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

Caledon Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Caledon vacation rentals

A modern living room with a grey sectional sofa, a round coffee table, and a large rug. There is a kitchen area with a dining table and chairs, a refrigerator, and a TV.

1. 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, (40 reviews)
"Older property Clean"
Canada
Sukhdev
The price is P7,841
P22,637 total
includes taxes & fees
Oct 8 - Oct 9
GLOBALSTAY Modern 3 BD House in Brampton
A kitchen with a white countertop, a toaster, and shelves with mugs and glassware.

2. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is P11,860
P19,649 total
includes taxes & fees
Oct 25 - Oct 26
Cozy 3BR Brampton
A spacious living area with a wooden floor, a grey sofa, a wooden coffee table, and a staircase with a railing.

3. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
7.6 out of 10, Good, (4 reviews)
"Great stay, no complaints"
Canada
Chris
The price is P14,263
P30,184 total
includes taxes & fees
Oct 18 - Oct 19
GlobalStay 4 Bedrooms House in Brampton
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
4.0 star property
North York
8.2 out of 10, Very good, (393 reviews)
"Excellent location!! Lots of shops and restaurants near by and downtown TO is a short uber ride away. We loved it."
Canada
Alexander
The price is P7,907
P14,732 total
includes taxes & fees
Oct 8 - Oct 9
Modern Apartments in North York
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

5. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is P4,744
P9,498 total
includes taxes & fees
Oct 17 - Oct 18
DT Townhouse Room Steps to Transit
A modern living room with a grey sofa, yellow cushions, a glass coffee table, and a view of tall buildings through large windows.

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, (330 reviews)
"good location, good staff"
Canada
nathalia
The price is P8,368
P13,706 total
includes taxes & fees
Oct 8 - Oct 9
Modern Lillian Street Condos Midtown Toronto
A modern kitchen with a dining area, large windows, and a flat-screen TV.

7. Commerce Suites and Stays

Commerce Suites and Stays
4.5 star property
Vaughan
The price is P9,497
P18,949 total
includes taxes & fees
Nov 1 - Nov 2
Commerce Suites and Stays
Private kitchen

8. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
6.0 out of 10, (2 reviews)
"This place is very nice and clean The hallway is enough place for children playing Look like our home Reasonable price Thank you"
Canada
Umaranee
The price is P5,687
P9,367 total
includes taxes & fees
Oct 8 - Oct 9
Newly Renovated Two Bedroom Apartment
View from room

9. Etobicoke Suites

Etobicoke Suites
3.0 star property
Etobicoke
8.6 out of 10, Excellent, (35 reviews)
"Great pet friendly place to stay. Feels like home."
Canada
Alexander
The price is P7,215
P15,482 total
includes taxes & fees
Oct 8 - Oct 9
Etobicoke Suites
Living area

10. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
Cozy 1 Bedroom Townhouse
A multi-story residential building with a central staircase, balconies, and a brick facade.

11. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
Comfort Townhouse Suites
A room with a sliding glass door, a fireplace, and a small window.

12. RH Executive Stay

RH Executive Stay
3.0 star property
Richmond Hill
The price is P31,099
P39,490 total
includes taxes & fees
Oct 8 - Oct 9
RH Executive Stay
A modern living room with a grey sofa, a glass coffee table, and a patterned rug.

13. 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 P14,185
P22,665 total
includes taxes & fees
Oct 8 - Oct 9
Spacious-cozy 2bed Condo in Square Ones Misissauga
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
6.0 out of 10, (2 reviews)
"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 P7,108
P12,912 total
includes taxes & fees
Oct 8 - Oct 9
Comfortable City Home
A hotel room with a kitchen area, a TV displaying an underwater scene, a bed, and a view of the outdoors.

15. 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 P14,185
P22,665 total
includes taxes & fees
Oct 8 - Oct 9
Stylish Cozy 1bedroom Condo in Square one Centre
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

Monte Carlo Inn - Brampton Suites

Monte Carlo Inn - Brampton Suites

10/10 Excellent
"Well managed"
Nirojan 1-night trip
Posted 1 hour ago
Monte Carlo Inn - Brampton Suites

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:

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

Frequently asked questions

Can I find vacation rentals in Caledon?

Yes, you can find vacation rentals in Caledon near Alton Mill Arts Centre, or you can choose a more remote 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 vacation rentals are there in Caledon?

Choose from 49 Expedia vacation rentals in Caledon for a memorable vacation.

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 larger area, you’ll find popular places like Canada's Wonderland and Vaughan Mills Mall.

What’s a vacation rental in Caledon like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Caledon. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.