Places to stay in Caledon

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Caledon place to stay
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1975 Best places to stay in Caledon

Browse Places to Stay near the Historic Centre in Caledon

Stay close to popular urban landmarks with central lodging in Caledon, perfect for easy walking tours.

Caledon Getaway - Caledon
9.9 41 reviews

Caledon Getaway

apartment, Caledon East
This basement flat is located in Caledon East, just a short drive from the Caledon Trailway and the charming Caledon Village. It has consistently received excellent ratings for cleanliness, location, and user experience, making it a popular choice for travellers.
The self-contained apartment comfortably accommodates up to four guests and features a fully equipped kitchen with a fridge, microwave, and stove. Enjoy the convenience of Wi-Fi, IPTV, air conditioning, and a private parking space.
Luxury 5-bed Home| 5 Ensuite Bath |Peaceful Escape - Caledon
10 2 reviews

Luxury 5-bed Home| 5 Ensuite Bath |Peaceful Escape

apartment, Caledon East
This executive detached house in Caledon East offers a peaceful countryside retreat, located minutes from scenic trails and less than 1 hour by car from Toronto.
This spacious, family-friendly residence accommodates up to 10 guests with 5 bedrooms and 5.5 bathrooms, featuring a modern kitchen, air conditioning, Wi-Fi, and on-site parking, ideal for exploring local parks and hiking routes.
A Comfortable Peaceful Home! - Caledon
10 3 reviews

A Comfortable Peaceful Home!

apartment, Caledon East
This comfortable home in Caledon East is just 33 kilometres from Pearson International Airport and a short drive from grocery stores, an LCBO, a library, and a children's playground. The property offers a private and spacious backyard, perfect for relaxing or enjoying outdoor activities.
The house features three bedrooms, each with a private bathroom, a large kitchen, a private study, a family sitting room, and a spacious basement, comfortably accommodating up to six guests. Guests will enjoy modern amenities like air conditioning, a jacuzzi, and a full kitchen, as well as access to the entire property, including the basement, which offers additional space for relaxation or activities.
Escape To A World Of Comfort And Elegance. - Caledon
9.4 10 reviews

Escape To A World Of Comfort And Elegance.

apartment, Caledon East
This five-bedroom, three-bathroom property is a tranquil apartment located in a ravine with a private pond, offering a serene natural escape within Caledon East.
This spacious accommodation comfortably sleeps ten guests and features a gourmet kitchen, integrated sound system, and a luxurious steam shower, perfect for family reunions and group getaways.

Best family friendly Caledon lodging

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

Lakeview Private Suite With Kitchen (Twin Or King) - Caledon
8.6 8 reviews

Lakeview Private Suite With Kitchen (Twin Or King)

house, Adjala-Tosorontio
This self-catering villa, the Lakeview Resort Style Suite (Twin Or King), is situated in Adjala-Tosorontio, within 10km of Legacy Pines Golf Club, Glen Haffy Conservation Area, and Albion Hills Conservation Area.
The one-bedroom, one-bathroom suite sleeps three guests and features a fully equipped kitchen, patio, Smart TV, and is within easy reach of local nature trails.
#1 Best Deal In Brampton - Caledon
9.6 5 reviews

#1 Best Deal In Brampton

apartment, Caledon East
This Caledon East holiday home is situated within 10 kilometres of Brampton Fair Grounds, Camden Dog Park, Downey's Farm Market, and Historic Bovaird House.
This spacious four-bedroom property, boasting 242 square metres of floor area, comfortably accommodates nine guests and features a fully equipped kitchen, private balcony, free Wi-Fi, and a fireplace.
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Caledon
8.8 19 reviews

Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery

cottage, Orangeville
This Orangeville riverfront cottage, situated 1 km from Hockley Valley Provincial Park and 2.2 km from Hockley Valley Resort, offers a tranquil escape near Theatre Orangeville and Island Lake Conservation Area (within 10 km).
The 65 square metre self-catering property sleeps four guests in one bedroom and one bathroom, featuring a kitchenette, fireplace, WiFi, and access to outdoor barbecue grills and a garden.
Ultimate Retreat: 98" Cinema + Arcade Game Room + Bbq + Airport - Caledon
10 2 reviews

Ultimate Retreat: 98" Cinema + Arcade Game Room + Bbq + Airport

apartment, Toronto
This Brampton family home, approximately 4.2km from Century Gardens Arena and within 2km of Donald M. Gordon Chinguacousy Park, offers easy access to Toronto attractions.
Sleeping eight guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and free Wi-Fi; nearby recreational activities include Victoria Park Arena.

Frequently asked questions about accommodations in Caledon

  • What are the top attractions and must-see sites in Caledon?

    Caledon has a lot to offer! You should definitely visit the Cheltenham Badlands, a unique geological formation with red-hued rock formations. For a dose of history, head to the Belfountain Conservation Area, where you can explore the ruins of an old grist mill. And if you're looking for something a bit more modern, the Caledon Trailway offers stunning views and a great way to get some exercise.
  • What are the best places to stay in Caledon?

  • Which cultural festivals and seasonal events should visitors attend in Caledon?

    Caledon has a vibrant events scene! In the summer, the Caledon Fair is a must-see, with live music, rides, and local vendors. For a more relaxed experience, the Caledon Farmers' Market takes place every Saturday in the warmer months, offering fresh produce and local crafts. And in the fall, the Caledon Pumpkinfest is a fun event for the whole family, with pumpkin carving competitions and a variety of activities.
  • What are the best places to stay with a pool in Caledon?

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

    Caledon is quite spread out, so a car is definitely recommended. However, the Brampton Transit bus service does operate within the town, and there are a few routes that connect Caledon to Brampton and Toronto. If you're staying in the heart of Caledon Village, you can easily walk around the main area.
  • What are the best places to stay with a jacuzzi in Caledon?

  • What outdoor activities and adventures are popular in and around Caledon?

    Caledon is a nature lover's paradise! You can hike and bike on the many trails in the Caledon Hills, go kayaking on the Credit River, or explore the scenic Bruce Trail. For a more adventurous experience, there are several rock climbing areas in the region. And if you're looking for a relaxing day out, the Caledon Public Library has a beautiful outdoor space.
  • What are the best places to stay for families and kids in Caledon?

    The best places to stay for families and kids in Caledon are Hyatt Place Toronto-brampton, Residence Inn By Marriott Toronto Vaughan and Element Vaughan Southwest.

  • What types of accommodations are available in Caledon?

    Caledon offers a range of accommodation options, from cozy bed and breakfasts to modern hotels. There are also several campgrounds in the area, perfect for those who want to enjoy the great outdoors. And if you're looking for something a bit more unique, there are a few farm stays available.
  • What are the best pet friendly places to stay in Caledon?

  • When is the best time to visit Caledon?

    Caledon is beautiful year-round, but the best time to visit depends on your interests. Spring and fall offer mild temperatures and stunning foliage, while summer is perfect for outdoor activities. Winter brings snow and ice, ideal for skiing and snowboarding at nearby resorts.
  • What are the best places to stay with parking in Caledon?

  • What local dishes and culinary experiences are a must-try in Caledon?

    Caledon is known for its fresh, local produce. Try the famous Caledon strawberries in the summer, or visit one of the many farm-to-table restaurants for a delicious meal. There are also several wineries and breweries in the area, offering tastings and tours.
  • In which part of Caledon should you consider renting accommodation?

    It depends on what you want to do! If you're interested in exploring the Cheltenham Badlands and the surrounding countryside, the area around the village of Cheltenham is a good choice. For easy access to the Caledon Trailway and the Credit River, consider staying near the town of Bolton. And if you're looking for a more central location, the village of Caledon East is a good option.

Popular destinations

Best Caledon accommodations with a kitchen

Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway - Caledon
9.9 141 reviews

Century Home 3 Bed With Gas Fireplace/fenced Yard And 5 Minute Walk To Broadway

apartment, Orangeville
This family-friendly holiday home is conveniently located in the city centre of Orangeville, just under 2km from Theatre Orangeville and Island Lake Conservation Area. The property has received excellent ratings for its cleanliness, location and overall experience.
This 3-bedroom house can comfortably accommodate up to 6 guests and spans 158 square metres. It features a fully equipped kitchen, a cosy fireplace, a private garden, a terrace, a spa and parking, ensuring a comfortable and enjoyable stay.
Cozy Private Ensuite Basement Bedroom - Caledon
9.9 28 reviews

Cozy Private Ensuite Basement Bedroom

house, Caledon East
This Caledon East house offers convenient access to three GO stations within a 24km radius, providing easy commutes to Toronto and Brampton, which is 22km away.
The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a kitchen with fridge, freezer, microwave, and dishwasher, plus free Wi-Fi and parking.
Hockley Valley Cozy Cottage With Waterfront Access - Caledon
10 2 reviews

Hockley Valley Cozy Cottage With Waterfront Access

apartment, Orangeville
This two-bedroom flat is located in Mono, 3 kilometres from Orangeville, and backs onto the Nottawasaga River, offering a countryside escape with proximity to Mono Cliffs Provincial Park.
This apartment sleeps up to four guests and features internet, air conditioning, and a kitchen, with year-round activities available including hiking and visiting local wineries and cideries.
Hockley Haven - Caledon
10 181 reviews

Hockley Haven

apartment, Orangeville
This charming self-catering apartment is situated in a peaceful country setting on a five-acre property just a short walk from the Pollinator Garden & Island Lake Trails and a six-minute drive from Hockley Valley Resort and Adamo Estate Winery. The apartment has received excellent ratings for location, cleanliness and user experience.
The apartment is a newly renovated carriage house loft offering approximately 650 square feet of space, including a pull-out couch that can accommodate up to four guests. The apartment comes equipped with a fully fitted kitchen, a comfortable living area, a private garden and parking, as well as air conditioning and Wi-Fi.

Best Caledon accommodations with parking

Beautiful Getaway In Orangeville - Caledon
9.9 59 reviews

Beautiful Getaway In Orangeville

apartment, Orangeville
This apartment is situated in a peaceful neighbourhood just a short 800-metre walk from Island Lake Conservation Area, a popular spot for nature walks and outdoor activities, and a two-minute drive from Orangeville's town centre. The property boasts a spacious living area, a fully equipped kitchen, and a private deck with a barbecue, perfect for relaxing after a day exploring the surrounding area.
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.
The Loft - Caledon
9.8 33 reviews

The Loft

farm, Adjala-Tosorontio
This farm stay is situated in Adjala-Tosorontio, just 40 kilometres from Woodbine Race Track and 45 kilometres from Pearson International Airport, offering a peaceful rural escape close to major attractions. It has consistently received excellent reviews for its location, cleanliness, and overall experience.
The property comprises a three-bedroom house with one bathroom, comfortably accommodating up to eight guests. Enjoy the unique atmosphere of a working horse farm with over 300 acres of hiking trails nearby, a garden, a BBQ area, and the option of booking a tour of the facilities.
Modern Family Homefireplacebackyardnearbrampton - Caledon
9.9 86 reviews

Modern Family Homefireplacebackyardnearbrampton

apartment, Toronto
This Caledon semi-detached house, a short drive from Toronto, offers convenient access to scenic trails, a community centre, library, gym, shops, and a café.
This three-bedroom, two-and-a-half-bathroom dwelling sleeps eight guests, boasting a king-size bed in the master, a fireplace, a private fenced backyard with firepit (wood not supplied, permit required from the Town of Caledon), keyless entry, and two-car parking.

Browse Places to Stay with a Pool in Caledon

On-site pool access at your accommodation in Caledon makes a proper swim in the heart of the city a brilliant part of your trip.

Peak House - Caledon
No reviews

Peak House

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

Ultra Luxury Estate Pool, Acres & Private Trails

house, Caledon
10 Acres Luxury Retreat W/pool & Trail - Caledon
8.7 6 reviews

10 Acres Luxury Retreat W/pool & Trail

apartment, Adjala-Tosorontio
Stunning Family Retreat, 1hr From To, Sleeps 15 - Caledon
10 66 reviews

Stunning Family Retreat, 1hr From To, Sleeps 15

bungalow, Orangeville

Top-Rated Places to Stay with a Hot Tub in Caledon

Accommodation with a hot tub in Caledon is perfectly designed for a private soak at the end of a busy city day.

8 Acre Retreat | 5 Min To Tpc Osprey + Hot Tub! - Caledon
9.5 45 reviews

8 Acre Retreat | 5 Min To Tpc Osprey + Hot Tub!

apartment, Caledon
Beautiful Home In Tottenham - Caledon
9.5 77 reviews

Beautiful Home In Tottenham

apartment, Adjala-Tosorontio
Brampton House Near Pearson Airport - Caledon
8.0 1 review

Brampton House Near Pearson Airport

house, Toronto
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
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