Villas and Holiday homes in Caledon

The Caledon Retreat is located in Caledon East, just a short drive from the charming downtown area and within easy reach of scenic hiking and biking trails. The property has received excellent ratings for location, cleanliness and user experience.
This seven-bedroom, five-bathroom home can comfortably accommodate up to 12 guests. The retreat offers a range of amenities, including a swimming pool, Jacuzzi, sauna, fitness centre, and a spacious garden, providing plenty of opportunities for relaxation and recreation.

This private, newly renovated suite in Orangeville offers a separate entrance and is located in a quiet residential area, just 1.5 kilometres from downtown shops, Theatre Orangeville, Island Lake trails, and Hockley Valley skiing.
This modern accommodation for two features a fully-equipped kitchen with quartz counters, a double bedroom, a spa-style bathroom with a glass shower, and provides internet access, making it ideal for couples or remote workers seeking mid-term stays with easy access to local attractions and outdoor activities.

This four-bedroom apartment is located in Mono, a rural area just 15 kilometres from Orangeville town centre, offering a peaceful escape from the hustle and bustle. The apartment enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a spacious and well-equipped kitchen, perfect for self-catering, and can comfortably accommodate up to eight guests. Enjoy a range of amenities including a private hot tub, a heated swimming pool (seasonal), a large bonfire pit, and 10 acres of land with trails for exploring the surrounding countryside.

This holiday home is located in Caledon, just a short drive from Starbucks and Hockley Valley, offering easy access to local amenities and attractions. The property sits on a half-acre plot, providing privacy and ample space for gatherings.
The house has four bedrooms and one bathroom, sleeping up to ten guests. Enjoy the above-ground pool, outdoor fire pit, and ample parking, as well as a fireplace, pool table, and spacious kitchen.

This family-friendly detached house is located in Brampton, a district within the greater Caledon region, offering convenient access to local amenities.
This 177 square meter property features a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, complimentary Wi-Fi, and on-site parking, with select rooms offering a balcony or terrace.

This spacious holiday home in Caledon East is situated 19 kilometres from Toronto Pearson International Airport, 16 kilometres from the Mississauga Convention Centre, and 32 kilometres from Vaughan Mills Shopping Centre.
This family-friendly property offers 279 square metres of living space with 1 bedroom, 3 bathrooms, and accommodation for up to 15 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and a garden with a terrace.

This executive property is situated on the Brampton/Mississauga border, approximately 11 kilometres from the Mississauga Convention Centre and within a 32-48 kilometre radius of major Toronto attractions including Canada's Wonderland, York University, and Toronto city centre.
The 316 square metre house features a spacious five-bedroom, four-bathroom layout, accommodating up to 23 guests, and includes a fully equipped kitchen, private parking, complimentary Wi-Fi, and a flat-screen TV.

This Brampton holiday home is located 14.96 kilometres from Toronto Pearson International Airport and offers convenient access to Mount Pleasant GO for public transport.
The spacious accommodation spans 186 square metres, featuring one bedroom, three bathrooms, a fully equipped kitchen, air conditioning, a hot tub, a terrace, a garden, and private on-site parking, suitable for up to 15 guests.

This private suite is situated on conservation land just minutes from the Equestrian Park, Bruce Trail, Hockley Valley Resort, and Woodington Lake Golf, offering a peaceful retreat in the heart of Adjala-Tosorontio. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience.
The self-contained suite features a bedroom, living room, and private bathroom, providing ample space for a comfortable stay. Guests can enjoy a fully equipped kitchen, access to a private outdoor dining area, fire pit, charcoal grill, and a spacious garden, as well as the opportunity to relax in a Jacuzzi.

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 Brampton holiday residence is located 19 kilometres from Toronto Pearson International Airport and 15 kilometres from the Mississauga Convention Centre.
This family-friendly dwelling offers 3 bedrooms, 3 bathrooms, and accommodation for up to 11 guests, featuring a fully equipped kitchen, air conditioning, and free WiFi.

This three-bedroom farmhouse is located in Hockley Valley, just a short drive from Orangeville, offering easy access to the Bruce Trail, the Hockley Valley Conservation Area, and a variety of local attractions. The property enjoys excellent user, location, and cleanliness ratings, making it a top choice for travellers.
The farmhouse comfortably accommodates up to seven guests and features a modern kitchen, a wood-burning fireplace, and super-fast Wi-Fi. Guests can enjoy a secluded country setting, access to nature, nearby attractions, and a range of adventurous activities, ensuring a memorable stay.

This Adjala-Tosorontio self-catering cottage is located 15 minutes (approx. 24km) east of Orangeville, 10 minutes (approx. 16km) from Palgrave, and 15 minutes (approx. 24km) from Hockley Valley Resort, offering easy access to skiing, golfing, and other activities.
This two-bedroom, one-bathroom holiday home sleeps four to six guests, features a full kitchen and laundry facilities, free Wi-Fi, and a private outdoor sitting area on a 23-acre horse farm.

This studio apartment is located in a peaceful residential area in Orangeville, just a short walk from the Island Lake Conservation Area and less than 1 kilometre from the lake's 9km lakeside loop trail. The studio has received excellent ratings for its cleanliness, location, and overall experience.
This self-catering studio accommodates up to 3 guests and has a fully equipped kitchen, a private patio with a BBQ, and a cedar outdoor shower. Guests can enjoy a tranquil setting, close proximity to nature, and access to a smart TV and Wi-Fi.

Ligero Townhouse is located in Orangeville, Ontario, offering convenient access to the town's centre, local shops, restaurants, and parks, with the downtown area situated less than 1 kilometre away. This 185 square meter, three-bedroom townhouse accommodates up to six guests and features a fully equipped kitchen, air conditioning, a garden, and parking, making it suitable for families and groups.

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.