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

Caledon Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Caledon vacation rentals

A backyard with a patio, a small shed, and a wooden fence.

1. Studio Apartment in the heart of Caledon

Studio Apartment in the heart of Caledon
CALEDON EAST
8.4 out of 10, Very Good, (6 reviews)
"Beautiful flat !"
Canada
Jaivyn
$78 nightly
The price is $88
Sep 14 - Sep 15
Total with taxes and fees
Studio Apartment in the heart of Caledon
A neatly made bed with a patterned blanket, a bedside lamp, and a nightstand with a drawer.

2. Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
2.0 out of 10, (1 review)
"The host was asking for more money for no reason"
Canada
Pavit
$174 nightly
The price is $196
Sep 6 - Sep 7
Total with taxes and fees
Modern 2BR Private Suite |Prime Location
A modern kitchen with white cabinetry, a central island, and built-in appliances.

3. 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.
$741 nightly
The price is $837
Sep 6 - Sep 7
Total with taxes and fees
Caledon Estate
A living room with a gray sofa, a coffee table, a treadmill, and a window with blinds.

4. Private basement suite with separate entrance

Private basement suite with separate entrance
Alloa
$178 nightly
The price is $201
Sep 6 - Sep 7
Total with taxes and fees
Private basement suite with separate entrance
A kitchen with a white countertop, a toaster, a roll of paper towels, and a knife block.

5. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
Cozy 3BR Brampton
A spacious living area with a dining table, sofas, and a staircase leading to an upper floor.

6. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
10.0 out of 10, Exceptional, (1 review)
"Clean spacious house. It has everything we need"
Canada
Umeed
$338 nightly
The price is $397
Sep 7 - Sep 8
Total with taxes and fees
GlobalStay 4 Bedrooms House in Brampton
A modern living room with a grey sectional sofa, a small wooden coffee table, and a kitchen area in the background.

7. 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
$81 nightly
The price is $95
Sep 7 - Sep 8
Total with taxes and fees
Bright & Cozy 2-bedroom Main Floor Suite
A modern living room with a grey sectional sofa, a round coffee table, and a large rug. There is a kitchen area with a dining table and chairs, a refrigerator, and a TV.

8. 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, (38 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
$288 nightly
The price is $339
Sep 22 - Sep 23
Total with taxes and fees
GLOBALSTAY Modern 3 BD House in Brampton
A deck with two white lounge chairs and a red railing overlooking a lake.

9. Lakeside Private suite (Queen bed room)

Lakeside Private suite (Queen bed room)
Loretto
8.0 out of 10, Very Good, (3 reviews)
"We really enjoyed our stay, the place was clean and comfortable. Thank you so much."
Canada
Michael W.
$107 nightly
The price is $121
Sep 8 - Sep 9
Total with taxes and fees
Lakeside Private suite (Queen bed room)
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

10. STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.6 out of 10, Exceptional, (15 reviews)
"Property was well cared for and clean, checking in was straightforward and all necessary amenities were provided. Highly recommended"
United Kingdom
Parminder
$165 nightly
The price is $186
Sep 21 - Sep 22
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a bar stool.

11. Cozy Basement Apartment (700 sq ft) with Full Kitchen

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
9.0 out of 10, Wonderful, (2 reviews)
"Great location!"
Canada
Kefa
$134 nightly
The price is $152
Sep 7 - Sep 8
Total with taxes and fees
Cozy Basement Apartment (700 sq ft) with Full Kitchen
A modern kitchen with a large island, bar stools, and a view through glass doors to an outdoor patio.

12. Walkout Basement with Private Entrance

Walkout Basement with Private Entrance
Rosedale Village
10.0 out of 10, Exceptional, (6 reviews)
"We had a Great stay and felt very welcome. I would recommend this VRBO."
United States
mark h.
$194 nightly
The price is $220
Oct 1 - Oct 2
Total with taxes and fees
Walkout Basement with Private Entrance
A modern kitchen with grey cabinets, stainless steel appliances, and a white countertop.

13. Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
New Springbrook
9.0 out of 10, Wonderful, (12 reviews)
"This was a nice place. It was clean and just like the pictures. But there was too much noise coming from upstairs."
United States
Phillippa
$105 nightly
The price is $119
Sep 28 - Sep 29
Total with taxes and fees
Elegant 2 Bedroom Guest Suit
A modern kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a dining area with a table and chairs.

14. The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained

The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Downtown Brampton
10.0 out of 10, Exceptional, (4 reviews)
"Very friendly nice property was beautiful very comfortable and cute location would definitely stay again thank you again my son was very comfortable like home away from home"
United States
Steve P.
$202 nightly
The price is $228
Sep 22 - Sep 23
Total with taxes and fees
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
A modern kitchen with a dining area, a black refrigerator, a stove, and a window overlooking greenery.

15. Mono countryside apartments

Mono countryside apartments
Orangeville
$133 nightly
The price is $150
Sep 13 - Sep 14
Total with taxes and fees
Mono countryside apartments
A room with a dark-colored wardrobe, a matching bench, and a wooden floor.

16. Luxury Brand-New Suite | Mins to YYZ & Parking

Luxury Brand-New Suite | Mins to YYZ & Parking
Malton
$169 nightly
The price is $191
Sep 25 - Sep 26
Total with taxes and fees
Luxury Brand-New Suite | Mins to YYZ & Parking

17. Newly Renovated Two Bedroom Apartment

Newly Renovated Two Bedroom Apartment
2.0 star property
Meadowvale Village
10.0 out of 10, Exceptional, (1 review)
"This place is very nice and clean The hallway is enough place for children playing Look like our home Reasonable price Thank you"
Canada
Umaranee
$130 nightly
The price is $147
Sep 6 - Sep 7
Total with taxes and fees
Newly Renovated Two Bedroom Apartment
A modern kitchen with a built-in oven, microwave, and stove. There is a dining area with a round table and two chairs. A black sofa and a small side table are in the living area.

18. The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (7 reviews)
"britney was great.she put one more bed for us so we can all sleep cpmfprtably.the loction os great.it was nice and cozy"
Canada
???? ?.
$237 nightly
The price is $267
Sep 7 - Sep 8
Total with taxes and fees
The Perfect Getaway
A modern bedroom with a large bed, a sofa, a TV, and a kitchen in the background.

19. Chic Hotel-Style Retreat by Toronto Premium Outlets

Chic Hotel-Style Retreat by Toronto Premium Outlets
Halton Hills
9.8 out of 10, Exceptional, (6 reviews)
"Really nice, quiet, clean space in nature. Owners very pleasant and checked in to make sure we were taken care of. Good place for a couple. "
Canada
Maria
$154 nightly
The price is $174
Sep 27 - Sep 28
Total with taxes and fees
Chic Hotel-Style Retreat by Toronto Premium Outlets
A living room with a dark wood floor, a red leather sofa, a glass coffee table, and a white door.

20. Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area

Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
Royal Orchard
8.0 out of 10, Very Good, (50 reviews)
"Very accomadating"
United States
Tiffany N.
$198 nightly
The price is $224
Sep 21 - Sep 22
Total with taxes and fees
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
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

Liberty Suites Hotel

Liberty Suites Hotel

10/10 Excellent
"Good"
Jeff 1-night trip
Posted less than an hour ago
Liberty Suites Hotel

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 $111 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 4-bedroom bungalow with Pool in soothing Mississauga: This vacation home rental outside of Caledon offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Caledon?

Choose from 49 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.