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

Caledon Holiday Rentals

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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 NZ$594
includes taxes & fees
16 Nov - 17 Nov
Cozy 3BR Brampton

2. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
8.4 out of 10, Very good, (6 reviews)
"Great stay, no complaints"
Canada
Chris
GlobalStay 4 Bedrooms House in Brampton

3. Commerce Suites and Stays

Commerce Suites and Stays
4.5 star property
Vaughan
The price is NZ$544
includes taxes & fees
23 Nov - 24 Nov
Commerce Suites and Stays

4. Modern Apartments in North York

Modern Apartments in North York
3.0 star property
North York
8.0 out of 10, Very good, (408 reviews)
"Great place, and check in was pretty easy as they provided detailed instructions."
Canada
Shubeedsha
The price is NZ$326
includes taxes & fees
19 Nov - 20 Nov
Modern Apartments in North York

5. 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, (342 reviews)
"good location, good staff"
Canada
nathalia
The price is NZ$358
includes taxes & fees
16 Nov - 17 Nov
Modern Lillian Street Condos Midtown Toronto

6. Spacious, Newly Renovated Legal Basement Apartment Near Airport

Spacious, Newly Renovated Legal Basement Apartment Near Airport
2.0 star property
Meadowvale Village
8.0 out of 10, Very good, (4 reviews)
"Host is excellent!"
Canada
Katrina
The price is NZ$269
includes taxes & fees
16 Nov - 17 Nov
Spacious, Newly Renovated Legal Basement Apartment Near Airport

7. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
10.0 out of 10, Exceptional, (1 review)
"Nice place"
Canada
Logan
The price is NZ$294
includes taxes & fees
16 Nov - 17 Nov
Comfort Townhouse Suites

8. Etobicoke Suites

Etobicoke Suites
3.0 star property
Etobicoke
8.8 out of 10, Excellent, (36 reviews)
"Great pet friendly place to stay. Feels like home."
Canada
Alexander
The price is NZ$477
includes taxes & fees
21 Nov - 22 Nov
Etobicoke Suites

9. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is NZ$266
includes taxes & fees
28 Nov - 29 Nov
DT Townhouse Room Steps to Transit

10. RH Executive Stay

RH Executive Stay
3.0 star property
Richmond Hill
The price is NZ$1,140
includes taxes & fees
16 Nov - 17 Nov
RH Executive Stay

11. 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 NZ$484
includes taxes & fees
29 Nov - 30 Nov
Top Rated 4 Bedrooms, 5 Beds Near Airport

12. 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 NZ$653
includes taxes & fees
16 Nov - 17 Nov
Spacious-cozy 2bed Condo in Square Ones Misissauga

13. 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 NZ$847
includes taxes & fees
16 Nov - 17 Nov
Stylish Cozy 1bedroom Condo in Square one Centre

14. Comfortable City Home

Comfortable City Home
2.0 star property
Cooksville
7.4 out of 10, Good, (3 reviews)
"I honestly wasn’t expecting anything spectacular because I’ve never booked through Expedia before, but the place was awesome! Very clean, many amenities, very responsive host. Neighborhood was really nice too! We would definitely stay here again."
United States
Courtney
The price is NZ$372
includes taxes & fees
24 Nov - 25 Nov
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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Top Caledon Hotel Reviews

Find out more about Caledon

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Caledon holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Caledon. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Caledon. Seeing all the best attractions is bound to make you fall in love with Caledon. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Caledon short-term rentals, that won’t be hard to do.

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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?

Elegant 2 Bedroom Guest Suit: This holiday home rental outside of Caledon is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Caledon?

Choose from 49 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.