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
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Caledon vacation rentals

Outdoor dining

1. 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
The price is ￥7,858
￥13,700 total
includes taxes & fees
Aug 16 - Aug 17
Studio Apartment in the heart of Caledon
Private kitchen

2. 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 ￥78,358
￥130,026 total
includes taxes & fees
Aug 6 - Aug 7
Caledon Estate
TV, fireplace

3. Guesthouse Hideaway in Caledon

Guesthouse Hideaway in Caledon
Mayfield West
The price is ￥36,597
￥90,701 total
includes taxes & fees
Sep 1 - Sep 2
Guesthouse Hideaway in Caledon
Interior

4. Perfect Group Getaway Large House with Style

Perfect Group Getaway Large House with Style
Bolton
The price is ￥252,585
￥383,987 total
includes taxes & fees
Aug 8 - Aug 9
Perfect Group Getaway Large House with Style
2 bedrooms, iron/ironing board, internet

5. Modern 2BR Private Suite |Prime Location

Modern 2BR Private Suite |Prime Location
Mayfield West
The price is ￥21,947
￥28,353 total
includes taxes & fees
Aug 12 - Aug 13
Modern 2BR Private Suite |Prime Location
Interior

6. Short Term Cozy stay in beautiful Fergus

Short Term Cozy stay in beautiful Fergus
Fergus
8.8 out of 10, Excellent, (3 reviews)
"Host was helpful"
Canada
Paul M.
The price is ￥30,053
￥56,497 total
includes taxes & fees
Aug 9 - Aug 10
Short Term Cozy stay in beautiful Fergus
Coffee/tea maker, fridge, microwave, oven

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 ￥22,452
￥37,422 total
includes taxes & fees
Aug 30 - Aug 31
Walkout Basement with Private Entrance
Private kitchen

8. Luxury home promo price 7 beds Netflix parking

Luxury home promo price 7 beds Netflix parking
Ebenezer West
10.0 out of 10, Exceptional, (1 review)
"The house was amazingly big. We had a wonderful stay. The house is in a great area..Downtown Toronto and Niagara Falls is not far either."
United States
Dee M.
The price is ￥55,569
￥93,492 total
includes taxes & fees
Aug 8 - Aug 9
Luxury home promo price 7 beds Netflix parking
Smart TV

9. 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
The price is ￥12,719
￥29,569 total
includes taxes & fees
Aug 9 - Aug 10
STUNNING & SPACIOUS 1 BEDROOM OASIS
Porch

10. Residence and Conference Centre – Toronto

Residence and Conference Centre – Toronto
2.5 star property
North York
8.0 out of 10, Very Good, (1,520 reviews)
"Excellent place for the family."
Canada
Sammy
The price is ￥13,268
￥14,993 total
includes taxes & fees
Aug 13 - Aug 14
Residence and Conference Centre – Toronto
Hiking

11. Residence and Conference Centre – King City

Residence and Conference Centre – King City
2.0 star property
King
8.6 out of 10, Excellent, (646 reviews)
"Great convenient place to stay."
Canada
Lindsay
The price is ￥10,160
￥11,481 total
includes taxes & fees
Aug 3 - Aug 4
Residence and Conference Centre – King City
Exterior

12. Spacious 3BR Home | Sleeps 8 | Central Brampton

Spacious 3BR Home | Sleeps 8 | Central Brampton
Alloa
The price is ￥34,239
￥60,128 total
includes taxes & fees
Aug 31 - Sep 1
Spacious 3BR Home | Sleeps 8 | Central Brampton
Property grounds

13. 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.
The price is ￥13,471
￥22,580 total
includes taxes & fees
Aug 3 - Aug 4
Lakeview private suite with kitchen (Twin or King)
Living room

14. 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
The price is ￥13,670
￥16,063 total
includes taxes & fees
Aug 16 - Aug 17
Bright & Cozy 2-bedroom Main Floor Suite
Private kitchen

15. COZY LUXURY BASEMENT APARTMENT

COZY LUXURY BASEMENT APARTMENT
Brampton
The price is ￥11,114
￥18,014 total
includes taxes & fees
Aug 9 - Aug 10
COZY LUXURY BASEMENT APARTMENT
Family House, 3 Bedrooms, Kitchen, Lake View | Living area | Flat-screen TV, Netflix, streaming services

16. 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
The price is ￥31,725
￥71,585 total
includes taxes & fees
Aug 18 - Aug 19
GLOBALSTAY Modern 3 BD House in Brampton
Coffee/tea maker, fridge, microwave, oven

17. Mono countryside apartments

Mono countryside apartments
Orangeville
The price is ￥17,075
￥22,846 total
includes taxes & fees
Aug 17 - Aug 18
Mono countryside apartments
Coffee/tea maker, fridge, microwave, oven

18. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
6.8 out of 10, (9 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
The price is ￥31,298
￥53,506 total
includes taxes & fees
Aug 31 - Sep 1
Charming Erin Country House near downtown
Private kitchen

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

Cozy Basement Apartment (700 sq ft) with Full Kitchen
Orangeville
8.0 out of 10, Very Good, (1 review)
"Property was clean with a nice location. It was in the basement so a bit cold. There was no washer/dryer or dishwasher. Place was comfortable."
United States
Rita R.
The price is ￥17,681
￥23,532 total
includes taxes & fees
Aug 5 - Aug 6
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Property grounds

20. 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 ￥14,145
￥30,445 total
includes taxes & fees
Aug 11 - Aug 12
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
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

Hyatt Place Toronto Airport

Hyatt Place Toronto Airport

10/10 Excellent
"Clean room"
CONNECT 2-night trip
Posted 1 hour ago
Hyatt Place Toronto Airport

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
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  • 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 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?

CasaLoma Private Oasis, minutes from the YYZ airport. (LIC 2026-005872-STA): This vacation home rental outside of Caledon offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Caledon?

Choose from 51 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.