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Caledon Holiday Rentals

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Holiday Rentals in Caledon

Our top choices for Caledon holiday rentals

Residence & Conference Centre - Toronto

2.5 star property
7.8 out of 10, Good, (1110)
"Loved the place. "
Residence & Conference Centre - Toronto

Residence & Conference Centre - King City

2.0 star property
8.4 out of 10, Very good, (506)
"I really enjoy staying there."
Residence & Conference Centre - King City

Residence & Conference Centre - Oakville

1.5 star property
8.0 out of 10, Very good, (378)
"Great place to stay "
Residence & Conference Centre - Oakville

GLOBALSTAY Modern Lillian St Apartments

4.5 star property
7.2 out of 10, Good, (108)
"Spacious, well equipped & located "
GLOBALSTAY Modern Lillian St Apartments

GLOBALSTAY. Modern North York Condos

4.0 star property
6.8 out of 10, (146)
"The property and location was great but we were unable to get the door to the balcony to open and the TV did not work."
The price is AU$336
includes taxes & fees
1 Sept - 2 Sept
GLOBALSTAY. Modern North York Condos

Humber College Lakeshore Campus Residence

2.5 star property
7.6 out of 10, Good, (183)
"Quiet and good place .close to downtown area.affordable price.highly recommend "
Humber College Lakeshore Campus Residence

Vibrant City Retreat

2.0 star property
The price is AU$480
includes taxes & fees
1 Sept - 2 Sept
Vibrant City Retreat

Bright Suites Finch West by GLOBALSTAY

4.0 star property
6.8 out of 10, (10)
"good, but messed up parking arrangements"
The price is AU$352
includes taxes & fees
1 Sept - 2 Sept
Bright Suites Finch West by GLOBALSTAY

Cozy 2BR Retreat - Comfort & Convenience

2.0 star property
The price is AU$627
includes taxes & fees
1 Sept - 2 Sept
Cozy 2BR Retreat - Comfort & Convenience

Luxurious Comfy SQ1 Escape | 1BR+Den, Sleeps 4

8.8 out of 10, Excellent, (3)
"Our one week stay was fantastic. Ray was very responsive and helpful from the onset.From when we made inquiries,checked in and all the way to the last day of check out.The house was clean, appliances functioned effectively.Thought and effort was put into the interior decor. It's a place we would highly recommend!"
Luxurious Comfy SQ1 Escape | 1BR+Den, Sleeps 4

Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

8.4 out of 10, Very good, (12)
"This is such a beautiful little house, it really feels like your deep in the woods but in reality you're down the street from grocery stores! Would absolutely book again, and hope to in the future!"
Gorgeous cozy cottage besides a bustling stream, surrounded by gorgeous greenery

A semi detached 3 bedroom house

5.0 out of 10, (7)
"It was a nice place very convenient can sleep many people good for lots of kids"
The price is AU$413
includes taxes & fees
1 Sept - 2 Sept
A semi detached 3 bedroom house

Mississauga Manor - Meadowvale

4.0 star property
4.8 out of 10, (3)
"This property was a huge disappointment and not as described. We were placed in a basement unit despite booking what was advertised as a “premier house.” It’s not suitable for six guests. we were only five and still found it inadequate. Basic essentials were lacking: just two rolls of toilet paper for six days (the host was arguing with us that there was more even though we have picture proof there was two), towels smelled of mildew, and not enough sheets for the beds we requested. Amenities...
The price is AU$412
includes taxes & fees
24 Sept - 25 Sept
Mississauga Manor - Meadowvale

Pathway Suites

4.0 star property
7.4 out of 10, Good, (130)
"Love it here "
Pathway Suites

Walkout Ravine, Cottage feeling basement

10.0 out of 10, Exceptional, (1)
Walkout Ravine, Cottage feeling basement

Charming bungalow in lovely Richmond Hill with AC, WiFi

8.2 out of 10, Very good, (10)
"Highly recommend, will come again"
The price is AU$226
includes taxes & fees
11 Sept - 12 Sept
Charming bungalow in lovely Richmond Hill with AC, WiFi

Spacious 2BR Bsmt Apt w/ Free Parking

8.0 out of 10, Very good, (1)
"The place is very nice i couldn't ask for better quality and I would recommend it to my friends and family "
Spacious 2BR Bsmt Apt w/ Free Parking

Luxury NEW in-law Suite with separate entrance (Sleeps 3)

7.8 out of 10, Good, (15)
"Close to malls and airport host not responsive. Not luxury, sofa all busted. Bed not sturdy. Bathroom super small you mak my"
Luxury NEW in-law Suite with separate entrance (Sleeps 3)

A Modern Private Basement Suite – Richmond Hill

10.0 out of 10, Exceptional, (1)
"Had an incredible stay. Communication was great, they were very understanding that we were at Canadas Wonderland for the day and would be checking in late. Everything was exactly like they had advertised. Would definitely recommend. "
The price is AU$234
includes taxes & fees
14 Sept - 15 Sept
A Modern Private Basement Suite – Richmond Hill

New apartment SUPER easy to airport, DT & anywhere

9.6 out of 10, Exceptional, (4)
"Transportation Quiet place"
The price is AU$219
includes taxes & fees
1 Sept - 2 Sept
New apartment SUPER easy to airport, DT & anywhere
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

Find out more about Caledon

Everything you need to know about Caledon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caledon holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Caledon holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledon holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledon holiday rentals we have selected for you start as low as AU$219 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Caledon rentals

At Expedia, we put the best Caledon holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Caledon?

Yes, there are holiday rentals in Caledon close to Brampton Fair Grounds, 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?

Vibrant City Retreat: This holiday home rental outside of Caledon comes with free WiFi so that you can feel at home during your trip.

How many holiday rentals are there in Caledon?

Choose from 41 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 scenic spots to enjoy the outdoors, whereas Alton Mill Arts Centre is one of the cultural attractions. 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.