Holiday Rentals in Caledon

This newly renovated 700 sq ft basement flat is centrally located in Orangeville, offering convenient access with a 2-minute walk to the hospital and a 5-minute drive to the hockey arenas.
This self-catering accommodation for two features a full kitchen, air conditioning, and complimentary driveway parking, with nearby attractions including Island Lake Conservation Area and Hockley Valley Provincial Park.

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 one-bedroom garden flat offers a peaceful retreat in Caledon, situated 7 kilometres from Orangeville's amenities and 3 kilometres from the Osprey Valley TPC golf course, with close proximity to the village of Alton.
This self-catering accommodation sleeps up to four guests, featuring a full kitchen, in-suite laundry, air conditioning, parking, and a comfortable sofa bed for flexible sleeping arrangements.

This apartment is situated in Orangeville, just a short walk from the town centre, offering easy access to shops, restaurants, and entertainment. It has received excellent ratings for location, cleanliness, and overall user experience.
The 139 square metre property comfortably sleeps four guests in two bedrooms and one bathroom. The apartment features a fully equipped kitchen, a private patio, a luxurious bathroom with a clawfoot bathtub, and access to a garden, spa, and parking.

This luxurious six-bedroom Caledon holiday home, boasting 465 square metres of living space, enjoys a stunning location on 65 acres overlooking the Mississauga and Toronto skylines from the Niagara Escarpment, minutes from Caledon East's amenities and nearby hiking trails.
The property offers an infinity pool, hot tub, tennis court, and a fully equipped gourmet kitchen within its spacious layout, accommodating up to 11 guests with additional features including a recreation room, playroom, gym, 8-car parking, and Starlink WiFi.

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 Brampton basement flat, conveniently located near major highways for easy access to Toronto Pearson Airport and downtown Toronto (approximately 30km to each), offers a comfortable stay for travellers visiting the Greater Toronto Area. This two-bedroom, one-bathroom self-catering apartment sleeps four guests and includes free parking, high-speed internet, a fully equipped kitchen, and a separate laundry.

This restored historic coach house, once part of Lester B. Pearson's grandparents' property, offers a private retreat in Orangeville, a short 500-meter walk from the town's historic core with its shops and restaurants, and is conveniently located for access to Hockley Valley, Mono Cliffs, and Island Lake hiking trails.
This one-bedroom, one-bathroom dwelling accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, internet, and parking, with an outdoor side yard complete with a picnic table for enjoying the mature tree surroundings.

This Brampton apartment, near Vaughan Mills and Square One shopping centres, offers convenient access to Canada's Wonderland and Donald M. Gordon Chinguacousy Park, all within a reasonable driving distance.
This 63 square metre (678 square feet) two-bedroom, one-bathroom flat sleeps four guests and includes a fully equipped kitchen with fridge, microwave, dishwasher, WiFi, air conditioning, a terrace, garden, parking, and a washing machine.

This comfortable home in Caledon East is just 33 kilometres from Pearson International Airport and a short drive from grocery stores, an LCBO, a library, and a children's playground. The property offers a private and spacious backyard, perfect for relaxing or enjoying outdoor activities.
The house features three bedrooms, each with a private bathroom, a large kitchen, a private study, a family sitting room, and a spacious basement, comfortably accommodating up to six guests. Guests will enjoy modern amenities like air conditioning, a jacuzzi, and a full kitchen, as well as access to the entire property, including the basement, which offers additional space for relaxation or activities.

This modern luxury residence offers a secluded retreat on over 2 acres of private land in Adjala-Tosorontio, a short drive from local attractions.
This spacious 4-bedroom, 3-bathroom dwelling accommodates up to 10 guests and features a wrap-around deck, an 85-inch TV with premium sound system, a pool table, and a fully equipped kitchen with complimentary essentials.

This 3-bedroom, 3.5-bathroom house is situated in Brampton, providing easy access to major routes and winter leisure spots such as Major Oaks Park and Chinguacousy Park.
This modern dwelling accommodates up to six guests, featuring a fully equipped kitchen, multiple living spaces with large smart TVs, a master suite with an en-suite, and a dedicated workspace, with a garden area for outdoor enjoyment.