Find short term rentals in Caledon at the best prices

1043 available short term rental offers

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Caledon short term rentals
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Best Short term and Weekly rentals in Caledon

Best Caledon luxury short term rentals

Gifted Beautiful Home - Caledon
Caledon
22/07 – 26/07
$237/nighttotal: $948 (4 )

Gifted Beautiful Home

2 4
B&B , Caledon East
Gifted Beautiful Home, a bed and breakfast in Brampton, is situated approximately 15.1 kilometres from the Mississauga Convention Centre and 32.2 kilometres from Vaughan Mills Shopping Centre.
This accommodation offers air-conditioned rooms with free Wi-Fi, private parking, and en-suite bathrooms, located 17.7 kilometres from Toronto Pearson International Airport.

Best Caledon Short term rentals with a jacuzzi

Among the 1043 accommodations in Caledon, here are the 4 best rentals with a jacuzzi

Beautiful Home In Tottenham - Caledon
9.5 71 reviews
Caledon
02/10 – 03/10
$1031/nightfor 1 night

Beautiful Home In Tottenham

1 2
apartment , Adjala-Tosorontio
This spacious apartment is located in Adjala-Tosorontio, just a short distance from Highways 9 and 50, making it easy to explore the surrounding area. It has received excellent ratings for cleanliness, location and user experience.
The property has four bedrooms and three bathrooms, comfortably accommodating up to ten guests. Amenities include air conditioning, parking, internet access, a fully equipped kitchen with a fridge, and a large outdoor space perfect for enjoying the fresh air and relaxing in the peaceful surroundings.
Private Caledon Retreat With Pool & Hot Tub - Caledon
Caledon
02/07 – 02/08
$1981/nighttotal: $61411 (31 )

Private Caledon Retreat With Pool & Hot Tub

1 3
apartment , Caledon
This Caledon flat offers a private resort-style retreat in a peaceful countryside setting, just a few minutes' drive from Orangeville's shops, restaurants, golf courses, and scenic trails.
Boasting five bathrooms and capacity for fourteen guests, this apartment provides a heated swimming pool, hot tub, fitness centre, and a landscaped backyard for outdoor enjoyment, with internet and air conditioning included.
Luxury, 4-bed House - Near Osprey Gc For Cdn Open - Caledon
Caledon
02/07 – 02/08
$3412/nighttotal: $105772 (31 )

Luxury, 4-bed House - Near Osprey Gc For Cdn Open

1 3
apartment , Caledon
This Caledon property, situated in a peaceful neighbourhood, offers easy access to local attractions within a short driving distance, its precise location requiring further specification for accurate distance calculations to landmarks.
This 2700 sq ft (approximately 250 sq m) luxury dwelling boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a golf practice area, hot tub, and a basement recreation area with fitness equipment.
Charming And Peaceful Retreat With Hot Tub - Caledon
9.3 57 reviews
Caledon
22/07 – 26/07
$1015/nighttotal: $4060 (4 )

Charming And Peaceful Retreat With Hot Tub

1 4
apartment , Caledon
This six-bedroom Caledon house, sleeping up to twelve guests, is situated in a peaceful neighbourhood, approximately 14km from the TPC Toronto Osprey Valley Golf Course, 9km from Hockley Valley Resort, and within easy driving distance of other attractions including Caledon Ski Club and Island Lake Conservation Area.
The property boasts a fully equipped kitchen with dishwasher and wine fridge, a spacious dining room, three renovated bathrooms, a hot tub, and a large garden, perfect for families or groups seeking a self-catering base for exploring Caledon's amenities.

Frequently Asked Questions about short term rentals in Caledon

  • Which top landmarks you shouldn't miss in Caledon?

    Caledon has some lovely landmarks. The Belfountain Conservation Area is a great place to go for a walk in nature, and the Cheltenham Badlands are unique geological formations worth seeing. For history buffs, the Albion Hills Conservation Area has a rich history and you can see the remains of an old mill.
  • What are the best short term rentals in Caledon?

    Among the short term rentals in Caledon, Mono — Cabin In The Woods Experience, Luxury Modern Two Bedrooms Basement Apartment and Erin Cabin Getaway And Bunkie are the most popular ones.

  • What kind of weather can travelers expect in Caledon?

    Caledon has four distinct seasons. Summers are warm and humid, with temperatures reaching up to 30°C. Winters can be cold and snowy, with temperatures often dropping below freezing. Spring and autumn are mild and pleasant.
  • What are the best short term rentals with a pool in Caledon?

  • What are the most popular festivals and events in Caledon?

    Caledon has a number of popular events throughout the year. The Caledon Fair is a big one, taking place in August, and the Caledon Village Christmas Market is a festive favourite in December. There are also many smaller events and festivals throughout the year.
  • What are the best short term rentals with a jacuzzi in Caledon?

  • Are there any famous stadiums or sports arenas in Caledon?

    There aren't any major stadiums or sports arenas in Caledon, but there are a few smaller venues like the Caledon Community Complex that host local sporting events.
  • What are the best short term rentals for families and kids in Caledon?

  • What notable natural landmarks are near Caledon?

    Caledon is surrounded by some beautiful natural landmarks. The Credit River flows through the area, and there are many great hiking trails and parks to explore. The Bruce Trail, a famous hiking trail, runs through the area.
  • What part of Caledon is ideal for finding lodging?

    The most popular areas for lodging in Caledon are the towns of Bolton and Palgrave. There are a good selection of hotels and bed and breakfasts in these areas, and they're close to many attractions and amenities.

Destinations nearby

Best family friendly Caledon Short term rentals

Among the 1043 accommodations in Caledon, here are the 4 best family friendly rentals

House With A Pool In Caledon - Caledon
Caledon
22/07 – 26/07
$447/nighttotal: $1788 (4 )

House With A Pool In Caledon

1 4
apartment , Caledon
This holiday home is located in Caledon, just a short drive from Starbucks and Hockley Valley, offering easy access to local amenities and attractions. The property sits on a half-acre plot, providing privacy and ample space for gatherings.
The house has four bedrooms and one bathroom, sleeping up to ten guests. Enjoy the above-ground pool, outdoor fire pit, and ample parking, as well as a fireplace, pool table, and spacious kitchen.
Newton Villa - Caledon
8.8 1061 reviews
Caledon
07/07 – 08/07
$161/nightfor 1 night

Newton Villa

1 2
B&B , Bolton
Newton Villa is a bed and breakfast located in Brampton, about 12 kilometres from Wild Water Kingdom and 19 kilometres from Canada's Wonderland. It has received very good ratings for its location, cleanliness and overall experience.
The accommodation features a garden, a terrace and a swimming pool, providing a relaxing atmosphere for guests. Amenities include air conditioning, free Wi-Fi, parking, room service and a coffee shop.
Spacious, Private Family Friendly 2 Bedroom Home - Caledon
10 3 reviews
Caledon
22/07 – 26/07
$515/nighttotal: $2060 (4 )

Spacious, Private Family Friendly 2 Bedroom Home

2 4
apartment , Caledon East
This Caledon East holiday home is situated 4.3km from The Old Pro Driving Range and within 9.7km of both Camden Dog Park and the Williams Mill Visual Arts Centre.
This 232 square metre property offers two bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, laundry facilities, a fireplace, and a smart TV.
Gorgeous Cozy Cottage Besides A Bustling Stream, Surrounded By Gorgeous Greenery - Caledon
9.0 18 reviews
Caledon
22/07 – 26/07
$269/nighttotal: $1076 (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.

Best Caledon lodging with parking

Modern Retreat With Loft & Spa-like Jacuzzi Tub - Caledon
8.0 3 reviews
Caledon
22/07 – 26/07
$1162/nighttotal: $4648 (4 )

Modern Retreat With Loft & Spa-like Jacuzzi Tub

4 4
apartment , Caledon East
This modern flat is situated in Brampton, providing convenient access to SilverCity Brampton Cinemas and Bowlero Brampton, both within 5 kilometres, as well as Heart Lake Conservation Area and Claireville Conservation Area.
This spacious 260 square metre residence accommodates up to six guests across four bedrooms and three bathrooms, featuring a kitchen with essential appliances, air conditioning, a terrace, garden, parking, and a spa-inspired jacuzzi tub for relaxation.
Tosam Luxury Lodge Two Bedroom Suite - Caledon
9.0 25 reviews
Caledon
22/07 – 26/07
$203/nighttotal: $812 (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.
Suite A 2 Bedroom Apartment - Caledon
8.0 9 reviews
Caledon
07/07 – 08/07
$150/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.
Wmk Mcmillan Room - Caledon
Caledon
07/07 – 08/07
$159/nightfor 1 night

Wmk Mcmillan Room

1 2
B&B , Erin
This guest house is located on the Credit River in Erin village, offering proximity to the Niagara Escarpment and Bruce Trail.
This establishment provides two queen guest rooms accommodating up to two guests, featuring air conditioning, Wi-Fi, a swimming pool, and parking.
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