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.

Lakeview Private Suite With Kitchen (Twin Or King) - Caledon
8.6 7 reviews
Caledon
25/08 – 27/08
£90/nighttotal: £180 (2 )

Lakeview Private Suite With Kitchen (Twin Or King)

1 2
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.
The Potters Retreat - Caledon
9.9 36 reviews
Caledon
07/07 – 08/07
£230/nightfor 1 night

The Potters Retreat

1 2
apartment , Caledon
This charming apartment is located in the lower level of a converted stone church in the quaint village of Alton, just a short distance from local attractions. The village of Alton is peaceful and offers a tranquil setting close to the beautiful countryside of Caledon.
The apartment has two bedrooms and can comfortably accommodate four guests. The apartment is equipped with a kitchen, parking, wifi, a large smart TV and a private ceramics studio on the upper level.
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.
Charming Log Home - 25 Private Acres In Caledon - Caledon
10 68 reviews
Caledon
25/08 – 27/08
£354/nighttotal: £708 (2 )

Charming Log Home - 25 Private Acres In Caledon

1 2
apartment , Caledon East
This apartment is located in Caledon East, a tranquil area on the rolling hills, just 45 minutes from the Greater Toronto Area (GTA). It has received excellent ratings for location, cleanliness, and user experience.
This three-bedroom, two-bathroom home can accommodate up to eight guests. The apartment comes equipped with a modern kitchen, a wood-burning fireplace, two TVs, and a garden, offering a serene setting with nearby trails, a pond, and winter activities like skating and snowshoeing.

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.

Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Caledon
9.0 18 reviews
Caledon
22/07 – 26/07
£144/nighttotal: £576 (4 )

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

1 4
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.
Mono Forest Stay - Caledon
9.1 33 reviews
Caledon
21/06 – 28/06
£182/nighttotal: £1274 (7 )

Mono Forest Stay

1 6
apartment , Orangeville
This Orangeville retreat, situated in a peaceful, private neighbourhood offering ravine views, is a short drive from Orangeville's town centre and other attractions.
This spacious four-bedroom, two-and-a-half-bathroom house sleeps eight guests and features a recreation room with a ping pong table and treadmill, plus two sunrooms, a fully equipped kitchen, and ample free parking.
Cozy Basement Apartment (700 Sq Ft) With Full Kitchen - Caledon
Caledon
02/10 – 03/10
£116/nightfor 1 night

Cozy Basement Apartment (700 Sq Ft) With Full Kitchen

1 2
apartment , Orangeville
This newly renovated 700 sq ft basement flat is centrally located in Orangeville, offering convenient access with a 2-minute walk to the hospital and a 5-minute drive to the hockey arenas.
This self-catering accommodation for two features a full kitchen, air conditioning, and complimentary driveway parking, with nearby attractions including Island Lake Conservation Area and Hockley Valley Provincial Park.
The Refresh Stream - Caledon
Caledon
22/07 – 26/07
£121/nighttotal: £484 (4 )

The Refresh Stream

2 4
apartment , Toronto
This Brampton basement flat, a 25-30 minute drive (approx. 32-39km) from Square One Shopping Centre and 15 minutes (approx. 16km) from Bramalea City Centre, offers convenient access to Toronto Pearson International Airport (YYZ).
Sleeping up to six guests, this two-bedroom, one-bathroom self-contained apartment features two fireplaces, a fully equipped kitchen including a conventional oven and toaster oven, air conditioning, parking, and internet access; nearby amenities include walking trails and Canada's Wonderland.

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.

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.
Luxury 4br Stay With Swim Spa, Golf & Fireplaces - Caledon
Caledon
22/07 – 26/07
£648/nighttotal: £2592 (4 )

Luxury 4br Stay With Swim Spa, Golf & Fireplaces

4 4
apartment , Caledon East
This Caledon East residence is located near rolling hills, scenic trails and conservation areas, a short drive from local markets, cafés, and family-owned restaurants, as well as golf courses and equestrian centres.
This four-bedroom, three-bathroom flat accommodates up to eight guests and offers a private golf simulator, a swim spa, a double-sided fireplace, a dedicated workspace, two projectors, a full gym, and parking for over six vehicles.
Charming Log Home - 25 Private Acres In Caledon - Caledon
10 1 review
Caledon
25/08 – 27/08
£384/nighttotal: £768 (2 )

Charming Log Home - 25 Private Acres In Caledon

3 2
apartment , Caledon East
This family-friendly apartment in Caledon East is located 45 kilometres from the Greater Toronto Area and close to the Albion Hills Conservation Area.
This 204 square metre holiday home offers 3 bedrooms and 2 bathrooms for up to 8 guests, featuring a kitchen with a fridge and microwave, a terrace, garden, spa, parking, and on-site walking trails.
Suite A 2 Bedroom Apartment - Caledon
8.0 9 reviews
Caledon
07/07 – 08/07
£80/nightfor 1 night

Suite A 2 Bedroom Apartment

2 2
apartment , Toronto
This Brampton apartment, situated approximately 16 kilometres from Toronto Pearson International Airport and 21 kilometres from Canada's Wonderland and Vaughan Mills Shopping Centre, offers convenient access to major attractions.
Sleeping up to seven guests, this self-catering flat boasts a fully equipped kitchen, private parking, a terrace, and an outdoor fireplace, plus nearby amenities including a coffee shop and mini-market.

Best Caledon holiday rentals with air conditioning

Modern Oasis For 8 | Open Layout | Private Deck - Caledon
9.2 5 reviews
Caledon
21/06 – 28/06
£257/nighttotal: £1799 (7 )

Modern Oasis For 8 | Open Layout | Private Deck

1 6
apartment , Caledon East
This spacious apartment is located in the Caledon East district, providing convenient access to local attractions without being in the immediate town centre.
Accommodating up to 10 guests, this property boasts 4 bedrooms, 2 bathrooms, and a fully equipped kitchen, complete with a fridge, freezer, microwave, and dishwasher, alongside air conditioning and a private garden with parking.
Character-filled Farm Guest House On 8 Acres - Caledon
9.9 74 reviews
Caledon
22/07 – 26/07
£173/nighttotal: £692 (4 )

Character-filled Farm Guest House On 8 Acres

1 4
gîte , Adjala-Tosorontio
This charming gîte is located in Adjala-Tosorontio, 45km north of Toronto, close to Tottenham and Palgrave, and 20km from Orangeville or Alliston. It has consistently received excellent ratings for its location, cleanliness, and user experience.
The gîte is a 2-bedroom, 1-bathroom property that can accommodate up to 4 guests. It features a spacious living area, a fully equipped kitchen, and a private garden, as well as access to a working hobby farm with a variety of animals. Guests can enjoy hiking trails on the surrounding 400 acres of conservation land, or visit nearby attractions like Hockley Valley Resort and Adamo Winery.
Fabulous Family Retreat, 1hr From To, Sleeps 8 - Caledon
Caledon
22/07 – 26/07
£732/nighttotal: £2928 (4 )

Fabulous Family Retreat, 1hr From To, Sleeps 8

1 4
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.
R3 Suites In The Heart Of Alton. Rearunit. - Caledon
9.7 119 reviews
Caledon
07/07 – 08/07
£106/nightfor 1 night

R3 Suites In The Heart Of Alton. Rearunit.

1 2
apartment , Caledon
This one-bedroom apartment is located in the charming village of Alton, just a short drive from the rolling hills and attractions of Caledon, and within walking distance of the Alton Mill and scenic trails. It has consistently received excellent ratings from guests for its cleanliness, location and overall experience.
The apartment is spacious and modern, with an open-plan kitchen and living area, a queen-sized bedroom, and a full bathroom, comfortably accommodating up to four guests. It includes a well-equipped kitchen, a smart TV, Wi-Fi access, an electric fireplace, and welcome treats, ensuring a relaxing and comfortable stay.
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