Villas and Holiday homes in Caledon

This restored historic coach house, once part of Lester B. Pearson's grandparents' property, offers a private retreat in Orangeville, a short 500-meter walk from the town's historic core with its shops and restaurants, and is conveniently located for access to Hockley Valley, Mono Cliffs, and Island Lake hiking trails.
This one-bedroom, one-bathroom dwelling accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, internet, and parking, with an outdoor side yard complete with a picnic table for enjoying the mature tree surroundings.

The Grassy Oasis villa is located in Brampton, a suburb of Toronto, just 6.6 km from the Mississauga Convention Center and 27 km from the Aviva Centre. This peaceful retreat offers a quiet escape from the city, with easy access to Toronto's attractions.
The villa is a one-bedroom property with one bathroom, covering 37 square meters and accommodating up to three guests. It features a fully equipped kitchen, a private garden, outdoor play equipment, free parking, and a private courtyard.

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.

This secluded off-grid cottage is situated 0.8km from the main farm buildings on a 50-acre farm in Guelph-Eramosa, within a 10–20 minute drive of Erin, Acton, and Guelph.
The 200 sq ft dwelling features a queen-size bed, living area, large windows, a deck, propane BBQ, fire pit, and sleeps two guests; nearby attractions include Belfountain Conservation Area, Rockwood Conservation Area, and Guelph Lake Conservation Area.

This fully furnished five-bedroom villa is located in Caledon, just a five-minute drive from local restaurants and amenities. The property has received very good ratings for its location, cleanliness, and overall user experience.
The spacious house has a large garden and can accommodate up to ten guests. It offers a range of amenities including air conditioning, parking, and CCTV, as well as the option to set up tents with prior permission.

This Orangeville dwelling is conveniently located near the town centre, offering easy access to the Island Lake Conservation Area.
The self-catering property boasts two bedrooms, two bathrooms, and sleeps four guests, featuring a fully equipped kitchen, private balconies, and is set amongst unique tree sculptures and lakes.

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 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 secluded 28-acre woodland retreat in Caledon offers direct access to the renowned Bruce Trail, situated within the Niagara Escarpment.
This lodge accommodates up to four guests and features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, parking, and a 27-metre Forest River Ultra Lite trailer, complemented by a fire pit, barbecue, and hot water shower facilities.

Churchill Pines Guesthouse, a private two-storey apartment in northwest Caledon, is situated 16 kilometres from the Caledon Ski Club and 120 kilometres from Blue Mountain, providing a tranquil countryside escape.
This guesthouse offers accommodation for up to three guests with one bedroom and one bathroom, featuring a full kitchen, a dedicated yoga/reading room, and a private deck, with proximity to equestrian venues and golf courses.

This spacious six-bedroom cottage is located in Adjala-Tosorontio, just a short drive from the town of Alliston and the picturesque Hockley Valley. The surrounding area offers a tranquil setting, perfect for escaping the hustle and bustle of city life.
The cottage can accommodate up to 12 guests, making it ideal for families or groups of friends. It features a fully equipped kitchen, air conditioning, parking, and internet access, ensuring a comfortable and enjoyable stay.

This Bolton house, sleeping six, is ideally located for exploring the town centre, with its proximity to Bolton's attractions needing further clarification to determine precise distances in kilometres.
The three-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, garden, parking, and is tastefully furnished for a comfortable stay, offering exclusive access for families or small groups.