160+ Private Villas and Holiday Rentals in Oakville |
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Oakville Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Oakville

Discover more than 160 vacation rentals available in Oakville. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oakville.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakville, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oakville. On average, places to stay near Oakville offer 625.31 ft², with nightly prices averaging CA $276.

With Casai, finding and comparing holiday rentals in Oakville is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Oakville

Type Count
Vacation Homes 87
Holiday Apartments 35
Villas 1

Use these Quick Filters to Find a Holiday Rental in Oakville

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oakville.

Weather in Oakville, ON

View the weather forecast for Oakville before booking your Oakville Vacation Rentals to confirm your best time to go.

December - February
High 23°F       Low 2°F
March - May
High 65°F       Low 12°F
June - August
High 76°F       Low 49°F
September - November
High 65°F       Low 8°F

Top Attractions Around Oakville, ON

Casai offers a large selection of top attractions around Oakville . Research things to do on your vacation before you visit Oakville.


Sheridan College
Coronation Park
Oakville Entertainment Centrum
Oakville Centre for the Performing Arts
Glen Abbey Golf Course
iFLY Toronto Oakville
Oakville Galleries
Gairloch Gardens
Kerr Village
Oakville Art Society
Joshua Creek Heritage Art Centre
Bronte Heritage Park
Saw-Whet golf course
Oakville Museum
Sovereign House
Cameron's Brewing Company
Canadian Golf Hall Of Fame
Lake Ontario
Bronte Creek Provincial Park

Other Places to Stay in Oakville, ON


Joshua Creek Heritage Art Centre 133 Properties
Oakville Entertainment Centrum 126 Properties
iFLY Toronto Oakville 121 Properties
Clearview 117 Properties
Glen Abbey Golf Course 109 Properties
Canadian Golf Hall Of Fame 106 Properties
Sheridan College 98 Properties
Oakville Art Society 93 Properties
West Oak Trails 91 Properties
Cameron's Brewing Company 90 Properties
Glen Abbey 89 Properties
West Oakville 72 Properties

Frequently Asked Questions About Oakville?

What are the top holiday rentals in Oakville?

With numerous options available in Oakville, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oakville:

How many holiday rentals have private pools in Oakville?

Discover a selection of holiday rentals with private pools near Oakville with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Oakville are best for families?

If you're searching for a family-friendly holiday home in Oakville, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oakville:

How many Casai.ca holiday rentals are available in Oakville?

As of 2025, Casai boasts over 160 properties listed in the Oakville area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakville.

Nearby Neighborhood (7) 
Neighborhood Property Count
Sheridan Vacation Rentals in Toronto, Ontario 30
Clarkson-Lorne Park Vacation Rentals in Toronto, Ontario 26
Clearview Vacation Rentals in Toronto, Ontario 117
West Oak Trails Vacation Rentals in Toronto, Ontario 91
Glen Abbey Vacation Rentals in Toronto, Ontario 89
West Oakville Vacation Rentals in Toronto, Ontario 72
Bronte Vacation Rentals in Toronto, Ontario 73

People Also Ask

There are 160 Oakville, ON Holiday Rentals

Recently Booked Holiday Rentals in Oakville