Holiday Rentals in Caledon

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Caledon holiday rentals
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Best Holiday rentals and Airbnb offers in Caledon

Discover Family-Friendly Self-Catering Rentals in Caledon

Getting the holiday rental right makes all the difference for a family trip to Caledon. Find city attractions within easy reach. Start comparing now.

Lovely Cozy Apartment - Caledon
9.5 30 reviews
Caledon
07/07 – 08/07
£84/nightfor 1 night

Lovely Cozy Apartment

1 2
apartment , Toronto
This Brampton apartment, situated 12km from Toronto Pearson International Airport and 19km from Canada's Wonderland, offers convenient access to major attractions.
The 800 square metre property boasts one bedroom, one bathroom, sleeps three guests, and includes free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV with streaming services.
The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home - Caledon
10 2 reviews
Caledon
22/07 – 26/07
£301/nighttotal: £1204 (4 )

The Cinema House: 98" Theater I Near Airport I Bbq I Luxury Home

3 4
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.
#1 Best Deal In Brampton - Caledon
9.6 5 reviews
Caledon
22/07 – 26/07
£282/nighttotal: £1128 (4 )

#1 Best Deal In Brampton

4 4
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.
Beautiful Getaway In Orangeville - Caledon
9.9 57 reviews
Caledon
02/10 – 03/10
£170/nightfor 1 night

Beautiful Getaway In Orangeville

1 2
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.

Compare Holiday Rentals with Parking in Caledon

Park up and enjoy the city centre. These holiday rentals in Caledon come with a free car park on-site. Start comparing now.

Bright & Cozy 2-bedroom Main Floor Suite - Caledon
Caledon
22/07 – 26/07
£89/nighttotal: £356 (4 )

Bright & Cozy 2-bedroom Main Floor Suite

2 4
apartment , Toronto
This ground-floor flat offers private rental in Brampton, central to the 410 highway and a short drive from Toronto's attractions, with nearby points of interest including Devereaux House and Heart Lake Conservation Area.
The 84 square metre accommodation accommodates up to six guests with two bedrooms, a fully equipped kitchen, a fireplace, and a television, plus a garden and dedicated parking.
The Grassy Oasis - Caledon
8.3 22 reviews
Caledon
07/07 – 08/07
£169/nightfor 1 night

The Grassy Oasis

1 2
house , Toronto
The Grassy Oasis villa is located in Brampton, a suburb of Toronto, just 6.6 km from the Mississauga Convention Center and 27 km from the Aviva Centre. This peaceful retreat offers a quiet escape from the city, with easy access to Toronto's attractions.
The villa is a one-bedroom property with one bathroom, covering 37 square meters and accommodating up to three guests. It features a fully equipped kitchen, a private garden, outdoor play equipment, free parking, and a private courtyard.
Fall Nordic Cottage Retreat With Hot Tub 60 Minutes From City - Caledon
9.4 3 reviews
Caledon
07/07 – 08/07
£367/nightfor 1 night

Fall Nordic Cottage Retreat With Hot Tub 60 Minutes From City

2 2
apartment , Caledon
This two-bedroom flat is located on an 8-acre estate in Caledon, 129 kilometres from Toronto and 13 minutes from TOC Osprey, offering proximity to Theatre Orangeville and the Great War Flying Museum.
This property provides accommodation for four guests, featuring two primary bedrooms with en-suite bathrooms, a kitchen with a microwave oven and dishwasher, air conditioning, a Jacuzzi, parking, and an outdoor patio, with nearby trails and arts centres like Alton Mill Arts Centre.
Tosam Luxury Lodge Two Bedroom Suite - Caledon
9.0 25 reviews
Caledon
22/07 – 26/07
£108/nighttotal: £432 (4 )

Tosam Luxury Lodge Two Bedroom Suite

2 4
apartment , Toronto
This two-bedroom flat is located in Brampton, a suburb just west of Toronto, 30 kilometres from Canada's Wonderland and 37 kilometres from Casa Loma. The apartment has received excellent user ratings and very good ratings for location and cleanliness.
The 93 square metre flat comfortably sleeps four guests. It offers a range of amenities, including free Wi-Fi, private parking, a fully equipped kitchen, outdoor dining space, and air conditioning.

Frequently asked questions about holiday rentals in Caledon

  • What should a first-time visitor not miss in Caledon?

    For a first-time visit to Caledon, you shouldn't miss the beautiful Cheltenham Badlands. These unique geological formations are a must-see, and you can also check out the Caledon Trailway, a scenic paved path perfect for cycling or a leisurely stroll.
  • What are the best Airbnb and holiday rentals in Caledon?

  • Which neighborhood in Caledon should you consider for a vacation rental?

    If you're looking for a vacation rental in Caledon, the neighbourhood of Palgrave is a great option. It's close to the Caledon Trailway and has a good selection of restaurants and shops. You could also consider the more rural area of Inglewood, which is close to the Cheltenham Badlands and offers a more peaceful atmosphere.
  • What are the most popular Airbnbs in Caledon?

  • What are the top family-friendly attractions in Caledon?

    Caledon is full of family-friendly attractions. The Belfountain Conservation Area is a great spot for a picnic or a hike, and the Albion Hills Conservation Area has a playground and a splash pad. For something a little different, check out the Caledon Animal Shelter, where you can meet the animals and learn about adoption.
  • What are the best holiday rentals with a pool in Caledon?

  • When is the best time to book a vacation rental in Caledon?

    The best time to book a vacation rental in Caledon is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and enjoy pleasant weather, perfect for exploring the outdoors.
  • What are the best rentals for families and kids in Caledon?

  • What are the best budget-friendly activities in Caledon?

    Caledon has plenty of budget-friendly activities. You can enjoy a free walk along the Caledon Trailway, explore the Cheltenham Badlands, or have a picnic at one of the many parks. For a unique experience, visit the Caledon East Farmers' Market and browse the local produce and crafts.
  • What are the best rentals or Airbnbs with a jacuzzi in Caledon?

  • What are the best restaurants with local dishes in Caledon?

    For a taste of local cuisine, check out The Millcroft Inn. They offer a classic Canadian menu with fresh, seasonal ingredients. If you're looking for something more casual, try the Caledon Hills Golf Club, which has a great restaurant with a view of the course.
  • What are the best walking or cycling routes in Caledon?

    The Caledon Trailway is a great option for both walking and cycling. It's a 42 km paved path that runs through the heart of Caledon, offering scenic views of the countryside. For a shorter walk, try the Bruce Trail, which has several access points in Caledon.
  • Are there pet-friendly attractions in Caledon?

    Yes, there are many pet-friendly attractions in Caledon. The Caledon Trailway is a great place to walk your dog, and many parks and conservation areas are dog-friendly. The Belfountain Conservation Area even has a designated off-leash dog area.
  • What are the benefits of choosing a vacation rental in Caledon?

    Vacation rentals in Caledon offer more space and privacy than a hotel. They often have kitchens and laundry facilities, making them ideal for families or groups. You can also find rentals with unique features like fireplaces or hot tubs, adding to the overall experience.
  • What are the top sports attractions and facilities in Caledon?

    Caledon is a great place for sports enthusiasts. The Caledon Hills Golf Club has a challenging 18-hole course, and there are several other golf courses in the area. For other activities, check out the Caledon Tennis Club or the Caledon Soccer Club.

Destinations nearby

Check Out Holiday Rentals with a Balcony in Caledon

Private balconies with city skyline views come as standard at these holiday rentals in Caledon for a lovely start to your day.

The Ecstatic Joy Of Heaven - Caledon
Caledon
22/07 – 26/07
£91/nighttotal: £364 (4 )

The Ecstatic Joy Of Heaven

1 4
apartment , Caledon East
This one-bedroom Brampton apartment, a short 1.4km drive from Caledon East, offers easy access to Mount Pleasant Station, The Old Pro Driving Range (1.3km), and Eldorado Park & Historic Bovaird House (9.7km).
The self-catering flat sleeps four, includes a fully equipped kitchen with dishwasher, in-unit laundry, and a Smart TV, and is perfect for exploring Brampton's attractions and the surrounding Caledon East countryside.
Hockley Valley Resort - Caledon
8.1 1501 reviews
Caledon
07/07 – 08/07
£243/nightfor 1 night

Hockley Valley Resort

1 2
resort , Orangeville
Hockley Valley Resort in Orangeville offers a family-friendly escape, located under 15 minutes by car from Orangeville and the Hockley Valley Provincial Nature Reserve, with Luther Marsh Conservation area approximately 100 kilometres away.
This establishment boasts an 8,000 sq ft spa, indoor and outdoor swimming pools, an 18-hole golf course, a ski hill with 16 runs, and on-site dining at the farm-to-table restaurant, Cabin, and the lobby bar, Babbo, with Adamo Estate Winery just 1 kilometre down the road.
Luxury 4br Stay With Swim Spa, Golf And Fireplaces - Caledon
Caledon
22/07 – 26/07
£581/nighttotal: £2324 (4 )

Luxury 4br Stay With Swim Spa, Golf And Fireplaces

4 4
house , Caledon East
This luxury four-bedroom property is situated in Inglewood, 26 kilometres from the Mississauga Convention Centre, with other attractions within a 31 to 45 kilometre radius.
This spacious 465 square metre residence accommodates up to 15 guests and features a swim spa, hot tub, golf amenity, air conditioning, a garden, free WiFi, and a fitness centre, with a fully equipped kitchen and multiple fireplaces.
Walk To Downtown Orangeville With Free Parking & Games - Caledon
Caledon
02/10 – 03/10
£367/nightfor 1 night

Walk To Downtown Orangeville With Free Parking & Games

3 2
house , Orangeville
This Orangeville holiday home is a 7-minute walk from Theatre Orangeville and is located approximately 48 kilometres from Wild Water Kingdom.
This property accommodates up to 11 guests with 3 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, Wi-Fi, an indoor play area, and a fireplace, with laundry services and free parking available.

Best Caledon holiday rentals with air conditioning

Walkout Basement With Private Entrance - Caledon
10 6 reviews
Caledon
22/07 – 26/07
£154/nighttotal: £616 (4 )

Walkout Basement With Private Entrance

2 4
apartment , Caledon East
This Caledon East apartment is situated 1.7 km from the Lake Conservation Area and within 10 km of attractions including the Brampton Fair Grounds and Chinguacousy Park.
The two-bedroom, one-bathroom flat sleeps four guests and boasts a fireplace, full kitchen with dishwasher, in-building fitness centre, and parking, along with a Smart TV for entertainment.
Countryside Escape Pooltable Firepit Basketball - Caledon
10 33 reviews
Caledon
22/07 – 26/07
£135/nighttotal: £540 (4 )

Countryside Escape Pooltable Firepit Basketball

1 4
apartment , Guelph/Eramosa
The Ospringe Retreat is a family-friendly flat located in the Guelph/Eramosa district, situated 15 kilometres from Guelph, 32 kilometres from Milton, and 72 kilometres from Pearson Airport, offering a countryside escape within an exclusive estate community. This spacious main-level walkout basement unit accommodates up to four guests, featuring a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, a private patio with a fire pit, a media room with a projector, and indoor garage parking.
Private Unit/ With Washroom And Laundary - Caledon
Caledon
07/07 – 08/07
£52/nightfor 1 night

Private Unit/ With Washroom And Laundary

1 2
apartment , Toronto
This flat is located in a well-connected Toronto district, providing easy access to popular attractions like the CN Tower, which is approximately 3.5 kilometres away.
This property accommodates up to four guests and features a fully equipped kitchen, a dedicated dining area, a comfortable living room, air conditioning, and internet access, offering a home-away-from-home experience.
Luxury 5-bed Home W/ Office & 5 Baths | Peaceful Caledon Escape - Caledon
10 1 review
Caledon
25/08 – 27/08
£401/nighttotal: £802 (2 )

Luxury 5-bed Home W/ Office & 5 Baths | Peaceful Caledon Escape

5 2
apartment , Caledon East
This Caledon East flat offers convenient access to local attractions, with the Royal Ambassador Banquet a 7-minute drive and Albion Hills Conservation Area a 10-minute drive away.
This serviced apartment features a fully equipped kitchen, on-site parking, internet access, and an in-unit washer and dryer, providing a comfortable stay for those exploring the area.
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