This Caledon guest house, situated on a private estate, offers a tranquil retreat. The four-bedroom property boasts a spacious family-friendly layout, sleeping eight guests comfortably, and includes a fully equipped kitchen, three bathrooms, two wood-burning fireplaces, and outdoor patio and screened-in porch.
8.6 7 reviews
Caledon
07/07 – 08/07
£107/nightfor 1 night
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.
10 1 review
Caledon
07/07 – 08/07
£188/nightfor 1 night
The Grassy Oasis - Garden Suite | King Bed | Detached | Self Contained
1 2
house , Toronto
This Brampton villa, located less than 1.6km from Brampton Memorial Arena and other central attractions like Gage Park and Brampton City Hall, offers convenient access to Brampton Station (a 23-minute walk). The 37-square-metre property features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, patio, garden, parking, and in-unit laundry.
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.
Caledon
02/07 – 02/08
£2089/nighttotal: £64759 (31 )
Woodlands
6 3
gîte , Caledon
This 6-bedroom, 5-bathroom holiday home in Caledon offers secluded accommodation on a 26-hectare private estate, located just 16 kilometres from Toronto Pearson International Airport and 5 kilometres from the Caledon Ski Club, with the Paintbrush golf course across the road and Caledon East a few minutes away. This property accommodates up to 11 guests and features an infinity pool, hot tub, fire pit, tennis court, separate 2-bedroom pool house, air hockey table, arcade games, Xbox, and a gourmet kitchen, all providing stunning views of the Mississauga and Toronto skylines from its elevated position along the Niagara Escarpment.
10 1 review
Caledon
07/07 – 08/07
£469/nightfor 1 night
Brampton Mansion Getaway!
5 2
house , Bolton
Brampton Mansion Getaway is a spacious detached house located in Brampton, offering convenient access to Canada's Wonderland (17.7 kilometres), Vaughan Mills Shopping Centre (19.3 kilometres), and York University (24.1 kilometres), with Toronto Pearson International Airport approximately 14.9 kilometres away. This family-friendly property provides accommodation for up to 19 guests across 5 bedrooms and 4 bathrooms, featuring air conditioning, free WiFi, and private parking, with a fully equipped kitchen including a dishwasher and microwave for self-catering.
10 2 reviews
Caledon
22/07 – 26/07
£445/nighttotal: £1780 (4 )
Relax In Nature | 30 Mins To Airport
4 4
bungalow , Bolton
This luxury 10-acre private estate, a detached house, is situated in Rural Caledon, a mere 5-minute drive from Bolton town centre and 48 kilometres from Toronto Pearson International Airport. This expansive property accommodates eight guests across four bedrooms and two bathrooms, boasting a chef's kitchen, a sunken living room, a 69-square-metre two-level cedar deck, and ample parking, all offering total privacy with pond views.
8.3 3 reviews
Caledon
22/07 – 26/07
£251/nighttotal: £1004 (4 )
3300 Sqft - Modern And Comfort - 3 Bdrm Getaway - Relax - Unwind - Explore - Near Toronto Pearson Airport & Toronto Downtown
3 4
house , Toronto
This Brampton property, located approximately 10.9 kilometres from Toronto Pearson International Airport, offers convenient access to attractions such as Vaughan Mills, the Mississauga Convention Centre, York University, and Casa Loma, which are between 17.7 and 29 kilometres away. This spacious 307 square metre residence accommodates up to 11 guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, complimentary private parking, and free WiFi, making it a comfortable base for exploring the Toronto area.
9.8 14 reviews
Caledon
22/07 – 26/07
£541/nighttotal: £2164 (4 )
Executive 5br-4bath Detached Bramp/miss Border
5 4
house , Toronto
This executive property is situated on the Brampton/Mississauga border, approximately 11 kilometres from the Mississauga Convention Centre and within a 32-48 kilometre radius of major Toronto attractions including Canada's Wonderland, York University, and Toronto city centre. The 316 square metre house features a spacious five-bedroom, four-bathroom layout, accommodating up to 23 guests, and includes a fully equipped kitchen, private parking, complimentary Wi-Fi, and a flat-screen TV.
9.9 342 reviews
Caledon
07/07 – 08/07
£187/nightfor 1 night
The Trails Retreat (Private Cabin)
1 2
cabin , Orangeville
This private cabin is situated near Orangeville, just a short distance from the Bruce Trail and Hockley Ski & Resort, offering a peaceful escape surrounded by nature. It has received excellent ratings for its location, cleanliness, and overall experience. The studio comfortably accommodates up to four guests and features a kitchen with a fridge and microwave. Enjoy access to a shared swimming pool, a private garden, and a range of activities including yoga classes, chef-prepared meals, and discounts for longer stays.
Caledon
02/07 – 02/08
£420/nighttotal: £13020 (31 )
Beautiful Bungalow On 9 Acres With River
4 3
house , New Tecumseth
This spacious bungalow is situated on nine private acres in New Tecumseth, Ontario, a two-minute drive (approximately 1.6 kilometres) from local shops and a Tim Hortons. The 4-bedroom, 3.5-bathroom property boasts a large open-plan kitchen, dining, and living area, a gym, three TVs, a treehouse with additional sleeping, ample outdoor space including fire pits and a dog run, and accommodates up to ten adults.
9.7 12 reviews
Caledon
25/08 – 27/08
£130/nighttotal: £260 (2 )
The Enchanted Cottage
1 2
cabin , Orangeville
This charming cottage is situated close to the centre of Orangeville, offering easy access to the town's amenities and attractions. The surrounding area is peaceful and green, with a lively stream flowing nearby. The cottage has one bathroom and can comfortably accommodate up to four guests. It is equipped with a kitchen, air conditioning, parking, and internet access, providing all the essentials for a relaxing stay.
Compare Holiday Homes with a Pool in Caledon
Having pool access at your city holiday home makes a proper swim in the heart of Caledon a delightful daily highlight.
9.9 342 reviews
Caledon
07/07 – 08/07
£187/nightfor 1 night
The Trails Retreat (Private Cabin)
1 2
cabin , Orangeville
This private cabin is situated near Orangeville, just a short distance from the Bruce Trail and Hockley Ski & Resort, offering a peaceful escape surrounded by nature. It has received excellent ratings for its location, cleanliness, and overall experience. The studio comfortably accommodates up to four guests and features a kitchen with a fridge and microwave. Enjoy access to a shared swimming pool, a private garden, and a range of activities including yoga classes, chef-prepared meals, and discounts for longer stays.
Best family friendly Caledon villas and holiday home
Among the 196 accommodations in Caledon, here are the 3 best family friendly villas and holiday homes
9.0 1 review
Caledon
22/07 – 26/07
£89/nighttotal: £356 (4 )
84 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 4
house , Toronto
This private main-floor suite is located in a quiet Brampton neighbourhood, 4 minutes by car from the 410 highway and Centennial Mall, offering straightforward access to Toronto. Spanning 83 square meters, this accommodation for up to six guests features two bedrooms, one bathroom, a fully equipped kitchen, air conditioning, a garden, and complimentary Netflix and Prime Video, with parking provided.
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.
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.
Frequently asked questions about villa rentals in Caledon
What indoor activities for families are available in Caledon on rainy days?
On a rainy day, head to the Caledon Public Library for some story time or browse the shelves. The Brampton Museum is also a good option, with interactive exhibits for kids. If you're looking for something more active, the Caledon East Community Centre has a pool and a gym.
What are the advantages of renting a house or a villa in Caledon
Renting a house or villa in Caledon gives you more space and privacy than a hotel. You can cook your own meals, relax in your own living room, and enjoy the outdoors in your own backyard. Many rentals also come with amenities like a hot tub or a pool, which can be a great way to unwind after a day of exploring.
What are the best holiday homes with a pool in Caledon?
What exclusive experiences are available when visiting Caledon?
Caledon offers a unique experience with its natural beauty. You can go horseback riding through the trails, take a hot air balloon ride over the countryside, or go on a guided tour of the Cheltenham Badlands. For a more relaxing experience, book a spa day at one of the local resorts.
What are the best holiday homes with a jacuzzi in Caledon?
Which part of Caledon would be ideal for a villa rental?
For a villa rental, the area around the Caledon Hills Golf Club or the Cheltenham Badlands would be ideal. These areas offer beautiful scenery and are close to various attractions and amenities. You could also consider renting a villa in the more rural areas of Caledon, like Palgrave or Bolton, for a more secluded and peaceful experience.
What are the best holiday homes for families and kids in Caledon?
Best Caledon villas and holiday homes with parking
9.6 16 reviews
Caledon
07/07 – 08/07
£121/nightfor 1 night
Brick House On Broadway - Coach House
1 2
house , Orangeville
This restored historic coach house, once part of Lester B. Pearson's grandparents' property, offers a private retreat in Orangeville, a short 500-meter walk from the town's historic core with its shops and restaurants, and is conveniently located for access to Hockley Valley, Mono Cliffs, and Island Lake hiking trails. This one-bedroom, one-bathroom dwelling accommodates two guests and features a fully equipped kitchen with a fridge, freezer, and microwave, air conditioning, internet, and parking, with an outdoor side yard complete with a picnic table for enjoying the mature tree surroundings.
Caledon
22/07 – 26/07
£212/nighttotal: £848 (4 )
Lux Basement Apartment Getaway
1 4
house , Caledon East
This Brampton basement apartment offers convenient access to key locations, situated 16 kilometres from the Mississauga Convention Centre, 32 kilometres from Vaughan Mills, and within a 32 to 43 kilometre radius of attractions such as Canada's Wonderland and York University. This property provides accommodation for up to four guests across 900 square metres, featuring a fully equipped kitchen with a microwave and toaster, air conditioning, free WiFi, and a washing machine, managed by a local host for a private getaway experience.
10 1 review
Caledon
22/07 – 26/07
£876/nighttotal: £3504 (4 )
Perfect 10 Acres Private Quiet Property For Small Events & Family Gatherings
4 4
cottage , Caledon
Vintage Cottage Retreat, a 4-bedroom property sleeping 14, is situated in Caledon, Ontario, approximately 72km from Yorkdale Shopping Centre and conveniently located near Forks of the Credit Provincial Park and the Bruce Trail. This 3,700 sq ft holiday home boasts a full kitchen with microwave and dishwasher, 4 bathrooms, a solarium, terrace, garden, parking, air conditioning, and a wood-burning fireplace; it also offers 10 acres of land ideal for camping, stargazing, and small events.
9.7 59 reviews
Caledon
22/07 – 26/07
£259/nighttotal: £1036 (4 )
Simple Plain Comfort
3 4
house , Bolton
This Bolton house, sleeping six, is ideally located for exploring the town centre, with its proximity to Bolton's attractions needing further clarification to determine precise distances in kilometres. The three-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, garden, parking, and is tastefully furnished for a comfortable stay, offering exclusive access for families or small groups.
Best Caledon villas and holiday homes with a garden
9.8 36 reviews
Caledon
07/07 – 08/07
£91/nightfor 1 night
Private Off-grid Farm Retreat
1 2
cabin , Guelph/Eramosa
This secluded off-grid cottage is situated 0.8km from the main farm buildings on a 50-acre farm in Guelph-Eramosa, within a 10–20 minute drive of Erin, Acton, and Guelph. The 200 sq ft dwelling features a queen-size bed, living area, large windows, a deck, propane BBQ, fire pit, and sleeps two guests; nearby attractions include Belfountain Conservation Area, Rockwood Conservation Area, and Guelph Lake Conservation Area.
9.8 521 reviews
Caledon
07/07 – 08/07
£289/nightfor 1 night
Cabin Stay And Play! 10 Mins To Canadian Open!
1 2
cabin , Erin
This Erin, Ontario lodge is located 2km from the town centre and 0.35km from Caledon Golf Course, offering seclusion yet easy access to local amenities. Sleeping four guests, this self-catering retreat boasts two bedrooms, one bathroom, a jacuzzi, and on-site amenities including a BBQ, patio, pool table, and Golden Tee arcade game, alongside access to acres of walking trails.
9.9 75 reviews
Caledon
25/08 – 27/08
£121/nighttotal: £242 (2 )
Character-filled Farm Guest House On 8 Acres
1 2
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.
10 1 review
Caledon
22/07 – 26/07
£145/nighttotal: £580 (4 )
The Green Lodge - Upper Level Raised Bungalow
1 4
bungalow , Orangeville
This detached house is located in Orangeville's North quarter, a short walk to the Lake Conservation Area and a brief drive to the Fork of the Credit and Hockley Valley parks and trails, with Blue Mountain and Toronto approximately 160 kilometres away. This detached house offers luxury boho style open-concept living for up to four guests, featuring two queen-sized bedrooms, a full bathroom, a well-equipped kitchen with modern appliances, and a 20.9 square metre rear deck overlooking the garden.