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

Caledon Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Caledon holiday rentals

Hiking

1. Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (653 reviews)
"Great convenient place to stay."
Canada
Lindsay
The price is HK$569
HK$644 total
includes taxes & fees
13 Aug - 14 Aug
Residence and Conference Centre – King City
Porch

2. Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very good, (1,538 reviews)
"perfact for family stay"
Canada
NISHA
The price is HK$636
HK$719 total
includes taxes & fees
13 Aug - 14 Aug
Residence and Conference Centre – Toronto
Living area

3. GLOBALSTAY Modern 3 BD House in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
4.0 star property
Creditview
8.6 out of 10, Excellent, (38 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
The price is HK$1,090
HK$2,987 total
includes taxes & fees
9 Aug - 10 Aug
GLOBALSTAY Modern 3 BD House in Brampton
Living room

4. 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 HK$680
HK$799 total
includes taxes & fees
10 Aug - 11 Aug
Bright & Cozy 2-bedroom Main Floor Suite
2 bedrooms, desk, laptop workspace, blackout curtains

5. Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very good, (441 reviews)
"Was very clean and accommodating"
Canada
Jahmy
The price is HK$664
HK$751 total
includes taxes & fees
5 Aug - 6 Aug
Residence & Conference Centre - Oakville
Living area

6. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
The price is HK$1,803
HK$4,809 total
includes taxes & fees
18 Aug - 19 Aug
GlobalStay 4 Bedrooms House in Brampton
Private kitchen

7. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is HK$711
HK$1,180 total
includes taxes & fees
10 Aug - 11 Aug
Newly Renovated Two Bedroom Apartment
Living room

8. 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 HK$1,799
HK$2,875 total
includes taxes & fees
7 Aug - 8 Aug
Spacious-cozy 2bed Condo in Square Ones Misissauga
Room amenity

9. 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 HK$1,799
HK$2,875 total
includes taxes & fees
7 Aug - 8 Aug
Stylish Cozy 1bedroom Condo in Square one Centre
Interior

10. 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 HK$1,077
HK$1,570 total
includes taxes & fees
1 Sept - 2 Sept
Comfortable City Home
Exterior

11. Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
3.5 star property
Richmond Hill
8.0 out of 10, Very good, (2 reviews)
"Great hosts. Very accommodating "
Canada
Brent
The price is HK$858
HK$1,533 total
includes taxes & fees
3 Sept - 4 Sept
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
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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Top Caledon Hotel Reviews

Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

10/10 Excellent
"Great location and Moxies was great"
Marc 2-night trip
Posted less than an hour ago
Sandman Signature Toronto Airport Hotel

Find out more about Caledon

Search for holiday rentals in Caledon on Expedia! You can easily find your home rentals, villas, holiday apartments in Caledon using one of the methods below:

  • View our selection of featured holiday rentals in Caledon
  • Use the map to find apartments and other holiday homes in the Caledon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Caledon while they last

Look no further and take a look at our great range of rental properties in Caledon!

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 51 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.