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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Caledon holiday rentals

Outdoor dining

1. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very good, (5 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is HK$395
HK$688 total
includes taxes & fees
20 Aug - 21 Aug
Studio Apartment in the heart of Caledon
Private kitchen

2. Caledon Estate

Caledon Estate
CALEDON
7.0 out of 10, Good, (2 reviews)
"Amenities were in extremely bad condition. Poor cleanliness than before. Often a go to spot for us. We invited our family and friends. They were not please with our communication and also on the experience."
United States
Rajesh B.
The price is HK$3,935
HK$6,529 total
includes taxes & fees
13 Aug - 14 Aug
Caledon Estate
2 bedrooms, iron/ironing board, Internet

3. Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
The price is HK$1,102
HK$1,424 total
includes taxes & fees
18 Aug - 19 Aug
Modern 2BR Private Suite |Prime Location
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$683
HK$803 total
includes taxes & fees
7 Sept - 8 Sept
Bright & Cozy 2-bedroom Main Floor Suite
Smart TV

5. STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.6 out of 10, Exceptional, (15 reviews)
"Property was well cared for and clean, checking in was straightforward and all necessary amenities were provided. Highly recommended"
United Kingdom
Parminder
The price is HK$776
HK$1,660 total
includes taxes & fees
19 Aug - 20 Aug
STUNNING & SPACIOUS 1 BEDROOM OASIS
Living area

6. 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, (39 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
The price is HK$1,497
HK$3,481 total
includes taxes & fees
18 Aug - 19 Aug
GLOBALSTAY Modern 3 BD House in Brampton
Coffee/tea maker, fridge, microwave, oven

7. Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
The price is HK$1,127
HK$1,892 total
includes taxes & fees
19 Aug - 20 Aug
Walkout Basement with Private Entrance
Property grounds

8. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is HK$676
HK$1,134 total
includes taxes & fees
17 Aug - 18 Aug
Lakeview private suite with kitchen (Twin or King)
Private kitchen

9. Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
8.0 out of 10, Very good, (1 review)
"Property was clean with a nice location. It was in the basement so a bit cold. There was no washer/dryer or dishwasher. Place was comfortable."
United States
Rita R.
The price is HK$888
HK$1,182 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Hiking

10. Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (684 reviews)
"Great convenient place to stay."
Canada
Lindsay
The price is HK$617
HK$697 total
includes taxes & fees
17 Aug - 18 Aug
Residence and Conference Centre – King City
Coffee/tea maker, fridge, microwave, oven

11. Mono countryside apartments

Mono countryside apartments
Orangeville
The price is HK$857
HK$1,147 total
includes taxes & fees
17 Aug - 18 Aug
Mono countryside apartments
Coffee/tea maker, fridge, microwave, oven

12. Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
New Springbrook
9.0 out of 10, Wonderful, (11 reviews)
"This was a nice place. It was clean and just like the pictures. But there was too much noise coming from upstairs."
United States
Phillippa
The price is HK$583
HK$1,029 total
includes taxes & fees
5 Sept - 6 Sept
Elegant 2 Bedroom Guest Suit
Private kitchen

13. COZY LUXURY BASEMENT APARTMENT

COZY LUXURY BASEMENT APARTMENT
Brampton
The price is HK$558
HK$905 total
includes taxes & fees
9 Sept - 10 Sept
COZY LUXURY BASEMENT APARTMENT
Private kitchen

14. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is HK$717
HK$1,188 total
includes taxes & fees
9 Sept - 10 Sept
Newly Renovated Two Bedroom Apartment
Outdoor dining

15. Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.4 out of 10, Good, (36 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
The price is HK$401
HK$937 total
includes taxes & fees
25 Aug - 26 Aug
Entire place, Ground level walkout Basement with Huge backyard
Outdoor dining

16. Modern, Self Contained Suite with Private Entrance, free parking and WIFI

Modern, Self Contained Suite with Private Entrance, free parking and WIFI
Georgetown
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Super comfortable and clean! Lovely host."
Canada
Trudy L.
The price is HK$722
HK$1,408 total
includes taxes & fees
2 Sept - 3 Sept
Modern, Self Contained Suite with Private Entrance, free parking and WIFI
Property grounds

17. Zen Nest - Cozy, conveniently located, and just minutes to the airport!

Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Ebenezer East
8.8 out of 10, Excellent, (13 reviews)
"It was a very nice place to stay. The communication was great with the host for everything that we needed."
United States
Mariah D.
The price is HK$761
HK$1,605 total
includes taxes & fees
20 Aug - 21 Aug
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
1 bedroom, WiFi, bed sheets

18. Chic Hotel-Style Retreat by Toronto Premium Outlets

Chic Hotel-Style Retreat by Toronto Premium Outlets
Halton Hills
9.6 out of 10, Exceptional, (5 reviews)
"Really nice, quiet, clean space in nature. Owners very pleasant and checked in to make sure we were taken care of. Good place for a couple. "
Canada
Maria
The price is HK$761
HK$1,357 total
includes taxes & fees
20 Aug - 21 Aug
Chic Hotel-Style Retreat by Toronto Premium Outlets
Coffee/tea maker, fridge, microwave, oven

19. Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400

Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
Kettleby, King City
10.0 out of 10, Exceptional, (2 reviews)
"Nice place"
Canada
mike
The price is HK$648
HK$1,229 total
includes taxes & fees
13 Aug - 14 Aug
Studio apartment 3mins from Carrying Place Golf Club & The Manor. Off HW 400
1 bedroom, bed sheets

20. Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
8.0 out of 10, Very good, (1 review)
The price is HK$564
HK$879 total
includes taxes & fees
13 Aug - 14 Aug
Bright and Cozy Tiny Pine House
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

Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

10/10 Excellent
"The whole experience was incredible and the beautiful woman at the front desk even upgraded my room for free!"
Natasha 1-night trip
Posted less than an hour ago
Hilton Toronto/Markham Suites Conference Centre & Spa

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
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  • 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 Brampton Fair Grounds, 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.