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

Caledon Vacation Rentals

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Our top choices for Caledon vacation rentals

1. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is CA $300
CA $453 total
includes taxes & fees
Sep 12 - Sep 13
Cozy 3BR Brampton

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 CA $143
CA $474 total
includes taxes & fees
Sep 22 - Sep 23
GLOBALSTAY Modern 3 BD House in Brampton

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 CA $121
CA $143 total
includes taxes & fees
Sep 1 - Sep 2
Bright & Cozy 2-bedroom Main Floor Suite

4. Cozy 1 Bedroom Townhouse

Cozy 1 Bedroom Townhouse
2.0 star property
Erin Mills
Cozy 1 Bedroom Townhouse

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 CA $202
CA $362 total
includes taxes & fees
Sep 27 - Sep 28
Modern Apartments in North York

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 CA $202
CA $326 total
includes taxes & fees
Aug 30 - Aug 31
Modern Lillian Street Condos Midtown Toronto

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 CA $268
CA $477 total
includes taxes & fees
Aug 31 - Sep 1
Etobicoke Suites

8. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is CA $121
CA $204 total
includes taxes & fees
Aug 30 - Aug 31
Newly Renovated Two Bedroom Apartment

9. Top Executive 10 Bedroom Home Near Airport

Top Executive 10 Bedroom Home Near Airport
2.0 star property
Mississauga
Top Executive 10 Bedroom Home Near Airport

10. 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

11. 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

12. 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

13. 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 CA $153
CA $233 total
includes taxes & fees
Sep 9 - Sep 10
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

Everything you need to know about Caledon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caledon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caledon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caledon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caledon. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledon vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledon vacation rentals we have selected for you start as low as CA $154 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caledon rentals

At Expedia, we put the best Caledon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Caledon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caledon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caledon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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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.