming cabin on pond with A/C in delightful Little York, Illinois
A modern living room with a leather sofa, a wooden coffee table, and a blue armchair.

3. Idyllic Biggsville Vacation Rental: 10 Mi to River

Idyllic Biggsville Vacation Rental: 10 Mi to River
Biggsville
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our peaceful stay in this clean, beautiful vacation rental. Perfect for a weekend getaway. "
United States
Lisa S.
The price is ￥17,369
￥35,979 total
includes taxes & fees
Oct 18 - Oct 19
Idyllic Biggsville Vacation Rental: 10 Mi to River
A modern kitchen with a central island, bar stools, and a large window offering a view of the outdoors.

4. Brand New Spacious 2 BR Downtown Burlington! Unit 301S

Brand New Spacious 2 BR Downtown Burlington! Unit 301S
Burlington
9.8 out of 10, Exceptional, (17 reviews)
"Great location! Check in easy and check out process simple. Great place for a fun weekend!"
United States
Roxane K.
The price is ￥19,974
￥50,845 total
includes taxes & fees
Oct 25 - Oct 26
Brand New Spacious 2 BR Downtown Burlington! Unit 301S
A kitchen with a granite countertop, three bar stools, a yellow placemat, and a potted plant.

5. Home Away From Home

Home Away From Home
Biggsville
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was exceptional, couldn't have asked for a better home for out 4 day stay. Everything was so clean and roomy. Great kitchen area and 2 living rooms with a very nice TV 📺. I will be rebooking again in the future. The host was most helpful and kind."
United States
Kathy
The price is ￥16,106
￥31,629 total
includes taxes & fees
Oct 20 - Oct 21
Home Away From Home
A house with a fire pit in the backyard, a porch, and a blue chair.

6. Cozy House

Cozy House
Biggsville
10.0 out of 10, Exceptional, (8 reviews)
"Great place for our needs!"
United States
jdl j.
The price is ￥13,500
￥27,695 total
includes taxes & fees
Oct 15 - Oct 16
Cozy House
A modern living room with a blue sofa, a round wooden coffee table, and abstract wall art. A kitchen with blue cabinets and a dining area with a blue island and chairs are visible in the background.

7. Mississippi Muse - 1BR Near Downtown, Outdoor lounge, fire pit & grill

Mississippi Muse - 1BR Near Downtown, Outdoor lounge, fire pit & grill
Burlington
10.0 out of 10, Exceptional, (5 reviews)
"Amazing place with a phenomenal host! Very attentive to the small details and making you feel welcome and at home!"
United States
David B.
The price is ￥19,789
￥45,036 total
includes taxes & fees
Oct 26 - Oct 27
Mississippi Muse - 1BR Near Downtown, Outdoor lounge, fire pit & grill
A modern kitchen with wooden cabinets, stainless steel appliances, and a glass coffee table.

8. Apartment Downtown Monmouth by Market Alley

Apartment Downtown Monmouth by Market Alley
Monmouth
The price is ￥16,135
￥43,016 total
includes taxes & fees
Oct 12 - Oct 13
Apartment Downtown Monmouth by Market Alley
A compact kitchen with a refrigerator, oven, and microwave. There's a sign on the fridge, a wooden countertop, and a window with a view.

9. Quiet and cozy getaway in Kirkwood, IL

Quiet and cozy getaway in Kirkwood, IL
Kirkwood
The price is ￥19,327
￥23,830 total
includes taxes & fees
Oct 12 - Oct 13
Quiet and cozy getaway in Kirkwood, IL
A compact bathroom with a washing machine, a towel rack, a shelf with a plant, and a shower curtain.

10. If you want quiet, peaceful, & a beautiful sunset, you’ll love House on the Hill

If you want quiet, peaceful, & a beautiful sunset, you’ll love House on the Hill
Media
10.0 out of 10, Exceptional, (2 reviews)
"Nice little place out in the country. Great place for a getaway!"
United States
Judy W.
The price is ￥15,790
￥25,101 total
includes taxes & fees
Oct 13 - Oct 14
If you want quiet, peaceful, & a beautiful sunset, you’ll love House on the Hill
A modern kitchen with wooden cabinets, a black refrigerator, a stainless steel sink, and a bar area with two bar stools.

11. Brand New SPACIOUS 2 BR Downtown Burlington! Unit 302N

Brand New SPACIOUS 2 BR Downtown Burlington! Unit 302N
Burlington
10.0 out of 10, Exceptional, (23 reviews)
"This was our second stay and can’t wait to stay again. Super clean and spacious."
United States
Heather H.
The price is ￥19,974
￥50,668 total
includes taxes & fees
Oct 21 - Oct 22
Brand New SPACIOUS 2 BR Downtown Burlington! Unit 302N
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

AmericInn by Wyndham West Burlington

AmericInn by Wyndham West Burlington

8/10 Good
"No complaints"
Bill 1-night trip
Posted 17 hours ago
AmericInn by Wyndham West Burlington

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

Are there vacation rentals in Oakville?

Yes, we give you a choice of vacation rentals close to well known attractions in Oakville, or you can select a secluded option if you'd like a relaxing place to stay.

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

La Casita Guest House: Located near Oakville, this vacation home rental is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Oakville?

Explore the area and family-friendly sights such as FunCity, or get out into nature at a spot like Mississippi River. In the larger area, you’ll find Big Hollow Recreation Area and Crystal Lake.

What are vacation rentals like in Oakville?

Vacation rentals are private properties you can reserve for a couple days or more in Oakville. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for family trips.