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

Caledon Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Caledon holiday rentals

A modern kitchen with a central island, stainless steel appliances, and a tiled backsplash.

1. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is S$423
includes taxes & fees
13 Nov - 14 Nov
Cozy 3BR Brampton
A deck with outdoor furniture, a brick building, and a view of greenery.

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
The price is S$552
includes taxes & fees
13 Nov - 14 Nov
GlobalStay 4 Bedrooms House in Brampton
A modern kitchen with a dining area, large windows, and a flat-screen TV.

3. Commerce Suites and Stays

Commerce Suites and Stays
4.5 star property
Vaughan
The price is S$387
includes taxes & fees
26 Nov - 27 Nov
Commerce Suites and Stays
A modern apartment with a balcony, a dining area, a living room with a sofa and ottoman, and a kitchen with a TV and fireplace.

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 S$249
includes taxes & fees
15 Nov - 16 Nov
Modern Apartments in North York
A modern living room with a grey sofa, yellow cushions, a glass coffee table, and a view of tall buildings through large windows.

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, (341 reviews)
"good location, good staff"
Canada
nathalia
The price is S$249
includes taxes & fees
15 Nov - 16 Nov
Modern Lillian Street Condos Midtown Toronto
Private kitchen

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 S$199
includes taxes & fees
23 Nov - 24 Nov
Spacious, Newly Renovated Legal Basement Apartment Near Airport
A modern living room with a grey sofa, patterned cushions, a coffee table with a plant, and a painting on the wall.

7. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
The price is S$210
includes taxes & fees
15 Nov - 16 Nov
Comfort Townhouse Suites
View from room

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 S$316
includes taxes & fees
21 Nov - 22 Nov
Etobicoke Suites
A single bed with a grey headboard, a grey blanket, and a folded towel. There is a window with a closed blind and a curtain. A cityscape painting is on the wall above the bed.

9. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is S$190
includes taxes & fees
28 Nov - 29 Nov
DT Townhouse Room Steps to Transit
A room with a sliding glass door, a fireplace, and a small window.

10. RH Executive Stay

RH Executive Stay
3.0 star property
Richmond Hill
The price is S$812
includes taxes & fees
22 Nov - 23 Nov
RH Executive Stay
A modern living space with a pool table, bar area, seating, and a TV.

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 S$437
includes taxes & fees
19 Nov - 20 Nov
Top Rated 4 Bedrooms, 5 Beds Near Airport
A modern living room with a grey sofa, a glass coffee table, and a patterned rug.

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 S$463
includes taxes & fees
24 Nov - 25 Nov
Spacious-cozy 2bed Condo in Square Ones Misissauga
A hotel room with a kitchen area, a TV displaying an underwater scene, a bed, and a view of the outdoors.

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 S$603
includes taxes & fees
24 Nov - 25 Nov
Stylish Cozy 1bedroom Condo in Square one Centre
A modern kitchen with a stainless steel refrigerator, a marble island with fruit, and a dining area with a gray sofa and table.

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 S$264
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caledon Hotel Reviews

Sandman Signature Toronto Airport Hotel

Sandman Signature Toronto Airport Hotel

10/10 Excellent
"Cleannnnnnnnnnnnnnnnnnnnnnnnnnnnnnnnnnn"
JUSTICE 1-night trip
Posted 1 hour ago
Sandman Signature Toronto Airport Hotel

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.

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.