Caledon Short term rentals

This charming cottage is situated in Hockley, just a short drive from Orangeville and within easy reach of Hockley Valley Ski Resort and the Bruce Trail, offering a peaceful retreat in the countryside. It has consistently received excellent ratings for cleanliness, location, and overall user experience.
The cottage has three bedrooms and one bathroom, accommodating up to eight guests. It features a fully equipped kitchen, a cosy fireplace, a private garden, and a BBQ for al fresco dining. Guests can enjoy swimming and campfire opportunities on the property's pond, as well as hiking on the Bruce Trail.

This King Georgian manor is located in the hills of Caledon, just 45 minutes from Toronto and a short drive from the Royal Ambassador Event Centre, Villa Caledon Inn, and Palgrave/Caledon Equestrian Park, offering a peaceful escape from the city. The accommodation has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
This charming property features two spacious suites, each with a private bathroom, walk-out patio, and kitchenette. Guests can enjoy a range of amenities, including a heated pool, tennis court (with pickleball courts coming soon), a family room, and a delicious breakfast buffet.

Above GoodHawk, a charming bed and breakfast, is situated in Adjala-Tosorontio, a short drive from Alliston and close to the scenic Hockley Valley. This accommodation enjoys excellent ratings for location, cleanliness and user experience.
The property is uniquely positioned above the GoodHawk restaurant, offering guests the convenience of delicious meals without leaving the premises. Guests can enjoy a fully equipped shared kitchen, a sunny deck with a hot tub and BBQ, and the company of Hudson, the resident Bernese Mountain Dog.

This cosy cabin is located in a peaceful rural setting in Adjala-Tosorontio, just a short drive from several natural attractions including Albion Hills Conservation Area and Hockley Valley Resort. It has received excellent ratings from previous guests.
The property has one bedroom and one bathroom, comfortably accommodating up to six people. Guests can enjoy a fully equipped kitchen, a private garden with a terrace and a barbecue, perfect for relaxing and enjoying the outdoors.

This charming, historic home is situated in the picturesque Village of Hockley, just a 15-minute drive from both Orangeville and Alliston, offering a peaceful retreat from the hustle and bustle of city life. The property has received consistently excellent ratings for cleanliness, location, and overall user experience.
This four-bedroom, two-bathroom dwelling comfortably accommodates up to six guests. The apartment features a well-equipped kitchen, a private garden, parking, internet access, and is pet-friendly, making it an ideal choice for families or groups seeking a comfortable and convenient stay.

This six-bedroom apartment is situated on a 15-acre property in Orangeville, featuring a rustic cabin, a restored barn, and a vintage Airstream, all situated beside a pond. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious accommodation can comfortably host up to 14 guests, offering a unique blend of rustic charm and modern amenities. Guests can enjoy free Wi-Fi, a fully equipped kitchen, and a fitness centre, as well as a variety of outdoor activities, including a garden and a pond.

Apartment to rent for up to 4 people with an excellent rating of 100% based on 46 reviews. Your accommodation will be based in Adjala-Tosorontio.
Facilities and services include a fridge, a garden and an iron.

This charming bed and breakfast is situated on the outskirts of Caledon East, just a short drive from the town centre and its restaurants. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The guest house has a private bedroom, perfect for a couple, and guests have access to the family room, kitchen, patio, fire pit, and yard. Enjoy a personalised breakfast, relax in the quiet surroundings, and make the most of the outdoor amenities.

This apartment is located in Adjala-Tosorontio, a short distance from Hockley Valley Resort, the Bruce Trail, and the Nottawasaga River, offering easy access to outdoor activities and natural beauty. The property has received excellent user and location ratings and a very good cleanliness rating.
The self-catering accommodation has three bedrooms and two bathrooms, comfortably sleeping up to six guests. It features a well-equipped kitchen, a wood-burning fireplace, a sunroom, a billiards room, a sauna, a fitness centre, a library, a garden, and parking.

This charming bed and breakfast is situated in Caledon East, just a short drive from the town centre and the picturesque Caledon Trailway, offering a peaceful escape from the city. It has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The guest house has a spacious bedroom located upstairs, ensuring privacy and quiet time for guests, and can accommodate up to two people. Amenities include a private bathroom, a fully equipped kitchen, air conditioning, a garden, and a fitness centre.

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 charming bed and breakfast is located just off Highway 10 in Caledon, a short 40-minute drive from Toronto Pearson Airport, making it an ideal base for exploring the surrounding countryside. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The accommodation offers a private entrance and key, ensuring a peaceful stay for up to two guests. Amenities include Wi-Fi, air conditioning, parking, and a modern, comfortable interior, perfect for those seeking a relaxing escape surrounded by nature.

This private estate is located in Palgrave, a prestigious town in Adjala-Tosorontio, approximately an hour's drive north of Toronto. The property offers a tranquil escape from the city, set amidst 90 acres of lush countryside.
This four-bedroom, two-bathroom house can comfortably accommodate up to 10 guests. The property boasts a range of amenities including a swimming pool, parking, air conditioning, and a fully equipped kitchen, perfect for hosting events or relaxing with family and friends.

This King Georgian manor bed and breakfast is situated in the rolling hills of Caledon, just 45 minutes from Toronto and within easy reach of attractions like the Royal Ambassador Event Centre and Canada's Wonderland. The Prince Philip Suite offers two bedrooms, a king-size bed, a full/double couch, and a new 3-piece ensuite bathroom, comfortably accommodating up to four guests.
Guests have access to a private pool, tennis court, and picturesque grounds, perfect for a relaxing escape. A delicious breakfast buffet is included, and the hosts are often available for assistance and have flexible schedules.

Apartment rental listing for up to 12 people with an excellent rating of 100% based on 1 reviews. This accommodation is located in Caledon East.
Facilities and services include a sauna, a ping pong table and a dish washer. Take advantage of the air conditioning in this apartment!

Apartment listing for 12 guests. Your accommodation will be based in Caledon.
Facilities and services: a jacuzzi, a bar and a swimming pool. Take advantage of the Free Parking with this accommodation.

This charming cottage is located in Mono, close to Orangeville, and within easy reach of Hockley Valley Resort and Osprey Valley Golf, offering a peaceful escape surrounded by nature.
The property has one bedroom and one bathroom, comfortably accommodating up to four guests within its 65 square metres of space. It comes equipped with a kitchen, a Jacuzzi, a garden, parking, internet and air conditioning, making it perfect for a relaxing getaway.

This charming country condo is located in Mono, just minutes away from the Hockley Valley Resort & Winery, making it an ideal base for exploring the picturesque countryside. The property offers easy access to the Hockley Valley Provincial Park and Mono Cliffs Provincial Park, perfect for enjoying the natural beauty of the Nottawasaga region.
The apartment is spacious and comfortable, with a floor area of 111 square metres and the capacity to accommodate four guests. Guests can enjoy a range of amenities, including a fully equipped kitchen, a private garden, and parking.