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

Caledon Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Caledon holiday rentals

A neatly made bed with a patterned blanket, a bedside lamp, and a nightstand with a drawer.

1. 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 HK$1,179
HK$1,507 total
includes taxes & fees
28 Sept - 29 Sept
Modern 2BR Private Suite |Prime Location
A backyard with a patio, a small shed, and a wooden fence.

2. 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
The price is HK$388
HK$677 total
includes taxes & fees
8 Oct - 9 Oct
Studio Apartment in the heart of Caledon
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 HK$3,872
HK$6,029 total
includes taxes & fees
28 Sept - 29 Sept
Caledon Estate
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.

4. 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 HK$839
HK$2,680 total
includes taxes & fees
28 Sept - 29 Sept
GLOBALSTAY Modern 3 BD House in Brampton
A kitchen with a white countertop, a toaster, and shelves with mugs and glassware.

5. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is HK$1,348
HK$2,305 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 3BR Brampton
A modern living room with a grey sofa, a coffee table, and a TV mounted on the wall.

6. 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 HK$445
HK$1,243 total
includes taxes & fees
28 Sept - 29 Sept
STUNNING & SPACIOUS 1 BEDROOM OASIS
A modern kitchen with a large island, bar stools, and a view through glass doors to an outdoor patio.

7. 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 HK$998
HK$1,930 total
includes taxes & fees
12 Oct - 13 Oct
Walkout Basement with Private Entrance
A deck with two white lounge chairs and a red railing overlooking a lake.

8. 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.
The price is HK$555
HK$928 total
includes taxes & fees
28 Sept - 29 Sept
Lakeside Private suite (Queen bed room)
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.

9. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (9 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
???? ?.
The price is HK$948
HK$1,686 total
includes taxes & fees
2 Oct - 3 Oct
The Perfect Getaway
A living room with a dark wood floor, a red leather sofa, a glass coffee table, and a white door.

10. 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 HK$799
HK$1,699 total
includes taxes & fees
28 Sept - 29 Sept
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
A compact kitchen with white cabinets, a black refrigerator, a microwave, a coffee maker, and a stove.

11. Red-Roof Stay self Check-In-Near Pearson Airport

Red-Roof Stay self Check-In-Near Pearson Airport
Malton
10.0 out of 10, Exceptional, (1 review)
"Everything was perfect"
United States
Jose Miguel
The price is HK$749
HK$1,523 total
includes taxes & fees
28 Sept - 29 Sept
Red-Roof Stay self Check-In-Near Pearson Airport
A spacious living area with a wooden floor, a grey sofa, a wooden coffee table, and a staircase with a railing.

12. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
8.0 out of 10, Very good, (3 reviews)
"Great stay, no complaints"
Canada
Chris
The price is HK$1,221
HK$3,130 total
includes taxes & fees
28 Sept - 29 Sept
GlobalStay 4 Bedrooms House in Brampton
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
8.6 out of 10, Excellent, (15 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 HK$599
HK$1,040 total
includes taxes & fees
28 Sept - 29 Sept
Elegant 2 Bedroom Guest Suit
A snow-covered landscape with a cabin featuring a deck, outdoor seating, and string lights.

14. Hockley Riverside Cottage • Loft & Bunkie

Hockley Riverside Cottage • Loft & Bunkie
Mono
10.0 out of 10, Exceptional, (29 reviews)
"wonderful time at the cabin after my wedding! perfect size and location. nice little getaway."
United States
Sabrina s.
The price is HK$2,491
HK$3,523 total
includes taxes & fees
4 Oct - 5 Oct
Hockley Riverside Cottage • Loft & Bunkie
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

15. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.4 out of 10, Good, (13 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is HK$1,238
HK$2,139 total
includes taxes & fees
29 Sept - 30 Sept
Charming Erin Country House near downtown
A modern kitchen with dark cabinetry, stainless steel appliances, and a tiled backsplash.

16. Cozy 1-bedroom with WiFi and AC in charming private location

Cozy 1-bedroom with WiFi and AC in charming private location
New Springbrook
10.0 out of 10, Exceptional, (2 reviews)
"Parking was easy. The room is big enough for two people and is clean and organized. However, the restroom is quite small and crammed. It has everything that you need from WiFi to a fridge/freezer, electric stove tops and pots for cooking, and plates and utensils. There’s also a TV for YouTube and Netflix. The owner is very responsive and nice as well :)"
United States
Khang
The price is HK$1,098
HK$1,855 total
includes taxes & fees
28 Sept - 29 Sept
Cozy 1-bedroom with WiFi and AC in charming private location
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a bar stool.

17. 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 HK$799
HK$1,078 total
includes taxes & fees
9 Oct - 10 Oct
Cozy Basement Apartment (700 sq ft) with Full Kitchen
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

18. 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 HK$666
HK$1,116 total
includes taxes & fees
1 Oct - 2 Oct
Lakeview private suite with kitchen (Twin or King)
A pathway leading to a house with a separate entrance.

19. 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 HK$749
HK$1,554 total
includes taxes & fees
1 Oct - 2 Oct
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
A bedroom with a double bed, a nightstand, a lamp, a painting, and a window with curtains.

20. DT Townhouse Room Steps to Transit

DT Townhouse Room Steps to Transit
2.0 star property
Old Toronto
The price is HK$799
HK$1,649 total
includes taxes & fees
28 Sept - 29 Sept
DT Townhouse Room Steps to Transit
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

Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

10/10 Excellent
"J’ai bien apprécié la proximité de l’aéroport, le service gratuit de navette et le coupon rabais de 15$ chez Denny’s. Bref séjour d’une nuit pour attraper un vol, tout était parfait"
Laurence 1-night trip
Posted 8 hours ago
Sandman Signature Mississauga Hotel

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:

  • View our selection of featured holiday rentals in Caledon
  • Use the map to find apartments and other holiday homes in the Caledon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Caledon while they last

Look no further and take a look at our great range of rental properties in Caledon!

Frequently asked questions

Can I find holiday rentals in Caledon?

Yes, there are holiday rentals in Caledon close to Alton Mill Arts Centre, or you can select a more secluded 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 are some of the best holiday rentals that Caledon has to offer?

Elegant 2 Bedroom Guest Suit: This holiday 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 holiday rentals are there in Caledon?

Choose from 49 Expedia holiday rentals in Caledon for a memorable holiday.

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 wider area, you’ll find popular places such as Canada's Wonderland and Vaughan Mills Mall.

What’s a holiday rental in Caledon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Caledon. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip.