The 10 best holiday rentals in Caledon, Canada | Booking.com
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Holiday Rentals in Caledon

Find the holiday rentals that appeal to you the most

The best holiday rentals in Caledon

Check out our pick of great holiday rentals in Caledon

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Tailwinds B&B

Erin (Near Caledon)

Situated in Erin in the Ontario region, Tailwinds B&B features a garden. It is set 21 km from Theatre Orangeville and features luggage storage space.

Z
Zuzana
From
United States
This place was exceptional - much nicer than the pictures! Warm, cozy, and the breakfast was very nice. On top of that, the hosts were very accommodating and went above and beyond to resolve our complicated situation (more guests, some of us sick). We loved this little place and will happily stay here again the next time we are are here for a big family gathering.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 95 reviews
Price from
US$106.72
1 night, 2 adults

Molly's Retreat B and B

Orangeville (Near Caledon)

Located within 4.4 km of Theatre Orangeville and 50 km of Wild Water Kingdom, Molly's Retreat B and B provides rooms with air conditioning and a private bathroom in Orangeville.

E
Emma
From
Canada
Eileen and Sam are thoughtful and gracious hosts. They clearly care a great deal about their guests and ensuring that they have a relaxing stay. The breakfasts are delicious, health-conscious, and sizeable-- sometimes we didn't eat lunch! The rooms are well-appointed and private. The location was very convenient for hiking trails and restaurants for dinner (we had a car with us). A lovely spot!
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 67 reviews
Price from
US$152.46
1 night, 2 adults

Lakeside Private suite-Queen bed room

Tottenham (Near Caledon)

Featuring air-conditioned accommodation with a balcony, Lakeside Private suite-Queen bed room is set in Tottenham. This property offers access to a terrace, free private parking and free WiFi.

D
Dylyn
From
Canada
This place was stunning! My bf and I came here and was amazing. The room I booked ended up being unavailable after I booked so we got upgraded to the larger room. Was not at all like a hotel. I could honestly live here kitchen set up and large fridge Stayed a bit past check out time and they were accommodating w it as well!
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 57 reviews
Price from
US$103.09
1 night, 2 adults

Newton Villa

Brampton (Near Caledon)

Newton Villa is set in Brampton and features a heated pool and pool views. It is situated 20 km from Canada's Wonderland and offers a shared kitchen.

R
Ronald
From
United Kingdom
Nice property. Lovely welcome by Rob who showed us to our room & helped with our bags. Room was great, comfy bed & lovely soft bedding, good shower. Nice little balcony overlooking pool. Buffet breakfast was good, totally self service with lots of choice & really nice proper coffee. Met Aba in the morning, who is a lovely warm character & we were able to relax in the lounge after our check out time which was a nice extra benefit. We chose the Villa because it wasn't too far from the city centre & close to Canadream hire depot.We called an uber in the morning to the campervan/RV depot & it arrived in 2 minutes, being avaliable so quick surprised us as it felt like it was a more rural setting, so perfect.
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 146 reviews
Price from
US$93.51
1 night, 2 adults

Cozy private room

Brampton (Near Caledon)

Situated in Brampton in the Ontario region, Cozy private room features accommodation with free WiFi and free private parking, as well as access to a hot tub.

M
Malik
From
Canada
Host was very polite and the room was clean and well equipped with a microwave, mini fridge and a TV.
Scored out of 10, guest rating 7.3
Good - What previous guests thought, 83 reviews
Price from
US$43.41
1 night, 2 adults

A charming, rustic 150 year old Carriage House

Orangeville (Near Caledon)

Situated in Orangeville, in a historic building, 49 km from Vaughan Mills Shopping Centre, A charming, rustic 150 year old Carriage House is a guest house with a garden and shared lounge.

M
Mackinnon
From
Canada
Quiet place with lots of windows bringing in lots of natural light. Bill, the host, was very helpful but, at the same time, unobtrusive, appreciating one's privacy. Delightfully quirky decor.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 22 reviews

The Front Porch Room of a 140-Year-Old Victorian House

Orangeville (Near Caledon)

Located in Orangeville, in a historic building, 46 km from Mississauga Convention Centre, The Front Porch Room of a 140-Year-Old Victorian House is a bed and breakfast with a garden and terrace.

m
margaret
From
Canada
Amazingly beautiful air bnb. My room was so cozy and comfortable. The kitchen had anything you needed. It was spotless. The staff met me when I arrived and gave me a wonderful tour. The staff kept me updated through my visit. I will be back.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 19 reviews

A rustic cabin in the woods

Orangeville (Near Caledon)

Located in Orangeville, A rustic cabin in the woods is a historic guest house that provides free WiFi, and guests can enjoy a private beach area and a garden.

A
Andrea
From
Canada
Bill was a great and super friendly and funny which was my first impression. Trails were great, had a cozy vibe and the fireplace made the cabin very warm and snuggly. Bed was comfortable upstairs and it was very clean.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 6 reviews

Konia Suites

Orangeville (Near Caledon)

Konia Suites is set in Orangeville, 48 km from Mississauga Convention Centre, 3.3 km from Theatre Orangeville, as well as 20 km from Mono Cliffs Provincial Park.

D
Dylan
From
Canada
The owner was very friendly, location was quiet, bed was comfy
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 36 reviews

LUXURIOUS 1000 SQ FT Oasis

Brampton (Near Caledon)

LUXURIOUS 1000 SQ FT Oasis is set in Brampton, 27 km from Aviva Centre, 28 km from York University, as well as 29 km from Vaughan Mills Shopping Centre.

K
Khaled S Alrayes
From
Canada
The place is clean and well furnished and comfortable, and you will have your own entrance and parking which gives you some privacy and the neighborhood is quiet
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 57 reviews
All holiday rentals in Caledon
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