Skip to main content

The best holiday rentals in Caledon

Check out our pick of great holiday rentals in Caledon

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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. The suite shares a bathroom with a shower. For your comfort, you will find bathrobes, slippers and free toiletries.

Absolutely everything was perfect! My highlight after 2 week trip through Canada and before leaving back home to Germany. The house, the room and the surrounding area were a wonderful experience. Nice, antique furniture in my room made me feel very cozy. Spaceful living area for my exclusive use (no other guests in the house). Sitting on the deck with view on the garden ( old trees, pond with some geese, ...) was so relaxing. The host Diane is a warm, heartful character and gave me personal hospitality as well as personal space. Breakfast was so delicious.

Show more Show less
9.5
Exceptional
19 reviews
Price from
£101
per night

Featuring lake views, A rustic cabin in the woods provides accommodation with a private beach area and a patio, around 46 km from Mississauga Convention Centre. This beachfront property offers access to a balcony, table tennis, and free WiFi. The property is non-smoking and is located 49 km from Vaughan Mills Shopping Centre.

Show more Show less
9.3
Superb
3 reviews
Price from
£180
per night

Situated in Orangeville, 46 km from Mississauga Convention Centre and 49 km from Vaughan Mills Shopping Centre, A charming, rustic 150 year old Carriage House offers a garden and air conditioning. This property offers access to a patio and free private parking. The property is non-smoking and is set 7 km from Theatre Orangeville.

Show more Show less
9
Superb
3 reviews
Price from
£115
per night

Located in Orangeville, 7 km from Theatre Orangeville and 41 km from Wild Water Kingdom, The Front Porch Room of a 140-Year-Old Victorian House offers air conditioning. With free private parking, the property is 46 km from Mississauga Convention Centre and 49 km from Vaughan Mills Shopping Centre. The property is non-smoking and is situated 46 km from Apollo Convention Centre.

Amazingly beautiful air bnb. My room was so cozy and comfortable. The kitchen had anything you needed. It was spotless. The staff met me when I arrived and gave me a wonderful tour. The staff kept me updated through my visit. I will be back.

Show more Show less
9.4
Superb
7 reviews
Price from
£75
per night

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 as a shared kitchen. This property offers access to a patio and free private parking. On clear days, guests can head outside to enjoy the homestay's outdoor fireplace or simply kick back and relax.

Show more Show less
9.3
Superb
4 reviews
Price from
£82
per night

Holiday rentals that guests love in Caledon

  • Avg. price/night: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 reviews
    Great location and lovely village.
    Kevin
    Young couple
  • Avg. price/night: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 reviews
    close to Bruce Trail, quiet village, great sitting space outside by river
    Margaret
    Family with young children
  • Avg. price/night: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 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: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 reviews
    Comfortable room, vintage decor, quiet village, coffee shop downstairs
    Louise
    Young couple
  • Avg. price/night: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 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: £97.67
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 206 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