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
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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
$77 nightly
The price is $87
Nov 1 - Nov 2
Total with taxes and fees
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
$136 nightly
The price is $153
Oct 27 - Oct 28
Total with taxes and fees
Modern 2BR Private Suite |Prime Location
A modern living room with a fireplace, comfortable seating, and a large window offering a view of the outside.

3. Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED

Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
Caledon
$424 nightly
The price is $479
Nov 1 - Nov 2
Total with taxes and fees
Luxury - Sleeps 10 - Smart Home - PS5 - 85” OLED
A modern kitchen with white cabinetry, a central island, and built-in appliances.

4. 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.
$726 nightly
The price is $820
Oct 27 - Oct 28
Total with taxes and fees
Caledon Estate
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
$151 nightly
The price is $171
Nov 5 - Nov 6
Total with taxes and fees
STUNNING & SPACIOUS 1 BEDROOM OASIS
Shared Refrigerator

6. Private Queen Bedroom w/ Walk-In Closet, TV & Mini Fridge, 2.5 Bath—Shared Home

Private Queen Bedroom w/ Walk-In Closet, TV & Mini Fridge, 2.5 Bath—Shared Home
Fletchers Meadow North
8.0 out of 10, Very good, (2 reviews)
"Exactly as seen, clean, Quiet, love the serenity, not too far from convenient stores. Would definitely be back"
Canada
Michael
Private Queen Bedroom w/ Walk-In Closet, TV & Mini Fridge, 2.5 Bath—Shared Home
A wooden deck with chairs and tables overlooking a lake, a flag, and a gazebo.

7. 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.
$127 nightly
The price is $144
Oct 27 - Oct 28
Total with taxes and fees
Lakeview private suite with kitchen (Twin or King)
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.
$226 nightly
The price is $255
Nov 2 - Nov 3
Total with taxes and fees
Walkout Basement with Private Entrance
A bedroom with a bed, bedside tables, a sofa, a window with blinds, and a door.

9. Cozy 3BR Brampton

Cozy 3BR Brampton
3.0 star property
Fletcher's Meadow South
$222 nightly
The price is $261
Nov 1 - Nov 2
Total with taxes and fees
Cozy 3BR Brampton
A modern kitchen with white cabinets, a wooden island, stainless steel appliances, and a bar stool.

10. 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
$104 nightly
The price is $117
Nov 6 - Nov 7
Total with taxes and fees
Cozy Basement Apartment (700 sq ft) with Full Kitchen
A living room with a dark wood floor, a red leather sofa, a glass coffee table, and a white door.

11. 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)
"Very accomadating"
United States
Tiffany N.
$194 nightly
The price is $219
Oct 27 - Oct 28
Total with taxes and fees
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

12. Charming Erin Country House near downtown

Charming Erin Country House near downtown
Erin
7.4 out of 10, Good, (15 reviews)
"Beautiful home, very clean and comfortable. Would definitely stay again!"
Canada
Nancy B.
$243 nightly
The price is $275
Nov 4 - Nov 5
Total with taxes and fees
Charming Erin Country House near downtown
A modern kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a dining area with a table and chairs.

13. 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
$245 nightly
The price is $277
Oct 30 - Oct 31
Total with taxes and fees
The Grassy Oasis - Garden Suite | King Bed | Detached | Self contained
A pathway leading to a house with a separate entrance.

14. 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.
$171 nightly
The price is $193
Oct 27 - Oct 28
Total with taxes and fees
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
A wooden house with a garage, a large wheel, and a driveway.

15. A bright & modern urban studio

A bright & modern urban studio
Orangeville
10.0 out of 10, Exceptional, (18 reviews)
"This property was exceptional! The space is bright and well equipped and is a perfect home away from home. Would absolutely stay again! Great location within walking distance of downtown."
Canada
Allison
$141 nightly
The price is $160
Oct 27 - Oct 28
Total with taxes and fees
A bright & modern urban studio
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.

16. 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
$197 nightly
The price is $223
Oct 30 - Oct 31
Total with taxes and fees
The Perfect Getaway
A two-story brick house with a patio area.

17. 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
$105 nightly
The price is $119
Oct 27 - Oct 28
Total with taxes and fees
Entire place, Ground level walkout Basement with Huge backyard
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.
$215 nightly
The price is $243
Nov 3 - Nov 4
Total with taxes and fees
The Rustic Barn - Urban Retreat | King bed | Pet friendly | Full apartment
A deck with outdoor furniture, a brick building, and a view of greenery.

19. 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
$428 nightly
The price is $503
Oct 27 - Oct 28
Total with taxes and fees
GlobalStay 4 Bedrooms House in Brampton
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, (18 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
$119 nightly
The price is $134
Oct 28 - Oct 29
Total with taxes and fees
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

Monte Carlo Inn Vaughan Suites

Monte Carlo Inn Vaughan Suites

10/10 Excellent
"Clean room and quiet"
Chanele 1-night trip
Posted 1 hour ago
Monte Carlo Inn Vaughan Suites

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Caledon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.