Top 10 Airbnb Vacation Rentals In Caledon, Canada - Updated 2024

airbnb Caledon Canada
Kate
Kate 
Updated
| 4 min read

Located in the Greater Toronto Area in Canada, Caledon offers both rural and urban getaway experiences to visitors of all ages and interests. The town is known for its breathtaking nature and outdoor attractions such as its trails, conservation areas, and botanical gardens. Caledon is also known for its diverse arts and culture scenes like its independent art studios and the Alton Mills Arts Center. All these attractions never fail to tug at the hearts of visitors, making them want to see more. Discover and fall in love with Caledon by staying in one of the Airbnb vacation rentals listed below ranging from modern and luxurious apartments to century-old houses.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 22, 2024.

1. Modern and vibrant room with deck (from USD 35)

Get an exciting vacation or getaway and spend less when you book this Airbnb vacation rental. This modern house has an elegant private room that can house up to two guests in one bed and a full shared bathroom. It is equipped with a full kitchen, WiFi, and an indoor fireplace to keep you warm and cozy. Relax and read a book in the house’s alcove or interact with the hosts in the living room. The Niagara Falls and the Blue Mountains are easily accessible from the house.

Brampton, Ontario, Canada
25.96 km (16.2 mi) from High Park
232 reviews   Superhost Wifi Available
PRIVATE ROOM IN HOME 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
we needed an iron and they were very helpful about it
plenty of closet space to store items and the bed was comfortable
the room was beautiful with lots of sunshine
Cleanliness:
clean toilet - shared
great communication exactly as advertised and spotless
it was quite and clean place
clean quiet comfortable accommodation
clean quiet and comfortable accommodations
Host:
awesome and extra friendly hosts
dinesh is a great host
both dinesh & punam were awesome hosts
dinesh was a great host
host were so helping and nice
Location:
i am a frequent guest at this location; highly recommended
it’s always a pleasure to stay at this location
this was a great place to stay comfortable and close to airport
we went for a wedding in brampton so location was perfect for us
the neighborhood is very calm and peaceful
Read more reviews

2. Spectacular cabin near a large pond (from USD 121)

Stay in this cabin and disconnect yourself from society and the internet and enjoy a unique getaway experience you will surely remember for long. Set in the middle of a 15-acre (6-hectare) woodland in Caledon and right beside a pond, this cabin is perfect for a solo wanderer or couple. It has a bedroom with a bed, a bathroom with a composite toilet, and a kitchenette. This rustic cabin does not have running water, but guests can freely access the Victorian house of the host where there’s running water. Visit Orangeville and Hockey Valley, which are just minutes away from this Airbnb vacation rental.

Stayed at this property?
Mono, Ontario, Canada
55.0 km (34.2 mi) from High Park
600 reviews   Superhost Wifi Available
Entire cabin 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we had a great weekend at the cabin the space was cozy and relaxing
Cleanliness:
quiet clean and charming
Host:
the staff were amazing
the hosts are very welcoming and have provided many wonderful touches throughout
everyone including the maintenance staff and the cleaners were so friendly and accommodating
wonderful touches and friendly hosts
bill and his staff are so warm and welcoming
Location:
this location was perfect for our short get away from toronto
bills place was so cute & private perfect getaway
the cabin in the woods and house close by are very nice and a perfect getaway north of toronto
it’s a perfect place to spend some time in a peaceful place and not far from toronto
beautiful location and awesome hospitality
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3. Stylish apartment with hot tub (from USD 142)

Be amazed by the vibrancy of this funky apartment, which is good for a family or group of friends traveling together. This Airbnb vacation rental is perfect for up to four guests and has one bedroom with two beds. It has a bath, a full kitchen, and WiFi connectivity. Enjoy bonding with your loved ones by playing the Xbox 360 in the house or get to plunge and relax in the hot tub after a long day of strolling in downtown.

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Toronto, Ontario, Canada
2.44 km (1.6 mi) from High Park
226 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
fantastic cozy space with a great patio vibe
also the beds have the softest sheets guaranteed to make for a great nights sleep
we loved everything about this funky space from the super comfortable bed to the beautiful backyard with the jacuzzi
very comfortable with many nice touches
the funky apartment is absolutely amazing
Cleanliness:
andrea’s place was clean and comfortable
i absolutely love the space it was very beautiful clean and cozy
nice space immaculately clean had everything i needed for my stay
her space was very clean and tidy and really felt like home
so clean quick responses
Host:
andrea was a fabulous host with quick responses
andrea was super attentive
andrea is a fantastic communicative host
great place andrea is a great host
andrea is an amazing host very welcoming and nice
Location:
the location was nice and close to everything you need
great location lots of shops and restaurants near by
great value for the location and inexpensive parking
the location is in an amazing neighbourhood close to many restaurants and coffee shops
great place to stay in toronto good location
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4. Gorgeous apartment in city center (from USD 46)

Discover the newest best-kept secret in the city and live in luxury by staying in this apartment in Bloordale Village. Located near independent galleries on a serene residential street, this Airbnb vacation rental can accommodate up to two guests with its one bed and a private bath. It is equipped with a full kitchen with an individual-serving coffee machine, WiFi connectivity, and cable TV. You may want to drink your coffee at the cozy front porch and interact with the neighbors.

Stayed at this property?
Toronto, Ontario, Canada
1.91 km (1.2 mi) from High Park
401 reviews   Superhost Wifi Available
PRIVATE ROOM IN RENTAL UNIT 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the room is also nicely designed with wooden furniture
we used the kitchen area to make breakfast and coffee every day and the living space is gorgeous
the space is nice and cozy
the facilities are all good and the neighbourhood is interesting with nice coffee and eating places nearby
the space is great and we had a lovely stay small but very cozy and comfortable
Cleanliness:
place was very clean and comfy and communication with patrice was great
it was very clean and just as photographed
private clean and comfortable place to stay
their place was clean extremely well decorated and homey
the room was clean and had all the basic necessities
Host:
friendly and responsive hosts
the host were nice very helpful
the hosts responded quickly and were super helpful
great hosts and a lovely place
oriane and patrice we really amazing hosts
Location:
great location in a beautiful neighborhood
great location and super stylish place
wonderful apartment with subway and supermarket close by
nice little cosy bachelor not far from landsdowne metro station
great location we were close to everything the space was small but very comfortable
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5. Rustic chalet with nature views (from USD 54)

Enjoy the wonders of nature, free from the busy city streets, and worry about nothing when you book this homey chalet. The Tea-Cup Chalet, cut from the Canadian forest, can accommodate up to two guests in a queen bed. The studio has a separate and shared bathroom. Wake up every morning with a breathtaking view of nature or get a magnificent view of the stars in the sky at night. Feel free to visit and roam around the charming town of Erin, which is just a four-minute drive away.

Stayed at this property?
Erin, Ontario, Canada
49.3 km (30.7 mi) from High Park
304 reviews   Superhost Wifi Available
Entire chalet 1 Bed 2 Guests 1 Bedroom 0 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
cozy place with beautiful view
great view really cozy space
very cozy cabin lovely view of ontario farmlands and hills
cozy little bunkie’s- perfect for my writing retreat- complete with old fashioned typewriter for inspiration
the view is gorgeous and my stay was extremely comfortable
Cleanliness:
very clean and amazing communication
private and clean bunkie
the bunkie was well prepped for my arrival: warm and clean and exactly as described
the space was well thought-out clean and comfortable
most importantly it was very clean and certainly affordable
Host:
the host went above and beyond to accommodate a special request
david was a very accommodating host and ensured our stay was pleasant
david was also great to deal with: prompt responses and a friendly manner :)
david was so kind and flexible with us
david was a fantastic host: always quick to respond and very accommodating
Location:
great place to get away from city 50 mins drive away from downtown toronto
a beautiful place to get away from the hustle and bustle of daily life
finding the location and parking was easy
the bunkie was great so close to home but feels so far away
great location and a fantastic getaway for someone looking to escape the city
Read more reviews

6. Charming cottage with garden

Surrounded by acres of cultivated garden with lush greenery and horse farms, this charming suite can accommodate up to two guests in two bedrooms with three beds and has a private bathroom. This English art and crafts-inspired suite is equipped with a kitchen, dining room, and a living room where guests can relax. Upon arrival, guests are welcomed with a free breakfast by the host. Roam around the neighborhood and enjoy the scenic bicycle routes along the way.

Stayed at this property?
Belwood, Ontario Canada, Ontario, Canada
66.42 km (41.3 mi) from High Park
234 reviews  
Entire guest suite 3 Beds 2 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the apartment has two levels with dried flowers old beautiful furniture and wood trim all over
having breakfast on the patio was probably the highlight of our stay
it is a beautiful open space with a large kitchen
their cottage/apartment was an excellent home-base for us to explore the surrounding areas
beautiful place with lots of room
Cleanliness:
everything was very clean well stocked
everything was very clean
exceptionally clean and super pretty property
beautiful clean and peaceful
the place was very clean
Host:
our hosts were absolutely lovely
paul & melinda were great hosts
paul and melinda were fantastic hosts
the hosts were very easy to communicate with
definitely recommend great hosts
Location:
quiet location but not isolated
amazing location for a weekend gettaway
beautiful location and beautiful place
very peaceful location and would recommend
a beautiful cleanse a home great location near all the conservation patks and truly amazing hostess
Read more reviews

7. Lovely and stylish century-old house

Situated in the popular neighborhood of Hillcrest Village, this spotless and newly renovated century-old house with its modern interior and rustic exterior will surely take your breath away. It has one bedroom with two beds that can accommodate up to three guests and has a spacious bathroom with a tub. It has WiFi, cable TV, and is equipped with a full kitchen. Many fabulous restaurants, bars, and the popular tourist destination Casa Loma are just a few minutes away from this Airbnb vacation rental.

Stayed at this property?
Toronto, Ontario, Canada
4.72 km (3.0 mi) from High Park
196 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
there is free wifi and netflix
we appreciated having a hair dryer shampoo and body wash and decent wifi available
very comfortable house with complete kitchen and comfortable living room
great apartment with outstanding amenities in a good location
kevin's place is clean organized open great ac roomy the bed is great as are all the linens
Cleanliness:
everything was very clean and tidy
very clean stylish and quant
the place was clean and exactly as advertised
the bbq was very clean and easy to use
the place was very clean
Host:
kevin was very responsive
kevin and annie were wonderful hosts
kevin was a great host
kevin was an awesome host
kevin was a great host
Location:
cute apartment close to many facilities
convenient and comfortable location in midtown
and the location is just fabulous
the location was great too
centrally located near shops and great restaurants
Read more reviews

8. Cozy and chic cottage

Be one with the locals and get a “home away from home” vibe in this cottage. This Airbnb vacation rental can offer you up to two private rooms that have two beds perfect for four guests. It has a shared bathroom, and you can freely use the facilities in the house such as the kitchen. It has WiFi connectivity, TV, and free parking around the premises. If you are up for an adventure, experience the bars and pubs on Bloor Street, which is just a 10-minute walk from the house.

Stayed at this property?

3.62 km (2.3 mi) from High Park
237 reviews  
Private room 2 Beds 4 Guests

9. The Oakwood Studio

Perfect for solo wanderers, couples or business travelers, this stylish and private studio can accommodate up to two guests in a double bed and has a private bath. It is equipped with a full kitchen, WiFi connectivity, and TV to name a few. The Oakwood Studio is located in the quiet neighborhood of Oakwood Village, which is near St. Clair Avenue where famous restaurants and the Wychwood Barns can be found.

Stayed at this property?
Toronto, Ontario, Canada
4.69 km (3.0 mi) from High Park
453 reviews  
Entire guest suite 1 Bed 0 Bedrooms 1 Bathroom

10. Elegant suite with viewing deck and backyard

Live in style and comfort during your vacation by staying in this elegant suite. This newly renovated house can accommodate up to two guests in one bedroom with a queen bed. It has its own private bath and a kitchenette. It also has WiFi connectivity, TV, and daily essentials as well. It is close to public transit if you want to explore the city. The house also has a deck and a beautifully landscaped garden where you can have your breakfast or just read a book while enjoying the sunshine.

Stayed at this property?
Toronto, Ontario, Canada
3.56 km (2.3 mi) from High Park
286 reviews  
Entire guest suite 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
and they gave a great suggestion for breakfast thanks tracy and kate
we had a lovely stay in tracy and kate’s apartment
comfortable space very clean and had all amenities we could have hoped for
i had a lovely 4 night stay in tracy and kate's adorable and cozy studio
great cozy accommodations comfy bed and great outdoor space
Cleanliness:
really clean and quaint
beautiful clean and cozy basement suite
kept very clean and tidy
the apartment was clean and modern
their place was very clean and cozy
Host:
they were the nicest hosts
they were very helpful
she was kind enough to let us use her mobile charger and hairdryer
tracy & kate are nice hosts
tracy and kate are great hosts
Location:
really nice location walking distance to subway very handy
nice place great location excellent public transportation
the location is great with transportation and shops close by for your convenience
this location was an amazing stay
there are also many attractions close by
Read more reviews

Enjoy the best of both worlds

Whether you want to spend your vacation in the peaceful and tranquil countryside or the lively and vibrant city, this tourist destination has got it all for you and is surely the place to be. From the magnificent view of nature in the countryside to the delicious cuisines in restaurants and pubs located in the city, Caledon will give you an experience of a lifetime. Travel now and elevate that experience by staying in one of the Airbnb vacation rentals listed above.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kate currently resides in the Philippines and has previously lived in Singapore and Thailand. She has also traveled in a few other countries with her family. She has also traveled by herself to...Read more

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