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Caledon holiday lettings

We found 448 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of 23 homes and other holiday rentals in Caledon that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
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  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the lush setting in Caledon

The countryside, waterfalls and forests are the perfect backdrop to your holiday home in Caledon. This city's golfing, horse riding and spas draw many visitors. Canada's Wonderland and Vaughan Mills Mall are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Caledon

Are you hoping to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Caledon a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Canada's Wonderland (16.5 mi / 26.6 km)
  • Osprey Valley Golf (8.5 mi / 13.6 km)
  • Hockley Valley Resort (12.9 mi / 20.8 km)
  • Wet 'n' Wild Toronto (13.3 mi / 21.4 km)
  • Woodbine Racetrack (15.9 mi / 25.6 km)
  • Legoland Discovery Centre Toronto (17 mi / 27.3 km)

Exploring the natural landscape of Caledon

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Caledon is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Belfountain Conservation Area (7.3 mi / 11.8 km)
  • Kortright Centre for Conservation (13.9 mi / 22.4 km)
  • Mono Cliffs Provincial Park (17.5 mi / 28.2 km)
  • Downsview Park (20.7 mi / 33.3 km)
  • Rockwood Conservation Area (20.7 mi / 33.3 km)
  • Cheltenham Badlands (5.5 mi / 8.9 km)

How to get to and around Caledon

The nearest airport is in Toronto, ON (YYZ-Pearson Intl.), located 16.9 mi (27.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 27.8 mi (44.7 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Caledon?

Based on our research, houses are the most sought-after holiday property type in Caledon. But that goes without saying, everyone's idea of an awesome stay can differ. Vrbo has holiday rentals of all sizes, shapes and budgets, and we'll help you locate your ideal match.

How much does it cost to rent a holiday rental in Caledon?

The average price for a holiday rental in Caledon can vary based on factors such as property type, length of stay and season. Whether you're dreaming about a sprawling house with room for friends and family or an apartment for just you and the kids, just add your travel dates to see some great-value stays.

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

When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Caledon travel dates to view your options on Vrbo. Can't live without a private pool? Use our filters to select the features and amenities you need.

Are there pet-friendly holiday rentals in Caledon?

Yes. You can pick from 12 holiday rentals that cater to pets in Caledon. Lots of our pet-friendly holiday rentals even come with an outdoor space for your fur child to have fun in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect digs on Vrbo.

Can I rent a house with a pool in Caledon?

Add an extra layer of fun to your trip by booking your family into one of the two houses with a private pool in Caledon. Use our handy search filter to find the kind of property you want on Vrbo, and then spend lazy days splashing about in a swimming pool that's just for you.

What are popular rental amenities in Caledon?

When it comes to rental amenities that guests look for in Caledon, a barbecue grill, a garden and ski-in/ski-out facilities are the most popular. With Vrbo holiday rentals, you'll find options to match your style and taste, whether you're on a trip with friends, relatives or even pets.

Are there large group holiday rentals in Caledon?

Take your pick of six Vrbo holiday properties in Caledon that can sleep five or more people. You'll enjoy all the space and privacy you need to hang out with your loved ones — and nobody else.

Are there holiday rentals in Caledon that welcome kids?

Gather your entire family for an epic adventure in Caledon at one of our 12 family-friendly holiday rentals. Lots of these stays feature amenities that are just perfect for trips with the little ones, such as laundry facilities, multiple bedrooms and entertainment units. Simply click on the "Properties good for families" filter and pick out your favourite.

What are the top attractions for families in Caledon?

Keeping the kids amused during your stay in Caledon is a breeze with these fabulous family-friendly attractions:

  • Caledon Equestrian Park
  • Albion Hills Conservation Area
  • Cheltenham Badlands

Are there one-bedroom holiday rentals in Caledon?

Yes, you can pick from three one-bedroom rentals in Caledon. Whether you're looking for a townhouse or a fancy condo, Vrbo's one-bedroom properties are just right if you don't need tons of space. One of the main perks of having your own pad? You'll never need to share your trip with strangers.

Can I find two-bedroom holiday rentals in Caledon?

Gather your besties and enjoy a relaxing escape in one of the two two-bedroom holiday rentals Caledon has to offer.

Are there holiday rentals with WiFi in Caledon?

You'll find seven holiday rentals with WiFi in Caledon. If you'd like to disconnect from daily life during your trip, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.

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