Caledon Holiday Rentals

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Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Caledon holiday rentals

Living area
GLOBALSTAY Modern 3 BD House in Brampton

Holiday Home in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
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 S$437
includes taxes & fees
4 Jan - 5 Jan, 2026
GLOBALSTAY Modern 3 BD House in Brampton
Individually decorated, individually furnished, desk, laptop workspace
Modern Lillian Street Condos Midtown Toronto

Aparthotel in Old Toronto

Modern Lillian Street Condos Midtown Toronto
4.5 star property
8.0 out of 10, Very good, (201)
"Great stay "
Canada
Marta
The price is S$245
includes taxes & fees
21 Jan - 22 Jan, 2026
Modern Lillian Street Condos Midtown Toronto
View from room
Modern Apartments in North York

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 S$277
includes taxes & fees
30 Dec - 31 Dec
Modern Apartments in North York
City view
The Greenville Deluxe Suites & Towers

Aparthotel in North York

The Greenville Deluxe Suites & Towers
3.5 star property
9.8 out of 10, Exceptional, (16)
"Fantastic location "
Canada
alireza
The price is S$373
includes taxes & fees
30 Dec - 31 Dec
The Greenville Deluxe Suites & Towers
Living area
Etobicoke 2 Bedroom Townhouse Close to Waterfront

Aparthotel in Etobicoke

Etobicoke 2 Bedroom Townhouse Close to Waterfront
3.0 star property
9.0 out of 10, Wonderful, (18)
"Really nice stay"
Canada
Scott
Etobicoke 2 Bedroom Townhouse Close to Waterfront
Private kitchen
RivetStays - The Westmount Suites

Aparthotel in North York

RivetStays - The Westmount Suites
2.0 star property
The price is S$242
includes taxes & fees
4 Jan - 5 Jan, 2026
RivetStays - The Westmount Suites
Private kitchen
Bright Suites Finch West

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 S$275
includes taxes & fees
30 Dec - 31 Dec
Bright Suites Finch West
Interior
Fully Furnished Private Guest Suite

Apartment in Richmond Hill

Fully Furnished Private Guest Suite
3.0 star property
The price is S$377
includes taxes & fees
4 Jan - 5 Jan, 2026
Fully Furnished Private Guest Suite
Private kitchen
Mississauga Manor - Meadowvale

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 S$325
includes taxes & fees
28 Jan - 29 Jan, 2026
Mississauga Manor - Meadowvale
Toys
Cozy 2BR Retreat - Comfort & Convenience

Apartment in Brampton

Cozy 2BR Retreat - Comfort & Convenience
2.0 star property
The price is S$527
includes taxes & fees
30 Dec - 31 Dec
Cozy 2BR Retreat - Comfort & Convenience
Private kitchen
The Hideaway Haven

Holiday Home in Thornhill

The Hideaway Haven
2.0 star property
The price is S$1,929
includes taxes & fees
2 Jan - 3 Jan, 2026
The Hideaway Haven
Exterior
Luxury 2 bedroom 2 full baths rooms

Apartment in Brampton

Luxury 2 bedroom 2 full baths rooms
4.0 star property
5.0 out of 10, (4)
"Great"
Canada
tejinder kaur
Luxury 2 bedroom 2 full baths rooms
Interior
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry

Holiday Home in Richmond Hill

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
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 S$223
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

Homewood Suites by Hilton Toronto Airport Corporate Centre

Homewood Suites by Hilton Toronto Airport Corporate Centre

10/10 Excellent
"Nice staff"
Michel 1-night trip
Posted 1 day ago
Homewood Suites by Hilton Toronto Airport Corporate Centre

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.

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.