Holiday Rentals in Caledon

This apartment is located on the Niagara Escarpment in Caledon, offering scenic views and easy access to the Bruce Trail, just a short drive from the charming town of Caledon Village. It has received excellent ratings for its location, cleanliness, and overall experience.
The self-catering accommodation is a spacious three-bedroom suite with one bathroom, suitable for up to six guests. Amenities include a well-equipped kitchen, a private entrance, a garden, a heated pool (for an extra fee), and a range of outdoor activities, including hiking, cycling, and bonfires.

This apartment is located in Caledon East, a tranquil area on the rolling hills, just 45 minutes from the Greater Toronto Area (GTA). It has received excellent ratings for location, cleanliness, and user experience.
This three-bedroom, two-bathroom home can accommodate up to eight guests. The apartment comes equipped with a modern kitchen, a wood-burning fireplace, two TVs, and a garden, offering a serene setting with nearby trails, a pond, and winter activities like skating and snowshoeing.

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 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 spacious estate home is located in Caledon, just 45 minutes from Toronto Pearson Airport and an hour from downtown Toronto. The property has received excellent ratings for its cleanliness, location, and overall user experience.
This six-bedroom house can accommodate up to 12 guests and features a modern design with an open-plan layout. Guests can enjoy a fully equipped kitchen, a family room with two TVs, a basement with a bar table and a convertible billiards/ping pong table, a private backyard with a ravine view, a swimming pool, a gazebo, and a sauna.

This five-bedroom house is located in the Caledon countryside, just 64 kilometres from Toronto city centre and a short drive from the village of Caledon. The property boasts a private outdoor oasis with a swimming pool, hot tub, and fire pit, perfect for relaxing and entertaining, as well as a spacious interior with five bathrooms, a sauna, and a bar.

This five-bedroom, three-bathroom property is a tranquil apartment located in a ravine with a private pond, offering a serene natural escape within Caledon East.
This spacious accommodation comfortably sleeps ten guests and features a gourmet kitchen, integrated sound system, and a luxurious steam shower, perfect for family reunions and group getaways.

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 Orangeville holiday home is a 7-minute walk from Theatre Orangeville and is located approximately 48 kilometres from Wild Water Kingdom.
This property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, Wi-Fi, an indoor play area, and a fireplace, with laundry services and free parking available.

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 four-bedroom house in Orangeville is situated 800 metres from Headwaters Health Care Centre and 8 kilometres from Mount Alverno Luxury Resorts, offering convenient access to local amenities and attractions including Island Lake Conservation Area and Broadway boutiques.
This spacious property, ideal for families and groups of up to ten, features air conditioning, a jacuzzi, a garden, a fitness centre, parking, a fully equipped kitchen, a patio with a BBQ, and complimentary Wi-Fi.

This family-friendly apartment in Orangeville is conveniently situated 240 metres from Island Lake Conservation Area and Theatre Orangeville, with Hockley Valley Resort and Heathlands Links at Osprey Valley also close by.
This spacious 276 sqm residence offers four bedrooms, two and a half bathrooms, a living area with a fireplace, a fully equipped kitchen, in-unit laundry, a private terrace, a garden, and barbecue facilities, complemented by free Wi-Fi and air conditioning.

This country property, offering a tranquil escape, is located in Caledon, 8 kilometres from The Pulpit, 16 kilometres from Caledon Ski Club, and 4 kilometres from the Caledon Trailway.
This two-bedroom, two-bathroom flat accommodates up to four guests and features a functional kitchen with a fridge, air conditioning, and internet access, alongside a pleasant outdoor living area.

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.