Holiday Rentals in Orangeville

This two-bedroom flat is located in Mono, 3 kilometres from Orangeville, and backs onto the Nottawasaga River, offering a countryside escape with proximity to Mono Cliffs Provincial Park.
This apartment sleeps up to four guests and features internet, air conditioning, and a kitchen, with year-round activities available including hiking and visiting local wineries and cideries.

This house is located in Orangeville, just a short walk from the town centre and the picturesque Island Lake Conservation Area. The surrounding area is peaceful and offers a range of amenities and outdoor activities.
The property offers a comfortable and spacious living space for up to 6 guests. It has a fully equipped kitchen, a dining room, a living room, and 3 bedrooms. Guests can enjoy a range of amenities including free Wi-Fi, air conditioning, a garden, and parking.

This private cabin is situated near Orangeville, just a short distance from the Bruce Trail and Hockley Ski & Resort, offering a peaceful escape surrounded by nature. It has received excellent ratings for its location, cleanliness, and overall experience.
The studio comfortably accommodates up to four guests and features a kitchen with a fridge and microwave. Enjoy access to a shared swimming pool, a private garden, and a range of activities including yoga classes, chef-prepared meals, and discounts for longer stays.

This two-bedroom flat in Mono offers private waterfront access to a river, located approximately 6.1 kilometres from Orangeville's amenities and cultural attractions, including Theatre Orangeville and the Dufferin County Museum & Archives.
This property accommodates up to four guests and features a fireplace, outdoor gazebo, and is conveniently situated near outdoor recreation at Hockley Valley Resort and Mono Cliffs Provincial Park.

This detached house is located in Orangeville's North quarter, a short walk to the Lake Conservation Area and a brief drive to the Fork of the Credit and Hockley Valley parks and trails, with Blue Mountain and Toronto approximately 160 kilometres away.
This detached house offers luxury boho style open-concept living for up to four guests, featuring two queen-sized bedrooms, a full bathroom, a well-equipped kitchen with modern appliances, and a 20.9 square metre rear deck overlooking the garden.

This ground-floor flat is located in a central Orangeville district, offering direct walking access to local shops and eateries within 500 meters of the town centre.
This self-contained accommodation for two guests features a kitchen, air conditioning, and one bathroom, providing a comfortable base for exploring Orangeville.

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 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 private apartment in Caledon offers a rural escape, situated approximately 10 minutes by car from the main town's amenities and close to Orangeville, Erin, and Mono.
This one-bedroom, one-bathroom flat accommodates up to three guests, featuring a full kitchen, cable TV, a stereo system, and controllable air conditioning and heating, with free parking for two vehicles on a 2-acre property.

This two-bedroom apartment is situated in a secluded forest setting just 5 kilometres outside of Orangeville, offering a peaceful escape from the hustle and bustle of the town. It has consistently received excellent ratings for its cleanliness, location and overall experience.
The apartment is spacious and flexible, accommodating up to four guests. It features a well-equipped kitchen, a private patio and a dedicated barbecue, perfect for enjoying the outdoors. The apartment also offers access to a gazebo and is close to a range of attractions including the Bruce Trail, Hockley Valley Ski Resort and various art studios, restaurants and antique stores.

This luxurious four-bedroom, four-bathroom apartment is located in Caledon, Ontario, a short drive (approximately 11km) from Orangeville Square and within walking distance (800m) of the Upper Credit Conservation Area.
The self-catering property sleeps eight guests and boasts a heated pool, sauna, on-site gym, BBQ area, and access to scenic trails and a tranquil pond with paddleboards, all within a private 40-hectare estate.

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.