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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Caledon vacation rentals

Apartment | Exterior

1. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is ￥34,516
￥52,068 total
includes taxes & fees
Sep 12 - Sep 13
Cozy 3BR Brampton
Family House, 3 Bedrooms, Kitchen, Lake View | Living area | Flat-screen TV, Netflix, streaming services

2. 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, (38 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
The price is ￥16,475
￥54,516 total
includes taxes & fees
Sep 22 - Sep 23
GLOBALSTAY Modern 3 BD House in Brampton
Living room

3. 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 ￥13,941
￥16,382 total
includes taxes & fees
Sep 15 - Sep 16
Bright & Cozy 2-bedroom Main Floor Suite
Deluxe Townhome | Living area

4. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
The price is ￥17,557
￥34,674 total
includes taxes & fees
Aug 29 - Aug 30
Cozy 1 Bedroom Townhouse
Elite Apartment, 2 Bedrooms, Fireplace, City View | Living area | 43-inch flat-screen TV with digital channels, Smart TV, Netflix

5. Modern Apartments in North York

Modern Apartments in North York
4.0 star property
North York
8.2 out of 10, Very Good, (377 reviews)
"Great location, easy access to the subway. Nice to have a parking spot."
Canada
Stephanie
The price is ￥21,745
￥39,828 total
includes taxes & fees
Sep 27 - Sep 28
Modern Apartments in North York
Executive Apartment, 2 Bedrooms, Balcony, City View | Living area | 43-inch flat-screen TV with digital channels, TV, Netflix

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, (313 reviews)
"Terrible."
Canada
Martin
The price is ￥23,319
￥37,577 total
includes taxes & fees
Aug 30 - Aug 31
Modern Lillian Street Condos Midtown Toronto
Premium Townhome, 2 Bedrooms, Terrace, Lakeside | View from room

7. Etobicoke Suites

Etobicoke Suites
3.0 star property
Etobicoke
8.8 out of 10, Excellent, (32 reviews)
"Great pet friendly place to stay. Feels like home."
Canada
Alexander
The price is ￥26,688
￥49,883 total
includes taxes & fees
Aug 31 - Sep 1
Etobicoke Suites
Private kitchen

8. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is ￥13,898
￥23,394 total
includes taxes & fees
Aug 30 - Aug 31
Newly Renovated Two Bedroom Apartment
Condo, 2 Bedrooms, Balcony, City View | Living room

9. Spacious-cozy 2bed Condo in Square Ones Misissauga

Spacious-cozy 2bed Condo in Square Ones Misissauga
2.5 star property
Downtown Mississauga
Spacious-cozy 2bed Condo in Square Ones Misissauga
Condo, 1 Bedroom, Patio | Room amenity

10. Stylish Cozy 1bedroom Condo in Square one Centre

Stylish Cozy 1bedroom Condo in Square one Centre
2.0 star property
Downtown Mississauga
Stylish Cozy 1bedroom Condo in Square one Centre
House, 4 Bedrooms, Accessible | Room amenity

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
Top Rated 4 Bedrooms, 5 Beds Near Airport
House, 2 Bedrooms | Interior

12. 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 ￥17,555
￥26,765 total
includes taxes & fees
Sep 23 - Sep 24
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

Holiday Inn Toronto - Int'l Airport by IHG

Holiday Inn Toronto - Int'l Airport by IHG

10/10 Excellent
"Enjoyed our stay. Staff was very friendly and helpful."
Lesli 1-night trip
Posted less than an hour ago
Holiday Inn Toronto - Int'l Airport by IHG

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.

What's the top vacation rental in Caledon?

CasaLoma Private Oasis, minutes from the YYZ airport. (LIC 2026-005872-STA): This vacation home rental outside of Caledon offers an outdoor pool, a patio, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Caledon?

Choose from 50 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.