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 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Caledon vacation rentals

2 bedrooms, iron/ironing board, internet

Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
$183 nightly
The price is $207
Jul 18 - Jul 19
Total with taxes and fees
Modern 2BR Private Suite |Prime Location
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
$77 nightly
The price is $87
Aug 11 - Aug 12
Total with taxes and fees
Studio Apartment in the heart of Caledon
TV, fireplace

Guesthouse Hideaway in Caledon

Guesthouse Hideaway in Caledon
Mayfield West
$499 nightly
The price is $564
Jul 28 - Jul 29
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.
$731 nightly
The price is $826
Jul 18 - Jul 19
Total with taxes and fees
Caledon Estate
Interior

Perfect Group Getaway Large House with Style

Perfect Group Getaway Large House with Style
Bolton
$2,141 nightly
The price is $2,420
Jul 18 - Jul 19
Total with taxes and fees
Perfect Group Getaway Large House with Style
Hiking

Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (603 reviews)
"Great stay will defiantly stay here again with my family."
Canada
Patricia
$60 nightly
The price is $68
Jul 19 - Jul 20
Total with taxes and fees
Residence and Conference Centre – King City
Porch

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very Good, (1,404 reviews)
"Clean room lovely staff very smooth check in and check out."
Canada
Melissa
$69 nightly
The price is $78
Jul 19 - Jul 20
Total with taxes and fees
Residence and Conference Centre – Toronto
Property grounds

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge

Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
Belwood
9.2 out of 10, Wonderful, (15 reviews)
"Great little off the beaten path stopover"
Canada
Garret
$173 nightly
The price is $196
Jul 20 - Jul 21
Total with taxes and fees
Cozy Belwood Bunkie Retreat - 10 Min to Elora Gorge
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
$87 nightly
The price is $102
Jul 26 - Jul 27
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
Private kitchen

COZY LUXURY BASEMENT APARTMENT

COZY LUXURY BASEMENT APARTMENT
Brampton
$101 nightly
The price is $114
Aug 12 - Aug 13
Total with taxes and fees
COZY LUXURY BASEMENT APARTMENT
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, (33 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
$105 nightly
The price is $118
Jul 18 - Jul 19
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
Dining

Cozy & Spacious 1 Bedroom Private Basement Apartment

Cozy & Spacious 1 Bedroom Private Basement Apartment
Erin Mills
10.0 out of 10, Exceptional, (38 reviews)
"Everything we needed for a quick holiday stay. "
Canada
Roberto B.
$122 nightly
The price is $138
Jul 21 - Jul 22
Total with taxes and fees
Cozy & Spacious 1 Bedroom Private Basement Apartment
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.
$127 nightly
The price is $143
Jul 19 - Jul 20
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
Family House, 3 Bedrooms, Kitchen, Lake View | Living area | Flat-screen TV, Netflix, streaming services

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
$333 nightly
The price is $391
Jul 18 - Jul 19
Total with taxes and fees
GLOBALSTAY Modern 3 BD House in Brampton
Exterior

Beautiful Garden & Forest View Private Suite

Beautiful Garden & Forest View Private Suite
Richmond Hill
9.2 out of 10, Wonderful, (22 reviews)
"It was so clean and nice! It had anything you could need!"
United States
Skylar
$134 nightly
The price is $151
Jul 19 - Jul 20
Total with taxes and fees
Beautiful Garden & Forest View Private Suite
Exterior

Beautiful Bungalow on Grand River in Fergus.

Beautiful Bungalow on Grand River in Fergus.
Fergus
9.8 out of 10, Exceptional, (23 reviews)
"The property was beautifully kept and very easy communication with the owner. I would recommend this place to anyone wanting to stay in the Fergus area. "
Canada
Aubrey B.
$253 nightly
The price is $286
Jul 19 - Jul 20
Total with taxes and fees
Beautiful Bungalow on Grand River in Fergus.
Dining

The private room in bungalow in Richmond Hill perfect for a relaxing getaway

The private room in bungalow in Richmond Hill perfect for a relaxing getaway
Richmond Hill
8.0 out of 10, Very Good, (1 review)
$98 nightly
The price is $111
Jul 18 - Jul 19
Total with taxes and fees
The private room in bungalow in Richmond Hill perfect for a relaxing getaway
Interior

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking

2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
Richmond Hill
9.4 out of 10, Exceptional, (16 reviews)
"Very nice place"
Canada
Martin D.
$118 nightly
The price is $134
Jul 19 - Jul 20
Total with taxes and fees
2B Basement | 20% OFF | 0 Cleaning Fee | Mins to Lake | Free Parking
1 bedroom, bed sheets

Bright and Cozy Tiny Pine House

Bright and Cozy Tiny Pine House
Erin
8.0 out of 10, Very Good, (1 review)
$98 nightly
The price is $111
Jul 18 - Jul 19
Total with taxes and fees
Bright and Cozy Tiny Pine House
Smart TV

STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.8 out of 10, Exceptional, (14 reviews)
"Property was well cared for and clean, checking in was straightforward and all necessary amenities were provided. Highly recommended"
United Kingdom
Parminder
$162 nightly
The price is $183
Jul 20 - Jul 21
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
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

Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto

10/10 Excellent
"Good place, clean spaces and comfortable"
Maria paula 2-night trip
Posted 1 hour ago
Residence and Conference Centre – Toronto

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 $68 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?

4 Bedroom Bungalow In Lakeview Mississauga With 2 Parkings: This vacation home rental outside of Caledon offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Caledon?

Choose from 50 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.