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.
10 40 reviews
Caledon
20/10 – 30/10
£120/nighttotal: £1200 (10 )
3 Separate Sleeping Rooms On 23-acre Horse Farm
1 6
gîte , Adjala-Tosorontio
This Adjala-Tosorontio self-catering cottage is located 15 minutes (approx. 24km) east of Orangeville, 10 minutes (approx. 16km) from Palgrave, and 15 minutes (approx. 24km) from Hockley Valley Resort, offering easy access to skiing, golfing, and other activities. This two-bedroom, one-bathroom holiday home sleeps four to six guests, features a full kitchen and laundry facilities, free Wi-Fi, and a private outdoor sitting area on a 23-acre horse farm.
Caledon
07/07 – 08/07
£85/nightfor 1 night
Wmk Mcmillan Room
1 2
B&B , Erin
This guest house is located on the Credit River in Erin village, offering proximity to the Niagara Escarpment and Bruce Trail. This establishment provides two queen guest rooms accommodating up to two guests, featuring air conditioning, Wi-Fi, a swimming pool, and parking.
This family-friendly Bolton basement flat, located in a quiet neighbourhood approximately 48 kilometres from Pearson International Airport and 16 kilometres from Husky IMS, offers a private entrance and excellent guest reviews. The two-bedroom, one-bathroom self-catering apartment sleeps four, includes a fully equipped kitchen with fridge, freezer and microwave, air conditioning, parking, and internet access, providing comfortable accommodation for families or small groups.
10 6 reviews
Caledon
02/07 – 02/08
£170/nighttotal: £5270 (31 )
Hilltop On Cedar Lane
1 3
B&B , Mulmur
This basement apartment is located in Mono, Ontario, just 12 kilometres from Hockley Valley Resort and 13 kilometres from Mansfield Ski Club, offering easy access to outdoor activities and attractions. The surrounding area is peaceful and tranquil, perfect for those seeking a relaxing getaway. The apartment has 2 bedrooms and 1 bathroom, comfortably accommodating up to 5 guests. It features a fully equipped kitchen, a private entrance, laundry facilities, air conditioning, a swimming pool, a jacuzzi, and parking, ensuring a comfortable and enjoyable stay.
10 1 review
Caledon
22/07 – 26/07
£143/nighttotal: £572 (4 )
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 4
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.
9.7 22 reviews
Caledon
07/07 – 08/07
£66/nightfor 1 night
Private, Cozy Guest Apartment, All En-suite.
1 2
B&B , Caledon East
This self-contained downstairs suite in Caledon East offers guests complete independence within a family home, conveniently located near local attractions (exact distances require further information). The 1-bedroom, 1-bathroom apartment sleeps up to 3 guests and features a compact kitchenette, en-suite shower room, and access to a garden, fitness centre, and parking; essential amenities are provided for a comfortable stay.
8.8 6 reviews
Caledon
25/08 – 27/08
£170/nighttotal: £340 (2 )
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.
9.8 172 reviews
Caledon
25/08 – 27/08
£90/nighttotal: £180 (2 )
Dew Drop Inn
1 2
B&B , Orangeville
This apartment is located in Mono, a rural area just 10 kilometres north of Orangeville, offering stunning views of the Niagara Escarpment. It has consistently received excellent ratings for its cleanliness, location and overall experience. The self-catering apartment has two bedrooms, accommodating up to five guests, and is equipped with a kitchen, TV, and a three-piece bathroom. Guests can enjoy the 17-acre property with its trails, fire pits, outdoor games and unique amenities, such as umbrellas, snowshoes and binoculars.
9.7 158 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.
8.8 8 reviews
Caledon
02/10 – 03/10
£88/nightfor 1 night
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.
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.
Best Caledon bed and breakfasts with breakfast included
8.8 1061 reviews
Caledon
07/07 – 08/07
£86/nightfor 1 night
Newton Villa
1 2
B&B , Bolton
Newton Villa is a bed and breakfast located in Brampton, about 12 kilometres from Wild Water Kingdom and 19 kilometres from Canada's Wonderland. It has received very good ratings for its location, cleanliness and overall experience. The accommodation features a garden, a terrace and a swimming pool, providing a relaxing atmosphere for guests. Amenities include air conditioning, free Wi-Fi, parking, room service and a coffee shop.
Best Caledon bed and breakfasts with a garden
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.
9.9 302 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.
This three-bedroom, two-bathroom basement flat is located in Caledon, Ontario, approximately 40km west of Toronto, offering easy access to Highway 410 and the towns of Brampton. The self-contained apartment sleeps seven guests, boasts a fully equipped kitchen with modern appliances, in-unit laundry, a private backyard, and a unique amenity: a private outdoor basketball court; fast WiFi and streaming services are also included.
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.
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.
10 47 reviews
Caledon
20/10 – 30/10
£244/nighttotal: £2440 (10 )
Beautiful Retreat In Caledon
1 6
B&B , Caledon East
This luxurious self-catering property in Caledon East offers easy access to the Royal Ambassador Banquet Hall (5 minutes), Albion Hills Conservation Area (10 minutes), and Palgrave Forest (10 minutes), all within a 35-minute drive northwest of Toronto Pearson International Airport. The spacious suite boasts 3 bedrooms, 2 bathrooms, sleeping up to 6 guests, and features a chef's kitchen, jacuzzi tub, 65" flat-screen TV, high-speed internet, and access to a hot tub (upon arrangement).
9.1 9 reviews
Caledon
07/07 – 08/07
£82/nightfor 1 night
Mimis Lodge
1 2
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.
9.6 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.
Caledon
22/07 – 26/07
£127/nighttotal: £508 (4 )
Gifted Beautiful Home
2 4
B&B , Caledon East
Gifted Beautiful Home, a bed and breakfast in Brampton, is situated approximately 15.1 kilometres from the Mississauga Convention Centre and 32.2 kilometres from Vaughan Mills Shopping Centre. This accommodation offers air-conditioned rooms with free Wi-Fi, private parking, and en-suite bathrooms, located 17.7 kilometres from Toronto Pearson International Airport.
Best Caledon bed and breakfasts with air conditioning
9.8 48 reviews
Caledon
07/07 – 08/07
£97/nightfor 1 night
Quaint Studio In Heart Lake
1 2
B&B , Toronto
This studio flat is situated near Loafers Lake Park in Brampton, Ontario, approximately 1.6km from public transport links providing easy access to Toronto and a short drive (10-15 minutes) from Conservation Park and Bramalea City Centre. The self-contained apartment features a private patio with a BBQ, sleeps two guests, and includes air conditioning, Wi-Fi, parking, and a fully equipped kitchen.
Caledon
20/10 – 30/10
£173/nighttotal: £1730 (10 )
Private 3br+den Estate | 2 Separate Suites
4 6
B&B , Toronto
This private 3-bedroom estate is located in Castlemore North, Brampton, approximately 32-40 kilometres from Pearson Airport, with Canada's Wonderland and Brampton Fair Grounds nearby. This B&B offers two fully separate suites, each with a full kitchen and living area, accommodating up to 10 guests with amenities including a fireplace, workspace, and Wi-Fi, with self-check-in available.
Caledon
02/10 – 03/10
£3064/nightfor 1 night
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.
10 65 reviews
Caledon
07/07 – 08/07
£106/nightfor 1 night
Cedar Trail Cottage Suite
1 2
B&B , Erin
This Erin cottage, situated on a large property 25 minutes (40km) from Highway 410, 30 minutes (48km) from Hockley Valley Resort, and 6 minutes (10km) from Cambium Farms, offers a peaceful retreat in the Ontario countryside. The self-contained suite sleeps two, features a queen-size bed, rainfall shower, private deck with stunning views of cedar trees and a pond, and access to private trails; an outdoor firepit is available upon request (weather permitting).