A red barn, a white church, and a horse in a grassy field with autumn trees.

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Our top choices for Caledon holiday rentals

1. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is £240
includes taxes & fees
12 Sept - 13 Sept
Cozy 3BR Brampton

2. GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
4.0 star property
Creditview
8.8 out of 10, Excellent, (38 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
The price is £251
includes taxes & fees
22 Sept - 23 Sept
GLOBALSTAY Modern 3 BD House in Brampton

3. Bright & Cozy 2-bedroom Main Floor Suite

Bright & Cozy 2-bedroom Main Floor Suite
2.0 star property
Centre
10.0 out of 10, Exceptional, (1 review)
"Will definitely stay here again-"
Canada
Athalie
The price is £76
includes taxes & fees
1 Sept - 2 Sept
Bright & Cozy 2-bedroom Main Floor Suite

4. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
The price is £157
includes taxes & fees
28 Aug - 29 Aug
Cozy 1 Bedroom Townhouse

5. Modern Apartments in North York

Modern Apartments in North York
4.0 star property
North York
8.2 out of 10, Very good, (377 reviews)
"Great location, easy access to the subway. Nice to have a parking spot."
Canada
Stephanie
The price is £158
includes taxes & fees
2 Sept - 3 Sept
Modern Apartments in North York

6. Modern Lillian Street Condos Midtown Toronto

Modern Lillian Street Condos Midtown Toronto
4.0 star property
Old Toronto
8.4 out of 10, Very good, (313 reviews)
"Terrible."
Canada
Martin
The price is £180
includes taxes & fees
30 Aug - 31 Aug
Modern Lillian Street Condos Midtown Toronto

7. Etobicoke Suites

Etobicoke Suites
3.0 star property
Etobicoke
8.8 out of 10, Excellent, (32 reviews)
"Great pet friendly place to stay. Feels like home."
Canada
Alexander
Etobicoke Suites

8. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is £112
includes taxes & fees
30 Aug - 31 Aug
Newly Renovated Two Bedroom Apartment

9. Top Executive 10 Bedroom Home Near Airport

Top Executive 10 Bedroom Home Near Airport
2.0 star property
Mississauga
The price is £405
includes taxes & fees
2 Sept - 3 Sept
Top Executive 10 Bedroom Home Near Airport

10. Spacious-cozy 2bed Condo in Square Ones Misissauga

Spacious-cozy 2bed Condo in Square Ones Misissauga
2.5 star property
Downtown Mississauga
The price is £273
includes taxes & fees
31 Aug - 1 Sept
Spacious-cozy 2bed Condo in Square Ones Misissauga

11. Stylish Cozy 1bedroom Condo in Square one Centre

Stylish Cozy 1bedroom Condo in Square one Centre
2.0 star property
Downtown Mississauga
The price is £273
includes taxes & fees
31 Aug - 1 Sept
Stylish Cozy 1bedroom Condo in Square one Centre

12. Top Rated 4 Bedrooms, 5 Beds Near Airport

Top Rated 4 Bedrooms, 5 Beds Near Airport
2.0 star property
East Credit
2.0 out of 10, (1 review)
"Blood splatter all over the house..was not at all maintained. Would like some sort of compensation."
Canada
Nikki
The price is £263
includes taxes & fees
31 Aug - 1 Sept
Top Rated 4 Bedrooms, 5 Beds Near Airport

13. Comfortable City Home

Comfortable City Home
2.0 star property
Cooksville
10.0 out of 10, Exceptional, (1 review)
"Great place at great location! Near the airport and all the shopping/grocery places. The house is very clean, organized and has all the amenities you would ever need with great instructions and communication. Highly recommended!"
Canada
Stella
The price is £123
includes taxes & fees
21 Sept - 22 Sept
Comfortable City Home
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.
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Find out more about Caledon

Everything you need to know about Caledon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caledon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caledon holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caledon holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caledon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledon holiday rentals we have selected for you start as low as £86 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caledon rentals

At Expedia, we put the best Caledon holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Caledon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caledon holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caledon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Can I find holiday rentals in Caledon?

Yes, there are holiday rentals in Caledon close to Alton Mill Arts Centre, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Caledon is known for its spas. Make sure you have time to check out the golf courses and waterfalls during your trip.

What are some of the best holiday rentals that Caledon has to offer?

CasaLoma Private Oasis, minutes from the YYZ airport. (LIC 2026-005872-STA): This holiday home rental outside of Caledon offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Caledon?

Choose from 50 Expedia holiday rentals in Caledon for a memorable holiday.

What’s there to see and do in Caledon?

Cheltenham Badlands and Albion Hills Conservation Area are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Canada's Wonderland and Vaughan Mills Mall.

What’s a holiday rental in Caledon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Caledon. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip.