Search Caledon villas and holiday homes

This charming cottage is situated close to the centre of Orangeville, offering easy access to the town's amenities and attractions. The surrounding area is peaceful and green, with a lively stream flowing nearby.
The cottage has one bathroom and can comfortably accommodate up to four guests. It is equipped with a kitchen, air conditioning, parking, and internet access, providing all the essentials for a relaxing stay.

This 1-bedroom apartment in Brampton is situated 8 kilometres from Toronto Pearson International Airport, offering convenient access to attractions such as Canada's Wonderland (21 kilometres) and the Mississauga Convention Centre (16 kilometres).
This 102 square metre suite accommodates up to 9 guests and features a fully equipped kitchen, air conditioning, complimentary Wi-Fi, and private parking, with in-suite laundry facilities and a dressing room for added comfort.

This Orangeville riverfront cottage, situated 1 km from Hockley Valley Provincial Park and 2.2 km from Hockley Valley Resort, offers a tranquil escape near Theatre Orangeville and Island Lake Conservation Area (within 10 km).
The 65 square metre self-catering property sleeps four guests in one bedroom and one bathroom, featuring a kitchenette, fireplace, WiFi, and access to outdoor barbecue grills and a garden.

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 charming gîte is located in Adjala-Tosorontio, 45km north of Toronto, close to Tottenham and Palgrave, and 20km from Orangeville or Alliston. It has consistently received excellent ratings for its location, cleanliness, and user experience.
The gîte is a 2-bedroom, 1-bathroom property that can accommodate up to 4 guests. It features a spacious living area, a fully equipped kitchen, and a private garden, as well as access to a working hobby farm with a variety of animals. Guests can enjoy hiking trails on the surrounding 400 acres of conservation land, or visit nearby attractions like Hockley Valley Resort and Adamo Winery.

Vintage Cottage Retreat, a 4-bedroom property sleeping 14, is situated in Caledon, Ontario, approximately 72km from Yorkdale Shopping Centre and conveniently located near Forks of the Credit Provincial Park and the Bruce Trail.
This 3,700 sq ft holiday home boasts a full kitchen with microwave and dishwasher, 4 bathrooms, a solarium, terrace, garden, parking, air conditioning, and a wood-burning fireplace; it also offers 10 acres of land ideal for camping, stargazing, and small events.

This private, self-contained ground-level suite is situated on a quiet street in Orangeville, offering convenient access to the local hospital and ski hills, with the countryside just a short distance away.
This heated apartment for two features a fully equipped kitchen, a separate bedroom with a queen-size bed, a modern walk-in shower, and complimentary Wi-Fi, with hosts readily available on the property.

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 self-catering villa, the Lakeview Resort Style Suite (Twin Or King), is situated in Adjala-Tosorontio, within 10km of Legacy Pines Golf Club, Glen Haffy Conservation Area, and Albion Hills Conservation Area.
The one-bedroom, one-bathroom suite sleeps three guests and features a fully equipped kitchen, patio, Smart TV, and is within easy reach of local nature trails.

This six-bedroom property in King, Ontario, is situated approximately 32km from Canada's Wonderland, 48km from Toronto Pearson International Airport, and 64km from downtown Toronto.
Sleeping up to 14 guests, this self-catering apartment boasts a private pool (seasonal), BBQ, full kitchen, family room, laundry facilities, pool table, ample parking, and is close to golf courses.

This self-contained basement apartment in Erin, Ontario, offers a peaceful countryside escape just a short drive (approx. 29km) from Georgetown and 72km from Toronto, with easy access to the Bruce Trail and other popular hiking routes.
The property comprises a one-bedroom, one-bathroom guest suite sleeping two, featuring a queen-sized bed, heated bathroom floors, a fully equipped kitchen with gas stove and toaster oven, Netflix, Wi-Fi, and two electric fireplaces; nearby Erin offers local shops and historic buildings within walking distance.

This Brampton basement apartment offers convenient access to key locations, situated 16 kilometres from the Mississauga Convention Centre, 32 kilometres from Vaughan Mills, and within a 32 to 43 kilometre radius of attractions such as Canada's Wonderland and York University.
This property provides accommodation for up to four guests across 900 square metres, featuring a fully equipped kitchen with a microwave and toaster, air conditioning, free WiFi, and a washing machine, managed by a local host for a private getaway experience.