60+ Private Villas and Holiday Rentals in Oakwood Village |
  1. Canada
  2. Ontario
  3. Toronto
  4. Oakwood Village

Oakwood Village Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Oakwood Village

Discover more than 60 vacation rentals available in Oakwood Village. 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 Oakwood Village.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oakwood Village, 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 Oakwood Village. On average, places to stay near Oakwood Village offer 193.74 ft², with nightly prices averaging US $108.

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

Show more
Show less

Top Accommodation Types in Oakwood Village

Type Count
Vacation Homes 25
Holiday Apartments 15

Use these Quick Filters to Find a Holiday Rental in Oakwood Village

★ 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 Oakwood Village.

Weather in Oakwood Village, ON

View the weather forecast for Oakwood Village before booking your Oakwood Village 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

Other Places to Stay in Oakwood Village, ON


Saint Clair West Village 1,783 Properties

Frequently Asked Questions About Oakwood Village?

What are the top holiday rentals in Oakwood Village?

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

Which holiday homes in Oakwood Village are best for families?

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

How many Casai.com holiday rentals are available in Oakwood Village?

As of 2025, Casai boasts over 60 properties listed in the Oakwood Village area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oakwood Village.

Nearby Neighborhood (12) 
Neighborhood Property Count
Midtown Toronto Vacation Rentals in Toronto, Ontario 322
York Vacation Rentals in Toronto, Ontario 198
Fairbank Vacation Rentals in Toronto, Ontario 34
Earlscourt Vacation Rentals in Toronto, Ontario 31
Wychwood Vacation Rentals in Toronto, Ontario 29
Bracondale Hill Vacation Rentals in Toronto, Ontario 2759
Cedarvale Vacation Rentals in Toronto, Ontario 1265
Humewood-Cedarvale Vacation Rentals in Toronto, Ontario 1265
Regal Heights Vacation Rentals in Toronto, Ontario 1871
Briar Hill - Belgravia Vacation Rentals in Toronto, Ontario 644
Saint Clair West Village Vacation Rentals in Toronto, Ontario 1783
Forest Hill North Vacation Rentals in Toronto, Ontario 773

People Also Ask

There are 60 Oakwood Village, ON Holiday Rentals

Recently Booked Holiday Rentals in Oakwood Village