Vacation rentals in Caledon

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.

Beeberry Cottage is a tiny log cabin situated on a 100-acre working farm in Adjala-Tosorontio, just a 15-minute drive from Alliston and close to the Hockley Valley. The cottage has received excellent ratings for its cleanliness, location, and overall experience.
The rustic cabin is perfect for a getaway for four people looking to escape the hustle and bustle of everyday life. Guests can enjoy a unique off-grid experience, including a wood-burning stove, an outhouse, and a farm gate store offering fresh, local produce.

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 rural retreat is situated in Adjala-Tosorontio, just a short drive from Caledon Equestrian Park, Albion Hills Conservation Area, and Hockley Valley Resort, offering easy access to outdoor activities and attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom cottage comfortably sleeps five guests and features a well-equipped kitchenette, a garden with barbecue facilities, and a terrace for relaxing outdoors. Enjoy a peaceful escape in a smoke-free environment, with amenities like a coffee maker and electric kettle for added convenience.

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 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 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.

Book this vacation rental for up to 4 people with an excellent rating of 100% based on 46 reviews. You will be based in Adjala-Tosorontio.
Services and facilities: free parking, a washing machine and an iron.

This guest suite is located in a peaceful country neighbourhood in Orangeville, just a short walk from the Hockley Loop Trail and a 12-minute drive to the town's amenities. It has received excellent ratings for its cleanliness, location, and overall experience.
The self-catering apartment has two bedrooms and a bathroom, comfortably accommodating up to four guests. It offers a modern kitchen, a private deck, and large windows that flood the space with natural light, making it a perfect choice for those seeking a relaxing escape.

This fully furnished five-bedroom villa is located in Caledon, just a five-minute drive from local restaurants and amenities. The property has received very good ratings for its location, cleanliness, and overall user experience.
The spacious house has a large garden and can accommodate up to ten guests. It offers a range of amenities including air conditioning, parking, and CCTV, as well as the option to set up tents with prior permission.

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 luxurious property is located in Caledon, just an hour's drive from Toronto, offering a peaceful retreat amidst rolling countryside.
The spacious dwelling provides accommodation for up to 12 guests, with five bedrooms and a range of modern amenities. Guests can enjoy the outdoor terrace, pool, hot tub, and sauna, as well as the well-equipped kitchen and bar.

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.

Apartment rental for 12 guests with an excellent rating of 100% based on 1 reviews. You will be located in Caledon East.
Services and facilities include a barbecue, a child space and a kitchen. A jacuzzi is also available in this apartment in Caledon East!

Book this vacation rental for up to 12 guests. Your accommodation will be based in Caledon.
Facilities and services include a bar, a barbecue and a garden. Enjoy free parking with this accommodation in Caledon!

This holiday home is located in Caledon East, a short drive from the charming town of Caledon Village and a 15-minute drive from the scenic Caledon Hills. The surrounding area offers a peaceful and relaxing atmosphere, perfect for a getaway.
This five-bedroom property comfortably sleeps up to ten guests, making it ideal for families or groups. The home comes equipped with a kitchen, air conditioning, a swimming pool, and parking, ensuring a comfortable and enjoyable stay.

This 6-acre farmhouse is located in East Caledon, close to the Caledon Trailway, a golf club, the community centre and grocery stores, offering a peaceful escape from the hustle and bustle of city life. The property is ideal for families, with four bedrooms and four bathrooms, comfortably accommodating up to 10 guests.
The farmhouse features a fully equipped kitchen, air conditioning, a swimming pool, parking and internet access. Guests can enjoy a range of activities on the property, including outdoor games, picnics and relaxing by the pool, or explore the nearby Caledon Trailway.

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.

This one-bedroom apartment is located just a short 10-minute drive from the centre of Orangeville, offering easy access to shops, restaurants and other amenities. The apartment is situated close to nature, providing a peaceful setting near lakes, picnic areas and golf courses. The apartment has received very good ratings for cleanliness, location and user experience.
The flat is ideal for couples or small families seeking a comfortable and relaxing stay. The apartment offers a range of amenities including parking, internet access, a fully equipped kitchen and the option to bring your pets.

This apartment is located in Hockley Valley, a short drive from Orangeville and easily accessible via Airport Road, making it a great base for exploring the area's natural beauty. The surrounding area is popular for outdoor activities such as skiing, hiking, and snowshoeing.
This three-bedroom property can accommodate up to four guests and is fully equipped with everything you need for a comfortable stay, including a kitchen with a fridge, freezer, and microwave oven, as well as a garden and parking. You can also enjoy the convenience of a full laundry room in the basement and benefit from having access to the internet.

This charming five-bedroom holiday home is situated in Caledon, just a short drive from the picturesque Hockley Valley and the charming town of Caledon Village. The property boasts excellent ratings for location, cleanliness and overall guest experience.
This spacious self-catering property comfortably accommodates eight guests and features a modern kitchen, three bathrooms, and a large garden with a double deck offering stunning views of the surrounding countryside. Guests can enjoy a peaceful retreat, explore the local area, or simply relax in the comfortable surroundings.

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.