Find short term rentals in Caledon at the best prices

This guest house is located in Caledon, Ontario, 32 kilometres from the RBC Canadian Open and 80 kilometres from FIFA World Cup matches, set within 10.9 hectares of picturesque grounds ideal for equestrian pursuits and golf.
This B&B accommodates up to 16 guests with 5 bathrooms, offering a complimentary breakfast buffet, a swimming pool, and a tennis court amidst mature woods with trails, perfect for exploring the surrounding countryside.

This charming self-catering apartment is situated in a peaceful country setting on a five-acre property just a short walk from the Pollinator Garden & Island Lake Trails and a six-minute drive from Hockley Valley Resort and Adamo Estate Winery. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment is a newly renovated carriage house loft offering approximately 650 square feet of space, including a pull-out couch that can accommodate up to four guests. The apartment comes equipped with a fully fitted kitchen, a comfortable living area, a private garden and parking, as well as air conditioning and Wi-Fi.

This studio apartment is located in Bolton, a charming town just 40 kilometres from Toronto Airport and 72 kilometres from Downtown Toronto, offering a peaceful escape from the city. The accommodation has received excellent ratings for its cleanliness, location, and overall experience.
The self-contained studio is ideal for a small family or group of friends, comfortably accommodating up to four guests. Amenities include free Wi-Fi, a 55-inch TV with streaming services, a fully equipped kitchen with a fridge and microwave, a private entrance, free parking, and complimentary laundry facilities.

This spacious flat is situated in Caledon, offering convenient access to Toronto Pearson Airport (72 kilometres), Orangeville (16 kilometres), and Brampton (48 kilometres).
This four-bedroom property accommodates up to eight guests and features a gaming room, a gym, three and a half bathrooms, a patio, a large backyard with direct access to walking trails, and an outdoor barbecue.

This one-bedroom flat in a quiet district of Caledon East offers a peaceful retreat, conveniently located within easy reach of local attractions.
This accommodation provides air conditioning, Wi-Fi, a fully equipped kitchen with a fridge and dishwasher, and parking for two guests, ensuring a comfortable stay.

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 charming bed and breakfast is situated in Caledon, just a short drive from the scenic Caledon Hills and the charming town of Caledon Village. It has received excellent ratings for location, cleanliness, and overall guest experience.
The property offers a private bedroom with a separate entrance and a private bathroom, ideal for couples seeking a peaceful retreat. Guests can enjoy free parking, internet access, and air conditioning, making their stay comfortable and convenient.

This holiday home is situated in Mono, just 8km from Hockley Valley Resort and 14km from Island Lake Conservation Area, offering a peaceful retreat in a scenic setting. The property has received excellent user ratings, suggesting a high standard of comfort and service.
This spacious property provides accommodation for up to 10 guests in its 5 bedrooms. The house boasts a range of modern amenities, including a private pool, a jacuzzi, a tennis court, and a fully equipped kitchen, making it ideal for families or groups looking for a relaxing and enjoyable stay.

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 three-bedroom, two-bathroom flat in Caledon East offers exclusive use of the main level and a large garden, situated near the Caledon Trailway, equestrian centres, local shops, golf courses, and the Royal Ambassador Event Centre.
This accommodation, suitable for up to six guests, features a kitchen, air conditioning, parking, and internet, with laundry service available upon request, and provides direct access to the Caledon Trailway for outdoor pursuits.

This charming B&B is located in Orangeville, just 48km from both the Mississauga Convention Center and Vaughan Mills Shopping Centre, making it a convenient base for exploring the surrounding area. The property has received excellent ratings for location, cleanliness and overall guest experience.
The cabin offers a private entrance, a fully equipped kitchenette and can accommodate up to two guests. Enjoy a relaxing stay with access to a garden, a terrace, a spa, a tennis court, a fireplace, BBQ facilities and free Wi-Fi.

This four-bedroom, three-bathroom villa offers a secluded countryside escape on private acres in Caledon, providing unparalleled privacy and tranquility.
Guests can enjoy a private swimming pool, extensive grounds with scenic trails, and amenities including a fridge, freezer, microwave, dishwasher, and air conditioning, accommodating up to eight people.