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

Caledon Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Caledon vacation rentals

Porch

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very Good, (1,342 reviews)
"amazing stay!!"
Canada
alexandra
The price is P4,520
P5,107 total
includes taxes & fees
Jul 21 - Jul 22
Residence and Conference Centre – Toronto
Hiking

Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (588 reviews)
"We enjoyed the staff was pleasant and the place was very clean. Great for a family to stay"
United States
Alberta
The price is P4,013
P4,535 total
includes taxes & fees
Jul 21 - Jul 22
Residence and Conference Centre – King City
Interior

5 Star Full House 5 Bedrms, 5 Beds, 3 Bath Airport

5 Star Full House 5 Bedrms, 5 Beds, 3 Bath Airport
2.0 star property
Erin Mills
The price is P12,108
P14,503 total
includes taxes & fees
Jul 8 - Jul 9
5 Star Full House 5 Bedrms, 5 Beds, 3 Bath Airport
2 bedrooms, desk, laptop workspace, blackout drapes

Residence & Conference Centre - Oakville

Residence & Conference Centre - Oakville
1.5 star property
Oakville
8.0 out of 10, Very Good, (421 reviews)
"If travelling to both Niagara and Toronto, this is a perfect and convenient spot to stay and explore both areas"
Canada
Aaron
The price is P5,065
P5,724 total
includes taxes & fees
Aug 3 - Aug 4
Residence & Conference Centre - Oakville
43-inch flat-screen TV with digital channels, TV, Netflix

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, (301 reviews)
"This is an absolutely excellent place to stay. Clean, comfortable, convenient with many special extra touches (toothbrushes, toiletries you may have forgotten). Fully stocked kitchen, washer and dryer. I can't say enough."
Canada
Jennifer
The price is P7,919
P15,017 total
includes taxes & fees
Jul 8 - Jul 9
Modern Lillian Street Condos Midtown Toronto
Living area

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, (36 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
GLOBALSTAY Modern 3 BD House in Brampton
Living area

Modern Apartments in North York

Modern Apartments in North York
4.0 star property
North York
8.2 out of 10, Very Good, (360 reviews)
"It's a nice place to stay, very convenient."
United States
Ye
The price is P6,068
P11,155 total
includes taxes & fees
Jul 12 - Jul 13
Modern Apartments in North York
Free WiFi

The Cozy Crescent Comforts Stay

The Cozy Crescent Comforts Stay
2.0 star property
Richmond Hill
The price is P63,120
P77,820 total
includes taxes & fees
Jul 8 - Jul 9
The Cozy Crescent Comforts Stay
Living area

Bright Suites Finch West

Bright Suites Finch West
4.0 star property
North York
8.6 out of 10, Excellent, (54 reviews)
"Nice stay, great view to the City"
Canada
Sofia
The price is P12,351
P18,859 total
includes taxes & fees
Jul 10 - Jul 11
Bright Suites Finch West
Private kitchen

Luxury 2 bedroom 2 full baths rooms

Luxury 2 bedroom 2 full baths rooms
4.0 star property
Van Kirk
5.0 out of 10, (4 reviews)
"Great"
Canada
tejinder kaur
The price is P15,145
P19,745 total
includes taxes & fees
Jul 8 - Jul 9
Luxury 2 bedroom 2 full baths rooms
Living room

Spacious-cozy 2bed Condo in Square Ones Misissauga

Spacious-cozy 2bed Condo in Square Ones Misissauga
2.5 star property
Downtown Mississauga
The price is P13,267
P21,477 total
includes taxes & fees
Aug 7 - Aug 8
Spacious-cozy 2bed Condo in Square Ones Misissauga
Interior

Comfortable City Home

Comfortable City Home
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 P6,633
P10,110 total
includes taxes & fees
Jul 8 - Jul 9
Comfortable City Home
Room amenity

Stylish Cozy 1bedroom Condo in Square one Centre

Stylish Cozy 1bedroom Condo in Square one Centre
2.0 star property
Downtown Mississauga
The price is P13,267
P21,477 total
includes taxes & fees
Aug 6 - Aug 7
Stylish Cozy 1bedroom Condo in Square one Centre
Private kitchen

Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
The price is P5,520
P9,171 total
includes taxes & fees
Aug 3 - Aug 4
Newly Renovated Two Bedroom Apartment
Exterior

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry

Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
3.5 star property
Richmond Hill
8.0 out of 10, Very Good, (2 reviews)
"Great hosts. Very accommodating "
Canada
Brent
The price is P5,877
P10,969 total
includes taxes & fees
Jul 26 - Jul 27
Spacious 2 BR, 3 Beds, Sleeps 6, Kitchen, Laundry
Interior

Luxury House 10 Bdrms - Near Airport, sq 1, Private Backyard

Luxury House 10 Bdrms - Near Airport, sq 1, Private Backyard
2.0 star property
East Credit
The price is P29,930
P35,850 total
includes taxes & fees
Jul 17 - Jul 18
Luxury House 10 Bdrms - Near Airport, sq 1, Private Backyard
Living room

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 P5,250
P6,169 total
includes taxes & fees
Jul 12 - Jul 13
Bright & Cozy 2-bedroom Main Floor Suite
Interior

Full House 6 Bedrms, 7 Beds, 3 Bath Airport

Full House 6 Bedrms, 7 Beds, 3 Bath Airport
2.0 star property
Erin Mills
The price is P22,197
P26,587 total
includes taxes & fees
Jul 21 - Jul 22
Full House 6 Bedrms, 7 Beds, 3 Bath Airport
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 & Suites Downtown Markham

Monte Carlo Inn & Suites Downtown Markham

10/10 Excellent
"Staff were great!"
Joseph 1-night trip
Posted less than an hour ago
Monte Carlo Inn & Suites Downtown Markham

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:

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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 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.

How many vacation rentals are there in Caledon?

Choose from 52 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.