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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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
8.8 out of 10, Excellent, (8 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is CA $70
CA $123 total
includes taxes & fees
Oct 20 - Oct 21
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
The price is CA $180
CA $236 total
includes taxes & fees
Oct 14 - Oct 15
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.
The price is CA $698
CA $1,159 total
includes taxes & fees
Oct 14 - Oct 15
Caledon Estate
A kitchen with a white countertop, a toaster, and shelves with mugs and glassware.

4. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is CA $232
CA $403 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 3BR Brampton
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

5. 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
The price is CA $84
CA $229 total
includes taxes & fees
Nov 9 - Nov 10
STUNNING & SPACIOUS 1 BEDROOM OASIS
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

6. Lakeview private suite with kitchen (Twin or King)

Lakeview private suite with kitchen (Twin or King)
Loretto
8.6 out of 10, Excellent, (8 reviews)
"Beautiful spot to stay! Highly recommended "
United States
Patrick S.
The price is CA $120
CA $202 total
includes taxes & fees
Oct 15 - Oct 16
Lakeview private suite with kitchen (Twin or King)
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.

7. 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, (40 reviews)
"Older property Clean"
Canada
Sukhdev
The price is CA $184
CA $522 total
includes taxes & fees
Oct 14 - Oct 15
GLOBALSTAY Modern 3 BD House in Brampton
A modern kitchen with a large island, bar stools, and a view through glass doors to an outdoor patio.

8. 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.
The price is CA $180
CA $360 total
includes taxes & fees
Oct 20 - Oct 21
Walkout Basement with Private Entrance
A spacious living area with a wooden floor, a grey sofa, a wooden coffee table, and a staircase with a railing.

9. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
7.6 out of 10, Good, (4 reviews)
"Great stay, no complaints"
Canada
Chris
The price is CA $359
CA $727 total
includes taxes & fees
Oct 14 - Oct 15
GlobalStay 4 Bedrooms House in Brampton
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

10. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is CA $111
CA $208 total
includes taxes & fees
Oct 19 - Oct 20
DT Townhouse Room Steps to Transit
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
The price is CA $158
CA $211 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Basement Apartment (700 sq ft) with Full Kitchen
A modern kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a dining area with a table and chairs.

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

The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Downtown Brampton
9.8 out of 10, Exceptional, (8 reviews)
"Everything was perfect and as noted in ad"
Canada
Rachel A.
The price is CA $101
CA $330 total
includes taxes & fees
Oct 14 - Oct 15
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
A living room with a dark wood floor, a red leather sofa, a glass coffee table, and a white door.

13. 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.
The price is CA $144
CA $311 total
includes taxes & fees
Oct 14 - Oct 15
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
A spiral staircase with wooden handrails and carpeted steps.

14. Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!

Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!
Orangeville
The price is CA $211
CA $528 total
includes taxes & fees
Oct 14 - Oct 15
Spacious 4BR Orangeville Home, Private Deck, Sleeps 12—Near Headwaters Hospital!
A pathway leading to a house with a separate entrance.

15. Zen Nest - Cozy, conveniently located, and just minutes to the airport!

Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Ebenezer East
8.8 out of 10, Excellent, (13 reviews)
"It was a very nice place to stay. The communication was great with the host for everything that we needed."
United States
Mariah D.
The price is CA $126
CA $271 total
includes taxes & fees
Oct 14 - Oct 15
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
A multi-story residential building with a central staircase, balconies, and a brick facade.

16. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
The price is CA $106
CA $245 total
includes taxes & fees
Oct 14 - Oct 15
Comfort Townhouse Suites
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.

17. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (9 reviews)
"Hi my name Sam I visit in Orangeville Ontario for 7 days I rented out this house its New renovated Brand New laundry machines in the suite big kitchen very clean house I love to stay again 5 Star"
United States
sam G.
The price is CA $171
CA $308 total
includes taxes & fees
Oct 18 - Oct 19
The Perfect Getaway
A hotel room with a bed, bedside table, lamp, and a painting on the wall.

18. The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment

The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
Downtown Brampton
8.0 out of 10, Very good, (11 reviews)
"My partner and I, had a wonderful time, they had everything needed for a great stay, from a beautiful backyard/smoking area to wine. I would 100% recommended a stay here price is amazing for what you get the hosters are kind and always quick to respond to any message or question you have 10/10 i would love to stay there agian."
Canada
Timothy P.
The price is CA $85
CA $304 total
includes taxes & fees
Nov 3 - Nov 4
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
A two-story brick house with a patio area.

19. Entire place, Ground level walkout Basement with Huge backyard

Entire place, Ground level walkout Basement with Huge backyard
Orangeville
7.4 out of 10, Good, (40 reviews)
"Loved our accommodations! Exactly what we were looking for! Will book next year! Thank you!"
Canada
Darlene M
The price is CA $44
CA $137 total
includes taxes & fees
Oct 14 - Oct 15
Entire place, Ground level walkout Basement with Huge backyard
A modern kitchen with grey cabinets, stainless steel appliances, and a white countertop.

20. Elegant 2 Bedroom Guest Suit

Elegant 2 Bedroom Guest Suit
New Springbrook
8.8 out of 10, Excellent, (16 reviews)
"We stayed there as a family for two nights. Everything was fine. The hosts were very friendly and responded quickly to all our queries. The only thing, in my opinion, is that a bit more attention could be paid to cleanliness. The bathroom and kitchen (especially the microwave) need a bit of a spot of a clean."
Canada
Olena
The price is CA $108
CA $189 total
includes taxes & fees
Oct 14 - Oct 15
Elegant 2 Bedroom Guest Suit
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

Tru By Hilton Toronto Airport West

Tru By Hilton Toronto Airport West

10/10 Excellent
"Staff was very helpful throughout the stay. Cleanliness was amazing & impressed with the self laundry service"
Asher 3-night trip
Posted 1 hour ago
Tru By Hilton Toronto Airport West

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caledon vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caledon vacation rentals we have selected for you start as low as CA $189 per night. Entering your travel dates in the search wizard 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?

Elegant 2 Bedroom Guest Suit: This vacation home rental outside of Caledon is equipped with a selection of games, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.