Villas and Holiday homes in Caledon

This charming cottage is located in the picturesque countryside of Adjala-Tosorontio, just a short drive from the Hockley Valley and its wineries. The property has received excellent reviews for its cleanliness, location, and overall experience.
The cottage has one bedroom and one bathroom, comfortably accommodating two guests. Guests can enjoy a fully equipped kitchen, a garden, and parking, along with modern amenities like running water and an indoor shower.

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 detached house is situated in Ontario's Headwaters region, just 10 kilometres from Hockley Valley Ski Resort and a short walk to Island Lake Conservation.
This family-friendly property offers accommodation for 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, hot tub, garden, and a home gym, with direct access to outdoor activities such as snowshoeing and trail walks.

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 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 spacious Mississauga basement apartment, near Toronto Pearson International Airport (approximately 40km away), offers easy access to Downey's Farm Market (8 minutes' drive), Dennison Park (5 minutes' drive), and Lake Conservation Park (12 minutes' drive).
The self-contained property sleeps four guests across three bedrooms and three bathrooms, boasting a private garden, parking, Wi-Fi, air conditioning, and a fully equipped kitchen including a fridge, microwave, and dishwasher; pet-friendly (fees apply).

This charming bungalow is located in a peaceful Toronto neighbourhood, just a short distance from a shopping mall, restaurants, and cafes. It has received excellent ratings for location, cleanliness, and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy modern amenities such as a fully equipped kitchen, a smart TV, and a relaxing backyard with a waterfall fountain.

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.

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 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 Caledon East cottage is situated 3 km from the Albion Hills Conservation Area and 4.2 km from Plant Paradise Country Gardens, with Legacy Pines Golf Club and Caledon Equestrian Park within a 10 km radius.
The one-bedroom, one-bathroom lodge sleeps two guests and offers heating, a private bedroom, and is ideally located for exploring the natural beauty and attractions of Caledon East.

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.