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.

F
Florian
From
Belgium
Clean and cozy bed and breakfast in the middle of nature. The hosts were very kind and accommodating, and the breakfast was amazing. Unfortunately we were only staying for a night, but I'd love to spend some more days in the cozy room!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 92 reviews
Price from
US$105.36
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, 68 reviews
Price from
US$161.26
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.

J
John
From
United Kingdom
Everything! Accommodation was extremely spacious and comfortable. Grounds were extensive, beautiful and full of interesting features.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 23 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

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.

S
Samira
From
Abkhazia
A cute little gem nestled in the middle of nature. Very peaceful and serene. Clean and cozy. The host was very prompt and helpful. We forgot to bring a phone charger, and the host was kind enough to lend us one. If you're a nature lover like me, bring a pair of binoculars. There's lots of birds to see, and we were lucky to spot a coyote, too. Perfect little place for a quiet getaway. Ps: Bring a pair of slippers. The marble tiles in the bathroom are cold.
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 58 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, 60 reviews

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.

S
Sarah Aurora
From
Germany
Very comfortable and cosy, very friendly staff
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 145 reviews

Luxurious 1BR-1BA Apartment Bright Spacious with free parking-gc-1

Brampton (Near Caledon)

Situated in Brampton, 40 km from Aviva Centre and 42 km from York University, Luxurious 1BR-1BA Apartment Bright Spacious with free parking-gc-1 offers air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews
All holiday rentals in Caledon