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

Caledon Vacation Rentals

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Our top choices for Caledon vacation rentals

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 $110 total
includes taxes & fees
Nov 12 - Nov 13
Studio Apartment in the heart of Caledon

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 $225
CA $276 total
includes taxes & fees
Nov 9 - Nov 10
Modern 2BR Private Suite |Prime Location

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 $1,102 total
includes taxes & fees
Nov 9 - Nov 10
Caledon Estate

4. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
The price is CA $315
CA $500 total
includes taxes & fees
Nov 14 - Nov 15
Cozy 3BR Brampton

5. STUNNING & SPACIOUS 1 BEDROOM OASIS

STUNNING & SPACIOUS 1 BEDROOM OASIS
Deerfield
9.8 out of 10, Exceptional, (16 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 $144
CA $286 total
includes taxes & fees
Nov 10 - Nov 11
STUNNING & SPACIOUS 1 BEDROOM OASIS

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 $189 total
includes taxes & fees
Nov 9 - Nov 10
Lakeview private suite with kitchen (Twin or King)

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 CA $200
CA $368 total
includes taxes & fees
Nov 15 - Nov 16
Walkout Basement with Private Entrance

8. Lovely Cozy Private Appartment

Lovely Cozy Private Appartment
Vales of Castlemore
The price is CA $120
CA $166 total
includes taxes & fees
Nov 9 - Nov 10
Lovely Cozy Private Appartment

9. A Basement Studio for 2

A Basement Studio for 2
Bramalea
The price is CA $29
CA $130 total
includes taxes & fees
Nov 16 - Nov 17
A Basement Studio for 2

10. GlobalStay 4 Bedrooms House in Brampton

GlobalStay 4 Bedrooms House in Brampton
4.0 star property
Brampton
8.4 out of 10, Very good, (6 reviews)
"Great stay, no complaints"
Canada
Chris
The price is CA $278
CA $632 total
includes taxes & fees
Nov 9 - Nov 10
GlobalStay 4 Bedrooms House in Brampton

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 $197 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Basement Apartment (700 sq ft) with Full Kitchen

12. The Perfect Getaway

The Perfect Getaway
Orangeville
7.8 out of 10, Good, (10 reviews)
"Happy with everything, but we couldn't get any channels on the SmartTV."
Canada
Andrea
The price is CA $171
CA $293 total
includes taxes & fees
Nov 13 - Nov 14
The Perfect Getaway

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

The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
Downtown Brampton
8.2 out of 10, Very good, (12 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 $104
CA $312 total
includes taxes & fees
Nov 9 - Nov 10
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment

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

Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
Royal Orchard
7.8 out of 10, Good, (51 reviews)
"Kitchen can use some cleaning, few repairs that need to be attended to,"
United States
Marilyn V.
The price is CA $145
CA $298 total
includes taxes & fees
Nov 11 - Nov 12
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area

15. 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)
"Loved staying here! Cozy room, clean and very warm. I would stay again"
United States
Jasmine
The price is CA $136
CA $359 total
includes taxes & fees
Nov 9 - Nov 10
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained

16. 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 $259 total
includes taxes & fees
Nov 9 - Nov 10
Zen Nest - Cozy, conveniently located, and just minutes to the airport!

17. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.4 out of 10, Good, (15 reviews)
"Wonderful place. Check in was super easy. Upon entering, everything was very clean with towels and other essentials laid out. House was very beautiful and cozy. "
Canada
Joshveer S.
The price is CA $212
CA $370 total
includes taxes & fees
Nov 10 - Nov 11
Charming Erin Country House near downtown

18. Comfort Townhouse Suites

Comfort Townhouse Suites
3.5 star property
Erin Mills
Comfort Townhouse Suites

19. Home away from Home-YYZ Airport

Home away from Home-YYZ Airport
Malton
7.8 out of 10, Good, (10 reviews)
"The house was as expected. Great location for our event. "
Canada
Jeffrey B.
The price is CA $130
CA $298 total
includes taxes & fees
Nov 12 - Nov 13
Home away from Home-YYZ Airport

20. 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 $79
CA $163 total
includes taxes & fees
Dec 6 - Dec 7
Entire place, Ground level walkout Basement with Huge backyard
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

Find out more about Caledon

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Caledon. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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.