Borrowing its name from the Roman words for North Britain (Caledonia), Caledon is a burgeoning town tucked away in the Greater Toronto Area of Ontario, Canada. The breathtaking terrain and dazzling topography are evidence of Caledon’s stunning grandeur. Outdoor lovers will find their way to Cheltenham Badlands and Forks of the Credit Provincial Park for a taste of Caledon’s untainted beauty. Adventure-seekers and couples can go to the nearby Heart Lake for barbecues and nature walks. If you’re a wine lover, pass by Downey’s Farm Market for a bottle of locally crafted fruit wine. If you’re planning to visit Caledon for adventure, continue reading to know more about the best barns for rent near Caledon, Canada.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 21, 2025.
1. Five Star Hay Loft (from USD 853)
Located in a serene ranch in the heart of Milton, Ontario, Five Star Hay Loft can accommodate up to eight guests at a time. It has three magnificent bedrooms and four well-maintained bathrooms. The interior is beautifully decorated and fitted with high-speed wireless internet connectivity. There’s a fully equipped kitchen for those who wish to enjoy delicious homemade meals.
Whenever the countryside sun gets too hot, take a plunge in the outdoor saltwater pool. Otherwise, you can spend your afternoon siestas in the hot tub. There are CCTV cameras on the premises to ensure you have a safe and secure stay.
Milton, Ontario, Canada
58.46 km (36.4 mi) from Mono Cliffs Provincial Park (Reservation Required)Superhost
Accommodates: 8
Top guest reviews
Host:
excellent experience host was friends and hospitablegail is an excellent hostgail was accomodating and very responsivewe received a warm welcome from our host and her dogs which we lovedLocation:
excellent communication beautiful space great location and a feeling of being transported away from everyday lifefriends well stocked with supplies very special placeCleanliness:
clean and well-appointed loft leaves you wanting for nothingRead more reviewsAmenities & Room:
the stay was nice with lovely living room and kitchen
2. Unique studio barn for four
Small families or a group of four intimate friends can have a great stay in this attractive barn that puts you close to outdoor activities. Take advantage of the beautiful trails in the surrounding area to indulge in outdoor activities, such as nature walks and biking. For fun and entertainment, this barn comes with high-speed internet connectivity and smart television.
There’s also a three-piece bathroom, a fully functional kitchen, a dining area, and a cozy living area. Other notable features include air conditioning, a heater, washer, and dryer. This is a no-smoking property that comes with free on-site parking, making it a great option for honeymoons, weddings, and anniversaries.
Schomberg, Ontario, Canada
33.21 km (20.7 mi) from Mono Cliffs Provincial Park (Reservation Required)
3. Rustic barn loft for five
Are you a horse lover looking for a place to stay in Caledon, Ontario? Whether you’re planning a weekend getaway or a honeymoon, this cozy barn for five will allow you to mingle with equines. Take advantage of the wooded trails to explore nature as you stretch your legs. The fish pond is a great place to relax and catch some fresh air as you admire the picturesque scenery. A large harvest table and chairs are provided for your dining.
After a long day, relax and unwind on the comfy sofa. There’s a well-equipped kitchenette and a well-stocked bathroom. The barn also offers farm products for sale, such as dairy, meat, vegetables, eggs, honey, and jam.
Loretto, Ontario, Canada
13.15 km (8.2 mi) from Mono Cliffs Provincial Park (Reservation Required)
4. Pet-friendly barn with indoor fireplace
This delightful and spacious barn nestled on a lush 50-acre (20.2-hectare) piece of land can be your vacation home while in Caledon. Spend your leisure time swimming or skating on the pond. This rental comes with three spacious bedrooms furnished with double beds and clean linen. It is a pet-friendly property, so you can stay with your four-legged loved one.
Whenever you need entertainment, watch the television or take advantage of the free Wi-Fi to update your socials. There’s an indoor fireplace to ensure you stay warm during cold nights. Free parking is also available on the premises.
Loretto, Ontario, Canada
11.65 km (7.3 mi) from Mono Cliffs Provincial Park (Reservation Required)Accommodates: 6
Top guest reviews
Host:
i hope you'll host us again somedayallan is also such a wonderful hosti had an amazing experience and allen was a great hosthe is very responsive and accommodatingRead more reviewsLocation:
wonderful unique place and location for a getaway- terrific response rate and hosting from allan
5. The Barn (from USD 305)
Bring your significant other to this stylish, cozy barn found in a serene neighborhood within a short drive from Dundas. With lovely trails nearby, an abundance of opportunities to hike and explore attractions such as waterfalls and lakes await you and your companion. The barn is equipped with a king-sized bed so couples can enjoy a great night’s rest.
Free Wi-Fi and television ensure that you have entertainment at your fingertips. Other amenities include a kitchen, a hairdryer, air conditioning, and free on-site parking.
Hamilton, Ontario, Canada
85.2 km (53.0 mi) from Mono Cliffs Provincial Park (Reservation Required)Accommodates: 2
Top guest reviews
Host:
foremost brett is an amazing host to communicate withi highly recommend brett as a hostbrett was a wonderful host he was there to help check in and responded to messages quicklybrilliant host and couldn’t have been more helpfulthe neighbors were kind and brett was quick to respond to any/all questionsRead more reviewsAmenities & Room:
brett’s air b&b was beautiful comfortable and very clean
Explore Canada's countryside
The province of Ontario boasts an endless array of marvels for adventure lovers and thrill-seekers. Whether you want to visit the eclectic wineries or tour the lush ranches with your significant other, there’s plenty for you to do and see here. Stay in one of the above barns for rent and have a taste of Canada’s country life.
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