Caledon Holiday Rentals

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Our top choices for Caledon holiday rentals

4.0 star property
8.4 out of 10, Very good, (21)
"Very clean, comfortable, and well located. We really enjoyed our stay."
Canada
Sophia
The price is NZ$583
includes taxes & fees
4 Jan - 5 Jan 2026
GLOBALSTAY Modern 3 BD House in Brampton
4.5 star property
8.0 out of 10, Very good, (201)
"Great stay "
Canada
Marta
The price is NZ$327
includes taxes & fees
21 Jan - 22 Jan 2026
Modern Lillian Street Condos Midtown Toronto

Aparthotel in North York

Modern Apartments in North York
4.0 star property
7.8 out of 10, Good, (254)
"Great stay "
Canada
Marta
The price is NZ$369
includes taxes & fees
30 Dec - 31 Dec
Modern Apartments in North York
3.5 star property
9.8 out of 10, Exceptional, (16)
"Fantastic location "
Canada
alireza
The price is NZ$516
includes taxes & fees
30 Dec - 31 Dec
The Greenville Deluxe Suites & Towers
3.0 star property
9.0 out of 10, Wonderful, (18)
"Really nice stay"
Canada
Scott
Etobicoke 2 Bedroom Townhouse Close to Waterfront

Aparthotel in North York

RivetStays - The Westmount Suites
2.0 star property
The price is NZ$323
includes taxes & fees
4 Jan - 5 Jan 2026
RivetStays - The Westmount Suites

Aparthotel in North York

Bright Suites Finch West
4.0 star property
8.6 out of 10, Excellent, (34)
"Very clean, comfortable, and well located. We really enjoyed our stay."
Canada
Sophia
The price is NZ$367
includes taxes & fees
30 Dec - 31 Dec
Bright Suites Finch West

Apartment in Richmond Hill

Fully Furnished Private Guest Suite
3.0 star property
The price is NZ$503
includes taxes & fees
4 Jan - 5 Jan 2026
Fully Furnished Private Guest Suite

Holiday Home in Lisgar

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...
United States
Kareem
The price is NZ$433
includes taxes & fees
28 Jan - 29 Jan 2026
Mississauga Manor - Meadowvale
2.0 star property
The price is NZ$703
includes taxes & fees
30 Dec - 31 Dec
Cozy 2BR Retreat - Comfort & Convenience

Holiday Home in Thornhill

The Hideaway Haven
2.0 star property
The price is NZ$2,574
includes taxes & fees
10 Jan - 11 Jan 2026
The Hideaway Haven
4.0 star property
5.0 out of 10, (4)
"Great"
Canada
tejinder kaur
Luxury 2 bedroom 2 full baths rooms
3.5 star property
6.0 out of 10, (1)
"The property is a sub basement of a house. The entrance is through the garage and it’s tiny. Difficult to get thru the doors to the basement. The place is minimally furnished. It is located at the far north end of Richmond Hill away from commercial activities. I would not rent this place again. Owner is quick to respond to requests. "
United States
Reva
The price is NZ$298
includes taxes & fees
4 Jan - 5 Jan 2026
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
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 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 favorite 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 depends 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 NZ$150 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 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?

Charming 4-bedroom bungalow with Pool in soothing Mississauga: This holiday home rental outside of Caledon offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Caledon?

Choose from 45 Expedia holiday rentals in Caledon for a memorable holiday.

What’s there to see and do in Caledon?

Albion Hills Conservation Area and Belfountain Conservation Area are a couple of scenic spots to enjoy the outdoors, whereas Alton Mill Arts Centre is one of the cultural attractions. While here, Royal Ambassador Banquet and Caledon Ski Club are other places worth a visit.

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.