Caledon Vacation Rentals

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Check prices for these dates

Tonight
Dec 15 - Dec 16
Tomorrow
Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Caledon vacation rentals

Exclusive Apartment, 2 Bedrooms, Balcony, City View | View from room
Modern Apartments in North York

Aparthotel in North York

Modern Apartments in North York
4.0 star property
7.6 out of 10, Good, (229)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
Modern Apartments in North York
Premier Apartment, 1 Bedroom, Pool Access, City View | 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
7.8 out of 10, Good, (190)
"Excellent stay — clean, cozy, and super convenient."
Canada
Steven
The price is ￥16,201
￥29,573 total
includes taxes & fees
Dec 17 - Dec 18
Modern Lillian Street Condos Midtown Toronto
Premium Townhome, 2 Bedrooms, Terrace, Lakeside | Living area | 60-inch flat-screen TV with digital channels, fireplace, Netflix
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
Luxury Suite, 2 Bedrooms, City View | 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, (14)
"Fantastic location "
Canada
alireza
The price is ￥22,636
￥41,485 total
includes taxes & fees
Dec 16 - Dec 17
The Greenville Deluxe Suites & Towers
Family House, 3 Bedrooms, Kitchen, Lake View | Living area | Flat-screen TV, Netflix, Hulu, streaming services
GLOBALSTAY Modern 3 BD House in Brampton

Vacation Home in Brampton

GLOBALSTAY Modern 3 BD House in Brampton
4.0 star property
8.4 out of 10, Very Good, (21)
"Really nice stay"
Canada
Scott
The price is ￥17,106
￥54,672 total
includes taxes & fees
Dec 17 - Dec 18
GLOBALSTAY Modern 3 BD House in Brampton
House, 1 Bedroom | Interior
Fully Furnished Private Guest Suite

Apartment in Richmond Hill

Fully Furnished Private Guest Suite
3.0 star property
The price is ￥14,624
￥45,645 total
includes taxes & fees
Dec 28 - Dec 29
Fully Furnished Private Guest Suite
Deluxe Suite, Multiple Beds, Kitchen, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Bright Suites Finch West

Aparthotel in North York

Bright Suites Finch West
4.0 star property
9.0 out of 10, Wonderful, (40)
"Really nice stay"
Canada
Scott
The price is ￥16,252
￥29,635 total
includes taxes & fees
Dec 16 - Dec 17
Bright Suites Finch West
Premium Apartment, 2 Bedrooms, City View | Private kitchen | Full-size fridge, microwave, oven, stovetop
RivetStays - The Westmount Suites

Aparthotel in North York

RivetStays - The Westmount Suites
2.0 star property
The price is ￥13,576
￥29,129 total
includes taxes & fees
Jan 4 - Jan 5, 2026
RivetStays - The Westmount Suites
Toys
Cozy 2BR Retreat - Comfort & Convenience

Apartment in Brampton

Cozy 2BR Retreat - Comfort & Convenience
2.0 star property
The price is ￥31,162
￥63,888 total
includes taxes & fees
Dec 16 - Dec 17
Cozy 2BR Retreat - Comfort & Convenience
Premium House, 4 Bedrooms, 2 Bathrooms, Courtyard Area | Private kitchen | Full-size fridge, microwave, oven, stovetop
Mississauga Manor - Meadowvale

Vacation 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 ￥9,535
￥39,414 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Mississauga Manor - Meadowvale
House, Garden View | Private kitchen
The Hideaway Haven

Vacation Home in Thornhill

The Hideaway Haven
2.0 star property
The price is ￥183,279
￥232,362 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Hideaway Haven
House, 2 Bedrooms | Interior
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry

Vacation 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 ￥13,969
￥27,028 total
includes taxes & fees
Dec 21 - Dec 22
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

Monte Carlo Inn Airport Suites

Monte Carlo Inn Airport Suites

10/10 Excellent
"Room was clean and neat. Breakfast was good. Service was also good. Stayed only for one day"
Mounika 1-night trip
Posted 7 hours ago
Monte Carlo Inn Airport Suites

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:

  • View our selection of featured holiday rentals in Caledon
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  • Enter your travel dates to view the best deals on holiday rentals in Caledon while they last

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 Brampton Fair Grounds, 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?

Charming 4-bedroom bungalow with Pool in soothing Mississauga: This vacation home rental outside of Caledon offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

How many vacation rentals are there in Caledon?

Choose from 47 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 scenic spots to enjoy the outdoors, whereas Alton Mill Arts Centre is one of the cultural attractions. While here, Royal Ambassador Banquet and Belfountain Conservation Area are other places worth a visit.

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.