This 6-bedroom, 5-bathroom holiday home in Caledon offers secluded accommodation on a 26-hectare private estate, located just 16 kilometres from Toronto Pearson International Airport and 5 kilometres from the Caledon Ski Club, with the Paintbrush golf course across the road and Caledon East a few minutes away. This property accommodates up to 11 guests and features an infinity pool, hot tub, fire pit, tennis court, separate 2-bedroom pool house, air hockey table, arcade games, Xbox, and a gourmet kitchen, all providing stunning views of the Mississauga and Toronto skylines from its elevated position along the Niagara Escarpment.
Caledon
22/06 – 29/06
£111/nighttotal: £777 (7 )
Cozy Family-friendly Private Basement Suite
2 2
B&B , Caledon East
This Brampton guesthouse is located 15 minutes from the Mississauga Convention Centre and 23 minutes from Square One Shopping Centre, offering easy access to Bovaird House, Rose Theatre, Devereaux House, and Waldie Forge. This 56 square meter B&B accommodates up to three guests in two bedrooms and features a fully equipped kitchen with a microwave, dishwasher, and oven, alongside in-unit laundry facilities and complimentary Wi-Fi.
9.7 60 reviews
Caledon
22/06 – 29/06
£89/nighttotal: £623 (7 )
Adorable/spacious 2bedroom Place + 1 Free Parking
1 2
B&B , Caledon East
This brand new basement apartment in Caledon East's quiet, recently developed neighbourhood offers easy access to local amenities. The self-contained flat features two queen-size beds sleeping four, a fully equipped kitchen with modern appliances, a 55-inch LEQ TV, and reliable Wi-Fi, ensuring a comfortable stay.
10 147 reviews
Caledon
25/08 – 27/08
£110/nighttotal: £220 (2 )
Casa Caledon-secluded Suite Surrounded By Nature
1 2
B&B , Caledon
This Caledon self-catering apartment, situated on a three-acre plot near the Cheltenham Badlands and Bruce Trail, offers convenient access to local amenities and attractions. The one-bedroom, one-bathroom suite includes a fully equipped kitchen, in-garage laundry facilities, a private patio, and access to a pond, fire pit, and trails; it comfortably sleeps two guests.
9.9 56 reviews
Caledon
22/06 – 29/06
£112/nighttotal: £784 (7 )
Luxe Cinema Suite | Guest Favourite | 25m To Yyz
1 2
B&B , Toronto
This luxurious basement suite enjoys a prime location near Highway 410, providing easy access to Pearson International Airport (approximately 40km) and Toronto city centre (approximately 80km), with a grocery store within walking distance. The self-contained apartment, sleeping up to three guests, features a fully equipped kitchen, 70" TV with streaming services, a queen-size bed, a pull-out sofa bed, and a modern bathroom with a shower and bidet; complimentary toiletries are provided.
9.7 504 reviews
Caledon
03/08 – 07/08
£99/nighttotal: £396 (4 )
Tailwinds B&b
1 3
B&B , Hillsburgh
Tailwinds B&B is located in Erin, a charming town just a short drive from Hillsburgh and 30 miles from the Region of Waterloo International Airport. The B&B has received excellent ratings for cleanliness, location and overall experience. The rooms are comfortable and feature air conditioning, desks and private bathrooms. Guests can enjoy free Wi-Fi, private parking, a peaceful garden setting and easy access to hiking trails in the surrounding area.
9.1 9 reviews
Caledon
03/08 – 07/08
£143/nighttotal: £572 (4 )
Mimis Lodge
2 3
B&B , Caledon East
Mimi's Lodge, a guesthouse in Brampton, offers convenient access to Toronto Pearson International Airport (19km) and is a short drive from Mississauga and Toronto attractions, though situated slightly further from Caledon East itself. This one-bedroom, one-bathroom guest house provides free Wi-Fi, private parking, air conditioning, and en-suite facilities including a fridge, kitchenware, and a flat-screen TV; a nearby coffee shop and lounge add further convenience.
9.7 6 reviews
Caledon
22/06 – 29/06
£36/nighttotal: £252 (7 )
Comfy Private Room
1 2
B&B , Toronto
This Brampton homestay, Rehoboth, is located 8 kilometres from Toronto Pearson International Airport, 11.7 kilometres from the Mississauga Convention Centre, and 24 kilometres from Vaughan Mills Shopping Centre. This B&B offers a 19 square metre space with one bedroom and one bathroom, accommodating up to three guests with complimentary WiFi and air conditioning.
9.9 664 reviews
Caledon
19/06 – 21/06
£190/nighttotal: £380 (2 )
Toronto's, Iconic Cabin In The Woods Experience
1 2
B&B , Orangeville
Cabinonthe9 is located in the countryside near Orangeville, just 5km from Hockley Valley and less than 80km from downtown Toronto. This cozy cabin is highly rated, with excellent reviews for its location, cleanliness, and overall experience. The cabin has one bedroom and one bathroom, comfortably accommodating up to two guests. It features a fully equipped kitchen, a wood-burning stove, and a private pond for swimming, making it ideal for a secluded nature escape, winter activities, and creative projects.
8.8 8 reviews
Caledon
25/08 – 27/08
£73/nighttotal: £146 (2 )
Waterfront Hideaway Private Suite (King Bed Room)
1 2
B&B , Adjala-Tosorontio
This lakeshore suite, situated in Adjala-Tosorontio, Ontario, offers private access and is located approximately 65km from Toronto Pearson International Airport, 8 minutes from Caledon Equestrian Park and 10 minutes from Hockley Valley Resort. The self-contained unit sleeps two guests and features a king-size bed, private bathroom, large deck with dock, and access to fishing (catch and release only) on the lake, alongside other outdoor amenities perfect for relaxation.
10 6 reviews
Caledon
22/06 – 29/06
£57/nighttotal: £399 (7 )
Dulce Hogar
1 2
B&B , Toronto
Dulce Hogar, a guest house in Brampton, is situated 11.1 kilometres from the Mississauga Convention Centre and 13.9 kilometres from Toronto Pearson International Airport, offering convenient access to Toronto. This non-smoking accommodation provides one bedroom, one bathroom, and capacity for three guests, with amenities including free Wi-Fi, air conditioning, and on-site private parking, ensuring a comfortable stay with towels and bed linen provided.
9.9 177 reviews
Caledon
25/08 – 27/08
£100/nighttotal: £200 (2 )
Your Peaceful Santuary In Nature
1 2
B&B , Orangeville
This spacious suite is located just outside Orangeville, a short 10-kilometre drive from the town centre, and is situated on a 20-acre property with forest trails and wildlife. The property has received excellent ratings for its cleanliness, location, and overall user experience. The suite has a private entrance and can accommodate up to two guests. It features a fully equipped kitchen, a private bathroom, a pool table, and a dart board for entertainment, as well as a patio, muskoka chairs on a hilltop, and a fire pit for enjoying the outdoors.
Best Caledon bed and breakfasts with breakfast included
9.7 159 reviews
Caledon
22/07 – 26/07
£300/nighttotal: £1200 (4 )
Molly's Retreat B And B
2 4
B&B , Orangeville
Molly's Retreat B&B is situated in Orangeville, just a short drive from Theatre Orangeville and Mono Cliffs Provincial Park, offering a peaceful escape in a charming town setting. The B&B consistently receives excellent ratings for its cleanliness, location, and overall guest experience. The property features a single bedroom and bathroom, comfortably accommodating up to two guests. Guests can enjoy a range of amenities, including a swimming pool, spa, and wellness packages, as well as convenient access to local attractions and outdoor activities.
Best Caledon bed and breakfasts with a garden
Caledon
20/06 – 27/06
£2798/nighttotal: £19586 (7 )
Rbc Canadian Open/fifa World Cup - Lux Country Inn
1 2
B&B , Caledon East
This guest house is located in Caledon, Ontario, 32 kilometres from the RBC Canadian Open and 80 kilometres from FIFA World Cup matches, set within 10.9 hectares of picturesque grounds ideal for equestrian pursuits and golf. This B&B accommodates up to 16 guests with 5 bathrooms, offering a complimentary breakfast buffet, a swimming pool, and a tennis court amidst mature woods with trails, perfect for exploring the surrounding countryside.
9.9 302 reviews
Caledon
25/08 – 27/08
£113/nighttotal: £226 (2 )
Charming, Rustic 160 Year Carriage House
1 2
B&B , Orangeville
This rustic carriage house, situated on a 15-acre site in Mono, offers a unique stay just a short drive (approximately 8km) from Orangeville's town centre and close to local ski hills. The self-catering property sleeps two guests in one bedroom with a queen-size Tempur-Pedic bed, includes access to a shared, fully equipped kitchen and gym, and features private trails for walking, plus optional additional cabin hire.
9.6 26 reviews
Caledon
25/08 – 27/08
£112/nighttotal: £224 (2 )
A Charming, Rustic 150 Year Old Carriage House
1 2
B&B , Orangeville
This charming Carriage House is situated in Orangeville, just 47 kilometres from the Mississauga Convention Center and 48 kilometres from the Vaughan Mills Shopping Centre. It offers a peaceful retreat with excellent user, location, and cleanliness ratings. The guest house spans 93 square metres and comfortably accommodates two guests. It features a spacious living room, bedroom, and a fully equipped kitchen, along with a relaxing fireplace, a private garden, and a terrace for outdoor dining.
8.8 6 reviews
Caledon
20/06 – 27/06
£186/nighttotal: £1302 (7 )
A Rustic Cabin In The Woods
1 2
B&B , Orangeville
This charming B&B is located in Orangeville, just 48km from both the Mississauga Convention Center and Vaughan Mills Shopping Centre, making it a convenient base for exploring the surrounding area. The property has received excellent ratings for location, cleanliness and overall guest experience. The cabin offers a private entrance, a fully equipped kitchenette and can accommodate up to two guests. Enjoy a relaxing stay with access to a garden, a terrace, a spa, a tennis court, a fireplace, BBQ facilities and free Wi-Fi.
Frequently asked questions about bed and breakfast in Caledon
What is the typical weather in Caledon, and how does it affect outdoor plans?
Caledon has four distinct seasons. Summers are warm and humid, perfect for hiking, biking, and exploring outdoor attractions. Winters can be snowy and cold, ideal for snowshoeing and cross-country skiing. Spring and autumn offer mild temperatures and vibrant foliage, perfect for leisurely walks and scenic drives.
What dining options are recommended for solo travelers staying at bed and breakfasts in Caledon?
Caledon offers a variety of dining options for solo travelers. The Belfountain Inn is a charming restaurant with a cozy atmosphere and delicious local cuisine. The Caledon Hills Golf Club also has a restaurant that's open to the public, offering a more casual dining experience.
What are the best bed and breakfasts with a pool in Caledon?
What are the best cultural activities and events in and around Caledon?
The Caledon Farmers Market, held every Saturday from June to October, is a great place to experience local culture and sample fresh produce. The Caledon Fair, held annually in August, is a lively event with rides, food, and entertainment. For art enthusiasts, the Caledon Art Gallery showcases local artists and exhibitions.
What are the best bed and breakfasts with a jacuzzi in Caledon?
Which hiking trails are recommended for exploring in and around Caledon?
The Bruce Trail, Canada's longest and oldest marked footpath, passes through Caledon, offering challenging hikes with stunning views. The Belfountain Conservation Area boasts several trails ranging from easy to moderate, perfect for all levels. The Albion Hills Conservation Area offers a variety of trails, including the scenic 'Bruce Trail Loop' and the 'Albion Hills Loop'.
What are the best bed and breakfasts for families and kids in Caledon?
What amenities are commonly offered in bed and breakfasts in Caledon?
Most bed and breakfasts in Caledon offer a range of amenities, including a hearty breakfast, comfortable rooms, and access to common areas like a living room or dining room. Some may also offer additional features like a hot tub, swimming pool, or outdoor space for relaxation.
What are the best pet friendly bed and breakfasts in Caledon?
Find the Best Bed and Breakfasts with Parking in Caledon
Parking is one less thing to worry about, as these bed and breakfasts in Caledon include free on-site spaces for guests.
9.6 211 reviews
Caledon
22/06 – 29/06
£67/nighttotal: £469 (7 )
Luxurious 1br+1ba Apartment Spacious, W. Parking
1 2
B&B , Caledon East
This apartment is located in Brampton, just 10km from attractions like Eldorado Park, Georgetown Market Place, and Historic Bovaird House, offering easy access to these landmarks while being situated in a peaceful residential area. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment features a balcony, perfect for enjoying the fresh air, and comes equipped with a kitchen including a fridge, freezer, microwave, and dishwasher. Other amenities include air conditioning, parking, internet access, and a smoke-free environment.
9.9 102 reviews
Caledon
03/08 – 07/08
£91/nighttotal: £364 (4 )
Modern Cozy 2 Br Guest Private Suite Brampton
1 3
B&B , Caledon East
Lisa's Brampton Comfy Hotel Style Suite, a self-catering apartment in Brampton, offers convenient access to Caledon East attractions, a short drive away (exact distances require further clarification). This two-bedroom apartment sleeps three, boasting a hotel-style bathroom with soaking tub, a fully equipped kitchen with dishwasher, in-suite laundry, a cosy den, a fireplace, and a dedicated reading area; environmental sustainability is a key feature.
10 1 review
Caledon
22/06 – 29/06
£151/nighttotal: £1057 (7 )
Private & Spacious Primary Suite With Jacuzzi, Walk-in Closet, & 4 Bath Access! Brampton Shared Home With Full Kitchen, Wifi, Laundry & Backyard Deck! Near Mount Pleasant Go, Ideal For Work Trips, Long Stays & Solo Travelers!
1 2
B&B , Toronto
This Brampton guest house is located 17.7 kilometres from Toronto Pearson International Airport, 13.8 kilometres from the Mississauga Convention Centre, and approximately 30-32 kilometres from Vaughan Mills Shopping Centre, Canada's Wonderland and the Aviva Centre. This spacious B&B offers 149 square meters of living space, accommodating up to three guests with one master bedroom, two bathrooms, a shared kitchen, living room, patio, and an on-site hot tub, complemented by complimentary private parking and free Wi-Fi.
9.5 2 reviews
Caledon
22/06 – 29/06
£30/nighttotal: £210 (7 )
Century House On Quarter Acre Lot
1 2
B&B , Erin
This Erin guesthouse is situated near Erin, Ontario, Canada, approximately 32 kilometres from the Mississauga Convention Centre and 34 kilometres from the Orangeville Theatre. The self-catering apartment offers 13 square metres of space, sleeping up to three guests, and includes a fully equipped kitchen with dishwasher, air conditioning, a private parking space, and on-site spa facilities.
Best Caledon bed and breakfasts with air conditioning
Caledon
22/06 – 29/06
£58/nighttotal: £406 (7 )
Cozy Castlemore Ba
1 2
B&B , Toronto
This Brampton guesthouse offers convenient access to Toronto Pearson International Airport, situated approximately 11 kilometres away, and is within easy reach of shopping at Vaughan Mills Mall and Trinity Commons Outlet Mall, as well as natural retreats like Downsview Park and Heart Lake Conservation Area. This welcoming B&B provides a comfortable stay for up to two guests in one bedroom and one bathroom, featuring a full kitchen, complimentary internet access, and free driveway parking, with an all-inclusive pricing offer of 'two beds for the price of one' available for stays of one or more days.
9.5 111 reviews
Caledon
21/06 – 28/06
£163/nighttotal: £1141 (7 )
Entire 2 Bdrm Basement Unit 55" Tv King Bed
1 6
B&B , Toronto
This spacious basement apartment in Brampton, Ontario, offers convenient access to Toronto Pearson International Airport (approximately 32km) and Toronto itself (approximately 56km). The self-contained unit sleeps six guests across two bedrooms and one bathroom, boasting a fully equipped kitchen, 55-inch Smart TV with Netflix, high-speed internet (1Gbps), free driveway parking, and on-site laundry facilities with complimentary detergent.
9.1 23 reviews
Caledon
25/08 – 27/08
£40/nighttotal: £80 (2 )
Pvt Bedroom Bathroom
1 2
B&B , Caledon
This B&B is conveniently located on the main road in Caledon, just a short drive from the Caledon Trailway, the Cheltenham Badlands, and the Caledon East Farmers Market. It has received very good ratings for its cleanliness, location, and overall experience. The guest house offers a private bedroom and bathroom with a separate entrance, providing a comfortable and independent stay for up to two guests. Guests can enjoy amenities like a shared kitchen, free Wi-Fi, air conditioning, and parking, making it a convenient and enjoyable base for exploring the area.
9.9 69 reviews
Caledon
25/08 – 27/08
£164/nighttotal: £328 (2 )
"Country Escape" Guest Suite
1 2
B&B , Orangeville
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.