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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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, (6 reviews)
"Beautiful flat !"
Canada
Jaivyn
The price is ￥7,769
￥13,545 total
includes taxes & fees
Sep 29 - Sep 30
Studio Apartment in the heart of Caledon
Room

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 ￥23,533
￥29,096 total
includes taxes & fees
Sep 28 - Sep 29
Modern 2BR Private Suite |Prime Location
Private kitchen

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 ￥77,298
￥122,636 total
includes taxes & fees
Sep 16 - Sep 17
Caledon Estate
Luxury House, 4 Bedrooms, Garden View | Living area

4. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
7.0 out of 10, Good, (2 reviews)
"Clean spacious house. It has everything we need"
Canada
Umeed
The price is ￥24,417
￥62,608 total
includes taxes & fees
Sep 30 - Oct 1
GlobalStay 4 Bedrooms House in Brampton
Family House, 3 Bedrooms, Kitchen, Lake View | Living area

5. 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, (39 reviews)
"Easy check-in and a pleasant stay."
Canada
Maria
The price is ￥16,887
￥53,759 total
includes taxes & fees
Sep 22 - Sep 23
GLOBALSTAY Modern 3 BD House in Brampton
Living area

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 ￥10,888
￥27,102 total
includes taxes & fees
Sep 21 - Sep 22
STUNNING & SPACIOUS 1 BEDROOM OASIS
Terrace/patio

7. 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 ￥11,074
￥18,520 total
includes taxes & fees
Sep 27 - Sep 28
Lakeside Private suite (Queen bed room)
Interior

8. Spacious 2-Bed Suite w/ Private Bath, TV & Walk-In Closet—Brampton Shared Home!

Spacious 2-Bed Suite w/ Private Bath, TV & Walk-In Closet—Brampton Shared Home!
Fletchers Meadow North
10.0 out of 10, Exceptional, (1 review)
"We enjoyed a very pleasant stay."
Japan
BRIJESH
The price is ￥9,434
￥24,205 total
includes taxes & fees
Sep 16 - Sep 17
Spacious 2-Bed Suite w/ Private Bath, TV & Walk-In Closet—Brampton Shared Home!
Private kitchen

9. Mono countryside apartments

Mono countryside apartments
Orangeville
Mono countryside apartments
Private kitchen

10. 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 ￥19,978
￥33,737 total
includes taxes & fees
Oct 1 - Oct 2
Walkout Basement with Private Entrance
Private kitchen

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 ￥17,442
￥23,214 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Basement Apartment (700 sq ft) with Full Kitchen
Private kitchen

12. 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
The price is ￥9,989
￥18,562 total
includes taxes & fees
Sep 21 - Sep 22
Elegant 2 Bedroom Guest Suit
Interior

13. The Perfect Getaway

The Perfect Getaway
Orangeville
7.6 out of 10, Good, (8 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 ￥26,359
￥41,199 total
includes taxes & fees
Sep 20 - Sep 21
The Perfect Getaway
Private kitchen

14. 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
The price is ￥14,142
￥23,418 total
includes taxes & fees
Sep 28 - Sep 29
Newly Renovated Two Bedroom Apartment
Private kitchen

15. 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, (5 reviews)
"Everything was perfect and as noted in ad"
Canada
Rachel A.
The price is ￥9,489
￥32,671 total
includes taxes & fees
Sep 16 - Sep 17
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
Living area

16. 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 ￥17,719
￥36,541 total
includes taxes & fees
Sep 20 - Sep 21
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
Interior

17. Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!

Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!
Orangeville
The price is ￥24,417
￥54,054 total
includes taxes & fees
Sep 16 - Sep 17
Spacious 4BR Orangeville Home, Private Deck, Sleeps 10—Near Headwaters Hospital!
Interior

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

Luxury Brand-New Suite | Mins to YYZ & Parking
Malton
The price is ￥15,448
￥32,223 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Brand-New Suite | Mins to YYZ & Parking
Room

19. 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)
"We enjoyed our stay - it's in a great neighborhood and our hosts were very quick to reply when we had a question! "
United States
Sarah R.
The price is ￥9,434
￥31,730 total
includes taxes & fees
Sep 22 - Sep 23
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
Interior

20. Cozy Brampton Stay Near Mount Pleasant GO

Cozy Brampton Stay Near Mount Pleasant GO
Fletcher's Meadow South
The price is ￥19,978
￥41,137 total
includes taxes & fees
Sep 17 - Sep 18
Cozy Brampton Stay Near Mount Pleasant GO
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

Monte Carlo Inn Vaughan Suites

Monte Carlo Inn Vaughan Suites

8/10 Good
"Everything was quite nice and clean, the location was good for shopping and restaurants"
Charles 1-night trip
Posted less than an hour ago
Monte Carlo Inn Vaughan Suites

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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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?

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.