Orangeville holiday rentals

We found 58 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 6 homes and other holiday rentals in Orangeville that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as cable TV and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Delight in the picturesque landscape of Orangeville

Enjoy the monuments and other features of Orangeville. This city's hockey games, skiing and sightseeing draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Orangeville

Are you searching for attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Orangeville a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hockley Valley Resort (4.5 mi / 7.2 km)
  • Osprey Valley Golf (5.5 mi / 8.8 km)
  • Caledon Ski Club (9.1 mi / 14.6 km)
  • Caledon Country Club (12.5 mi / 20.2 km)
  • Albion Hills Conservation Area (13.2 mi / 21.2 km)
  • Heathlands Links at Osprey Valley (6 mi / 9.7 km)

Exploring the natural landscape of Orangeville

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Orangeville is a great place to spend some time outside. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Mono Cliffs Provincial Park (8.9 mi / 14.3 km)
  • Belfountain Conservation Area (9.6 mi / 15.4 km)
  • Island Lake Conservation Area (0.8 mi / 1.3 km)
  • Cheltenham Badlands (12.5 mi / 20.2 km)
  • Albion Hills Conservation Area (13.2 mi / 21.2 km)
  • Hockley Valley Provincial Park (4.9 mi / 7.8 km)

Transport options to and around Orangeville

The nearest airport is in Toronto, ON (YYZ-Pearson Intl.), located 29.2 mi (47 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into Kitchener, ON (YKF-Region of Waterloo Intl.), which is 35.2 mi (56.7 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Orangeville?

Length of stay, season and property type are some of the things that can affect the price of a holiday home. Simply click on your travel dates to find your perfect fit. From homey country cottages to plush villas, all Stayz holiday homes offer unbeatable value.

How much does it cost to rent a beach house in Orangeville?

The average price for a holiday home near the beach in Orangeville will depend on when you're going and the size and style of property you want. Find prices easily on Stayz by entering your travel dates and destination. Then use our handy filter tool to select the number of bedrooms and amenities that you prefer, like WiFi, air conditioning and a pool.

What are the top attractions for families in Orangeville?

Keeping the kids entertained during your Orangeville holiday is child's play with these leading family-friendly attractions:

  • Mono Cliffs Provincial Park
  • Hockley Valley Provincial Park
  • Island Lake Conservation Area

How old do you have to be to rent a holiday home in Orangeville?

The minimum required age is generally 16, 18 or 21. It can differ across properties on Stayz, so check the rules of your preferred Orangeville holiday home before booking your escape.

How long can I rent a holiday home in Orangeville for?

It's down to the Orangeville property. To browse available options offering extended stays, simply enter your travel dates and guest number into Stayz. Enjoy having the whole place to yourself, along with the comforts of home like air conditioning, a fully-equipped kitchen and a yard where your little ones can play. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.

More Holiday Rentals ideas