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The best holiday rentals in Caledon

Check out our pick of great holiday rentals in Caledon

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Tailwinds B&B, hotel in Caledon

Situated in Erin in the Ontario region, Tailwinds B&B features a garden. It is set 21 km from Theatre Orangeville and features luggage storage space.

Janet and Trevor were amazing. They go above and beyond ❤️ The breakfast was soooo good.
Scored 9.5
9.5
Rated exceptional
Exceptional
125 reviews
Price from
£104.10
per night
Molly's Retreat B and B, hotel in Caledon

Located within 4.4 km of Theatre Orangeville and 50 km of Wild Water Kingdom, Molly's Retreat B and B provides rooms with air conditioning and a private bathroom in Orangeville.

Breakfast was fabulous. Eileen was a lovely lady with many talents. Her husband was very friendly. Just a lovely couple. Very personable, knowledgeable.
Scored 9.6
9.6
Rated exceptional
Exceptional
75 reviews
Price from
£146.75
per night
Konia Suites, hotel in Caledon

Offering quiet street views, Konia Suites is an accommodation set in Orangeville, 3.3 km from Theatre Orangeville and 20 km from Mono Cliffs Provincial Park.

The location was amazing! So many restaurants!
Scored 8.1
8.1
Rated very good
Very good
36 reviews
Price from
£107.24
per night
LUXURIOUS 1000 SQ FT Oasis, hotel in Caledon

LUXURIOUS 1000 SQ FT Oasis is situated in Brampton, 28 km from York University, 29 km from Vaughan Mills Shopping Centre, and 32 km from Canada's Wonderland.

The accommodation had all the facilities you would need. The beds were very comfortable which was a nice surprise. Great to have a washing machine and dryer. Very easy to gain access and parking space was great. And glad wifi available, although occasional buffering watching Netflix. After getting over the initial issue, we enjoyed our stay here and if you want a value for money stay that has all the facilities this is ideal.
Scored 9.1
9.1
Rated superb
Superb
32 reviews
Price from
£86.93
per night
Newton Villa, hotel in Caledon

Newton Villa is set in Brampton and features a heated pool and pool views. The air-conditioned accommodation is 20 km from Canada's Wonderland.

Newton Villa was fine and our room was clean and quiet. Towels and bedding were of good quality and the bed was firm but comfortable. The bathroom was bright and well organized. The pool area and grounds were attractive and we felt very safe during our visit. The breakfast was good and everything seemed fresh.
Scored 8.5
8.5
Rated very good
Very good
178 reviews
Price from
£87.80
per night
Cozy private room, hotel in Caledon

Cozy private room, a property with a garden, is situated in Brampton, 26 km from Aviva Centre, 27 km from York University, as well as 28 km from Vaughan Mills Shopping Centre.

Comfortable and quiet, very good beds (firm but not hard), close from airport, easy to find, friendly people.
Scored 7.8
7.8
Rated good
Good
55 reviews
Price from
£46.31
per night
Inn on the Moraine, hotel in Caledon

Inn on the Moraine is located in the town of Caledon. All the units have a seating area. A flat screen TV and blu-ray player, as well as a CD player are featured.

I loved everything about my stay. Location, host, comfort, absolutely EVERYTHING!! I hadn’t slept that well in a very very long time. Diane was so kind and hospitable and I will definitely book again.
Scored 9.4
9.4
Rated superb
Superb
22 reviews
Master Bedroom in a 150-Year-Old Victorian House, hotel in Caledon

Situated just 46 km from Mississauga Convention Centre, Master Bedroom in a 150-Year-Old Victorian House provides accommodation in Orangeville with access to a fitness centre, a shared lounge, as well...

Clean and quiet
Scored 9.4
9.4
Rated superb
Superb
5 reviews
The Front Porch Room of a 140-Year-Old Victorian House, hotel in Caledon

Offering garden views, The Front Porch Room of a 140-Year-Old Victorian House is an accommodation situated in Orangeville, 41 km from Wild Water Kingdom and 46 km from Apollo Convention Centre.

It’s nice in the nature.
Scored 9.4
9.4
Rated superb
Superb
12 reviews
Bohemian Room in a 150-Year-Old Victorian House, hotel in Caledon

Situated in Orangeville, in a historic building, 46 km from Mississauga Convention Centre, Bohemian Room in a 150-Year-Old Victorian House is a bed and breakfast with a fitness centre and garden.

Location was good and the quietness was welcoming.
Scored 9.9
9.9
Rated exceptional
Exceptional
7 reviews
All holiday rentals in Caledon

Holiday rentals that guests love in Caledon

  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    Great location and lovely village.
    Kevin
    Young couple
  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    close to Bruce Trail, quiet village, great sitting space outside by river
    Margaret
    Family with young children
  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    The location above a charming general store & village, an anachronism. A place where you can spend & harvest time.
    erica
    Young couple
  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    Comfortable room, vintage decor, quiet village, coffee shop downstairs
    Louise
    Young couple
  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    It was a large suite with a huge bed and nicely appointed. The keyless entry system was fantastic. Never saw anyone which was nice. Heard the wee one in the morning -cute. It was a lovely suite. It is a quaint village and the General Store is quaint too.
    Kimberley Eng
    Young couple
  • Avg. price/night: £88.24
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 213 reviews
    Cheltenham Suites is located in a charming village near many beautiful hiking trails. The Badlands suite opens into a small room with a sofa, chair, mini fridge and table with coffee maker. The bedroom is large, yet feels cozy.
    Elizabeth
    Young couple
gogless