Search All Cottages in Caledon

This 6-bedroom, 5-bathroom holiday home in Caledon offers secluded accommodation on a 26-hectare private estate, located just 16 kilometres from Toronto Pearson International Airport and 5 kilometres from the Caledon Ski Club, with the Paintbrush golf course across the road and Caledon East a few minutes away.
This property accommodates up to 11 guests and features an infinity pool, hot tub, fire pit, tennis court, separate 2-bedroom pool house, air hockey table, arcade games, Xbox, and a gourmet kitchen, all providing stunning views of the Mississauga and Toronto skylines from its elevated position along the Niagara Escarpment.

This Orangeville holiday home is a 7-minute walk from Theatre Orangeville and is located approximately 48 kilometres from Wild Water Kingdom.
This property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, Wi-Fi, an indoor play area, and a fireplace, with laundry services and free parking available.

This self-catering villa in Adjala-Tosorontio is ideally situated for exploring the region, with Albion Hills Nature Reserve just 13 kilometres away, Island Lake Conservation Area 27 kilometres away, and Caledon Equestrian Park a mere 10 kilometres distant.
This property offers accommodation for up to two guests, providing complimentary Wi-Fi and air conditioning, along with essential amenities such as towels, linens, and toiletries, ensuring a comfortable stay for those visiting local attractions like the Orangeville Theatre and the Alton Mill Arts Centre.

This rural Caledon loft is located on a ten-acre property with a Humber River tributary and pond, offering scenic rolling hills.
This family-friendly lodging sleeps four guests across two bedrooms and two bathrooms, featuring a kitchen with a fridge, air conditioning, and parking, all set within a serene natural environment.