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

Caledon Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Caledon vacation rentals

Outdoor dining

Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very Good, (5 reviews)
"Beautiful flat !"
Canada
Jaivyn
$76 nightly
The price is $86
Jul 14 - Jul 15
Total with taxes and fees
Studio Apartment in the heart of Caledon
TV, fireplace

Guesthouse Hideaway in Caledon

Guesthouse Hideaway in Caledon
Mayfield West
$475 nightly
The price is $536
Jul 6 - Jul 7
Total with taxes and fees
Guesthouse Hideaway in Caledon
Private kitchen

Caledon Estate

Caledon Estate
CALEDON
7.0 out of 10, Good, (2 reviews)
"Amenities were in extremely bad condition. Poor cleanliness than before. Often a go to spot for us. We invited our family and friends. They were not please with our communication and also on the experience."
United States
Rajesh B.
$723 nightly
The price is $817
Jul 2 - Jul 3
Total with taxes and fees
Caledon Estate
Interior

Perfect Group Getaway Large House with Style

Perfect Group Getaway Large House with Style
Bolton
$2,120 nightly
The price is $2,396
Jul 2 - Jul 3
Total with taxes and fees
Perfect Group Getaway Large House with Style
Porch

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very Good, (1,313 reviews)
"amazing stay!!"
Canada
alexandra
$72 nightly
The price is $82
Jul 5 - Jul 6
Total with taxes and fees
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, (578 reviews)
"We enjoyed the staff was pleasant and the place was very clean. Great for a family to stay"
United States
Alberta
$63 nightly
The price is $72
Jul 6 - Jul 7
Total with taxes and fees
Residence and Conference Centre – King City
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
$86 nightly
The price is $101
Jul 5 - Jul 6
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
Interior

Elite BR, Free Parking/Wifi, TV Shared Suite

Elite BR, Free Parking/Wifi, TV Shared Suite
Milton
8.4 out of 10, Very Good, (6 reviews)
"This place smelled, and did not look at all as advertised. "
Canada
Boyd
$83 nightly
The price is $94
Jul 12 - Jul 13
Total with taxes and fees
Elite BR, Free Parking/Wifi, TV Shared Suite
Exterior

Beautiful Garden & Forest View Private Suite

Beautiful Garden & Forest View Private Suite
Richmond Hill
9.2 out of 10, Wonderful, (21 reviews)
"It was so clean and nice! It had anything you could need!"
United States
Skylar
$108 nightly
The price is $122
Jul 2 - Jul 3
Total with taxes and fees
Beautiful Garden & Forest View Private Suite
Fridge, microwave, oven, stovetop

Mono countryside apartments

Mono countryside apartments
Orangeville
$105 nightly
The price is $119
Jul 6 - Jul 7
Total with taxes and fees
Mono countryside apartments
Property grounds

Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (7 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
$125 nightly
The price is $142
Jul 2 - Jul 3
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
Property grounds

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.4 out of 10, Exceptional, (12 reviews)
"Great little off the beaten path stopover"
Canada
Garret
$132 nightly
The price is $150
Jul 26 - Jul 27
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
TV

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
$146 nightly
The price is $165
Jul 9 - Jul 10
Total with taxes and fees
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Standard Room, 2 Double Beds | 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, (418 reviews)
"If travelling to both Niagara and Toronto, this is a perfect and convenient spot to stay and explore both areas"
Canada
Aaron
$72 nightly
The price is $81
Jul 7 - Jul 8
Total with taxes and fees
Residence & Conference Centre - Oakville
Smart TV

Luxury 2-bed Suite

Luxury 2-bed Suite
Hurontario
8.0 out of 10, Very Good, (11 reviews)
"The host was very cooperative and helpful "
United States
Cyril W.
$122 nightly
The price is $138
Jul 2 - Jul 3
Total with taxes and fees
Luxury 2-bed Suite
Interior

Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!

Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!
Mount Pleasant Village
10.0 out of 10, Exceptional, (3 reviews)
"Nice place to stay. Nice calm dog they have too. No sweats. Look forward to booking again"
Canada
Dunke O.
$108 nightly
The price is $123
Jul 5 - Jul 6
Total with taxes and fees
Cozy Private Bedroom in Dog-Loving Home – Meet Leo, Our Friendly Lab!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Pleasant Stay Mississauga

Pleasant Stay Mississauga
Cooksville
8.0 out of 10, Very Good, (4 reviews)
"The owner was extremely friendly and assured us that he would supply all the necessities, such as sheets, pillows, and other basic items. The room was overall in good condition, and the location was quite convenient, with a parking space included. That said, the floor underneath the sofa was noticeably dirty, and the surface of sofa wasn’t clean, and because the room is in the basement, the air felt somewhat heavy. "
United States
Fengyi
$140 nightly
The price is $158
Jul 3 - Jul 4
Total with taxes and fees
Pleasant Stay Mississauga
Interior

Charming bungalow in lovely Richmond Hill with AC, WiFi

Charming bungalow in lovely Richmond Hill with AC, WiFi
Richmond Hill
8.6 out of 10, Excellent, (17 reviews)
"Everything was amazing"
United States
Anthony
$125 nightly
The price is $142
Jul 5 - Jul 6
Total with taxes and fees
Charming bungalow in lovely Richmond Hill with AC, WiFi
1 bedroom, iron/ironing board, WiFi, bed sheets

A Modern Private Basement Suite – Richmond Hill

A Modern Private Basement Suite – Richmond Hill
Richmond Hill
8.8 out of 10, Excellent, (8 reviews)
"It was a well kept property and the host was prompt and helpful. It's close to shopping. It was a nice relaxing stay."
United States
Lysis
$130 nightly
The price is $147
Jul 4 - Jul 5
Total with taxes and fees
A Modern Private Basement Suite – Richmond Hill
Outdoor dining

Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.2 out of 10, Good, (32 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
$104 nightly
The price is $117
Jul 6 - Jul 7
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caledon Hotel Reviews

Hyatt Place Mississauga / Airport Corporate Centre

Hyatt Place Mississauga / Airport Corporate Centre

10/10 Excellent
"The staff were very friendly and helpful Love that they have accommodations for 5 people in one room. Will definitely stay again"
Bonnie 1-night trip
Posted 1 hour ago
Hyatt Place Mississauga / Airport Corporate Centre

Find out more about Caledon

Everything you need to know about Caledon vacation rentals

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

Caledon vacation 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 low season months. For more hustle and bustle, you may prefer to visit Caledon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $72 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Caledon rentals

At Expedia, we put the best Caledon vacation 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 vacation.

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.

Explore a world of travel with Expedia

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.

What's the top vacation rental in Caledon?

Charming bungalow in lovely Richmond Hill with AC, WiFi: This vacation home rental outside of Caledon has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Caledon?

Choose from 55 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.