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Caledon place to stay
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1975 Lodgings in Caledon

Best family friendly Caledon lodging

Among the 1975 accommodations in Caledon, here are the 4 best for families

Luxury - Sleeps 10 - Smart Home - Ps5 - 85 Oled - Caledon
10 13 reviews

Luxury - Sleeps 10 - Smart Home - Ps5 - 85 Oled

apartment, Caledon East
This Caledon East property offers a unique blend of suburban and countryside living, situated minutes from outdoor adventures and a short drive to Toronto and the airport.
This spacious 4-bedroom, 3-bathroom flat accommodates up to 9 guests, featuring a chef's kitchen, a spa-like bathroom with a free-standing tub, an 85" OLED TV with a PS5, and an EV charger.
Place To Relax With Whole Family - Caledon
9.7 36 reviews

Place To Relax With Whole Family

apartment, Caledon East
This family-friendly four-bedroom, three-bathroom apartment in Caledon East offers spacious accommodation for up to eight guests, conveniently located near local amenities; precise distances to specific landmarks in Caledon East require further information.
The property features a garden, parking, internet access, air conditioning, a fully equipped kitchen including a fridge and microwave, and a backyard perfect for barbecues, providing ample space for family relaxation and outdoor activities.
Fabulous Family Retreat, 1hr From To, Sleeps 8 - Caledon
10 1 review

Fabulous Family Retreat, 1hr From To, Sleeps 8

bungalow, Orangeville
This detached house is situated in Ontario's Headwaters region, just 10 kilometres from Hockley Valley Ski Resort and a short walk to Island Lake Conservation.
This family-friendly property offers accommodation for 8 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, hot tub, garden, and a home gym, with direct access to outdoor activities such as snowshoeing and trail walks.
Cozy 3br Brampton Home Near Toronto And Mount Pleasant Go - Caledon
8.0 1 review

Cozy 3br Brampton Home Near Toronto And Mount Pleasant Go

house, Toronto
This Brampton holiday home is located 14.96 kilometres from Toronto Pearson International Airport and offers convenient access to Mount Pleasant GO for public transport.
The spacious accommodation spans 186 square metres, featuring one bedroom, three bathrooms, a fully equipped kitchen, air conditioning, a hot tub, a terrace, a garden, and private on-site parking, suitable for up to 15 guests.

Best Caledon accommodations with a kitchen

The Hockley Hill House -4 Br W/escarpment Views - Caledon
No reviews

The Hockley Hill House -4 Br W/escarpment Views

apartment, Orangeville
This modern country house is situated high in the hills of Hockley Valley, part of the Niagara Escarpment, adjacent to farmland and a UNESCO World Conservation site, offering picturesque views and seclusion within 16 kilometers of Orangeville.
This 4-bedroom, 3-bathroom residence accommodates up to 8 guests and features a heated outdoor swimming pool (seasonal), a year-round hot tub, wood-burning fireplaces, and a 4-stall barn for horse boarding, with direct access to the Bruce Trail for hiking and mountain biking.
Spacious, Private Family Friendly 2 Bedroom Home - Caledon
8.0 4 reviews

Spacious, Private Family Friendly 2 Bedroom Home

apartment, Caledon East
This Caledon East holiday home is situated 4.3km from The Old Pro Driving Range and within 9.7km of both Camden Dog Park and the Williams Mill Visual Arts Centre.
This 232 square metre property offers two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, laundry facilities, a fireplace, and a smart TV.
Ultra Luxury Estate | Pool, Acres & Private Trails - Caledon
No reviews

Ultra Luxury Estate | Pool, Acres & Private Trails

apartment, Caledon
This four-bedroom, three-bathroom villa offers a secluded countryside escape on private acres in Caledon, providing unparalleled privacy and tranquility.
Guests can enjoy a private swimming pool, extensive grounds with scenic trails, and amenities including a fridge, freezer, microwave, dishwasher, and air conditioning, accommodating up to eight people.
Mono Springs - Dream Country Escape W Pool/hot Tub - Caledon
9.8 51 reviews

Mono Springs - Dream Country Escape W Pool/hot Tub

house, Orangeville
This four-bedroom apartment is located in Mono, a rural area just 15 kilometres from Orangeville town centre, offering a peaceful escape from the hustle and bustle. The apartment enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a spacious and well-equipped kitchen, perfect for self-catering, and can comfortably accommodate up to eight guests. Enjoy a range of amenities including a private hot tub, a heated swimming pool (seasonal), a large bonfire pit, and 10 acres of land with trails for exploring the surrounding countryside.

Frequently asked questions about accommodations in Caledon

  • What are the most convenient modes of transportation within Caledon?

    Caledon is best explored by car, as public transportation is limited. If you are visiting from Toronto, the GO Train is a good option, with stops in Brampton and Georgetown. You can also hire a taxi or use ride-sharing services.
  • What types of accommodations are available in Caledon?

    Caledon offers a variety of accommodation options. You can find charming bed and breakfasts, cozy cottages, and comfortable hotels. There are also several campgrounds in the area, perfect for those who enjoy camping.
  • When is the best time to visit Caledon?

    The best time to visit Caledon depends on what you're looking for. Summer offers warm weather and outdoor activities, while autumn boasts beautiful fall colours. Spring brings wildflowers and fresh air, and winter offers snow-covered landscapes and cozy vibes.
  • What local dishes and culinary experiences are a must-try in Caledon?

    Caledon is known for its farm-to-table cuisine. Be sure to try the locally grown produce and meats at restaurants like the Belfountain Inn or the Caledon Hills Golf Club. Don't miss the Caledon Farmers' Market for fresh, seasonal ingredients.
  • In which part of Caledon should you consider renting accommodation?

    It depends on what you want to do! If you want to be close to the Caledon Trailway and the Belfountain Conservation Area, consider staying in Belfountain. For easy access to shopping and restaurants, Bolton is a good option. If you're looking for a more rural experience, Caledon East or Caledon Village are great choices.

Popular destinations

Best Caledon lodging with a pool

Among the 1975 accommodations in Caledon, here are the 4 best ones with a pool

Ultra Luxury Estate Pool, Acres & Private Trails - Caledon
No reviews

Ultra Luxury Estate Pool, Acres & Private Trails

house, Caledon
This luxurious villa is located in Caledon, offering expansive private grounds with acres of land and private trails, approximately 47 kilometres from Toronto Pearson International Airport.
This spacious estate provides accommodation for up to 15 guests with one bedroom and four bathrooms, featuring a private pool, air conditioning, a kitchenette, a balcony, a washing machine, a patio, a dining area, and a fireplace, with complimentary on-site private parking.
Ballo - Guesthouse - Caledon
9.8 9 reviews

Ballo - Guesthouse

house, Orangeville
This private, newly renovated suite in Orangeville offers a separate entrance and is located in a quiet residential area, just 1.5 kilometres from downtown shops, Theatre Orangeville, Island Lake trails, and Hockley Valley skiing.
This modern accommodation for two features a fully-equipped kitchen with quartz counters, a double bedroom, a spa-style bathroom with a glass shower, and provides internet access, making it ideal for couples or remote workers seeking mid-term stays with easy access to local attractions and outdoor activities.
The Hockley Hideaway, Sharing Our Unique Property For Your Unique Experiences️ - Caledon
10 55 reviews

The Hockley Hideaway, Sharing Our Unique Property For Your Unique Experiences️

apartment, Orangeville
This holiday home is situated in Mono, just 8km from Hockley Valley Resort and 14km from Island Lake Conservation Area, offering a peaceful retreat in a scenic setting. The property has received excellent user ratings, suggesting a high standard of comfort and service.
This spacious property provides accommodation for up to 10 guests in its 5 bedrooms. The house boasts a range of modern amenities, including a private pool, a jacuzzi, a tennis court, and a fully equipped kitchen, making it ideal for families or groups looking for a relaxing and enjoyable stay.
Caledon Country Studio Near Trails, Golf & Events - Caledon
9.9 57 reviews

Caledon Country Studio Near Trails, Golf & Events

apartment, Caledon
This studio apartment is located on top of the Niagara Escarpment in Caledon Hills, just a short distance from numerous hiking trails, award-winning golf courses, and scenic routes. This accommodation has received excellent ratings for its location, cleanliness, and overall user experience.
The studio is perfect for couples or small families with a comfortable bed and a Murphy bed for additional sleeping space. It offers a fully equipped kitchen, access to a heated pool (for an extra fee), laundry facilities after the 3rd night, and a private garden with stunning views of the surrounding countryside.

Best Caledon accommodations with parking

Hockley Valley Cozy Cottage With Waterfront Access! - Caledon
10 3 reviews

Hockley Valley Cozy Cottage With Waterfront Access!

apartment, Orangeville
This two-bedroom flat in Mono offers private waterfront access to a river, located approximately 6.1 kilometres from Orangeville's amenities and cultural attractions, including Theatre Orangeville and the Dufferin County Museum & Archives.
This property accommodates up to four guests and features a fireplace, outdoor gazebo, and is conveniently situated near outdoor recreation at Hockley Valley Resort and Mono Cliffs Provincial Park.
Caledon Trailside Retreat-sleeps 6 - Caledon
10 6 reviews

Caledon Trailside Retreat-sleeps 6

apartment, Caledon
This spacious country home in Caledon is located just 5 kilometres from TPC Toronto at Osprey Valley, ideal for those attending the RBC Canadian Open.
Offering accommodation for up to six guests across three bedrooms, this property features two bathrooms, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, a family room, and a deck with a BBQ, all set on 1.5 acres of land.
6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village - Caledon
8.9 34 reviews

6br & 4,000 Sq. Ft. Luxury Estate ~Caledon Village

apartment, Caledon
This spacious home is located in Caledon, just a short drive from the charming Caledon Village and its historic attractions, as well as the scenic Caledon Hills. The property has received excellent ratings for its location, cleanliness, and overall experience.
This luxurious dwelling has six bedrooms and five bathrooms, accommodating up to twelve guests comfortably. The home boasts a gourmet kitchen, a large recreation area in the basement, a spacious backyard, and high-speed WiFi, making it perfect for families and groups looking for a comfortable and enjoyable stay.
Cozy Country Style Home In The Heart Of Caledon - Caledon
10 1 review

Cozy Country Style Home In The Heart Of Caledon

apartment, Caledon
This spacious flat is situated in Caledon, offering convenient access to Toronto Pearson Airport (72 kilometres), Orangeville (16 kilometres), and Brampton (48 kilometres).
This four-bedroom property accommodates up to eight guests and features a gaming room, a gym, three and a half bathrooms, a patio, a large backyard with direct access to walking trails, and an outdoor barbecue.
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