Caledon holiday homes

We found 691 holiday rentals — enter your dates for availability
Discover a selection of 49 homes, 10 apartments and other holiday rentals in Caledon that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Caledon

Showing deals for:18 Dec - 25 Dec

Room
Interior
Exterior
Interior
Exceptional
(7 reviews)

A Castle on 3 Acres & 17,000 sq. ft. in Brampton, ON

Brampton

8% off
NZ$19,871
for 7 nights, 1 room
NZ$2,839 per night
includes taxes & fees
A Castle on 3 Acres & 17,000 sq. ft. in Brampton, ON
Living area
Living area
Private kitchen
Interior
Exceptional
(16 reviews)

Alton Riverside Cottage Main Floor

Caledon

8% off
NZ$3,863
for 7 nights, 1 cabin
NZ$552 per night
includes taxes & fees
Alton Riverside Cottage Main Floor
Interior
Living area
Exterior
Private kitchen
Exceptional
(11 reviews)

Private, Cozy Country Retreat in a cul-de-sac beside a 1,000-acre nature reserve

Mono

8% off
NZ$3,971
for 7 nights, 1 home
NZ$567 per night
includes taxes & fees
Private, Cozy Country Retreat in a cul-de-sac beside a 1,000-acre nature reserve
Interior
Property grounds
Property grounds
Interior
Exceptional
(7 reviews)

Forest Cabin

Erin

8% off
NZ$1,280
for 7 nights, 1 cabin
NZ$183 per night
includes taxes & fees
Forest Cabin
Property grounds
Property grounds
Dining
Exterior
Excellent
(8 reviews)

Lakeview private suite with kitchen (Twin or King)

Adjala-Tosorontio

8% off
NZ$1,271
for 7 nights, 1 villa
NZ$182 per night
includes taxes & fees
Lakeview private suite with kitchen (Twin or King)
Dining
Heated pool with waterfall feature
Fireside Greatroom
Terrace/patio
Exceptional
(55 reviews)

“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️

Mono

16% off
NZ$11,076
for 7 nights, 1 home
NZ$1,582 per night
includes taxes & fees
“The Hockley Hideaway”, sharing our unique property for your unique experiences❤️
Interior
Property grounds
Interior
Room
Excellent
(13 reviews)

Zen Nest - Cozy, conveniently located, and just minutes to the airport!

Brampton

8% off
NZ$1,550
for 7 nights, 1 apartment
NZ$221 per night
includes taxes & fees
Zen Nest - Cozy, conveniently located, and just minutes to the airport!
Interior
Interior
Property grounds
Room
Exceptional
(9 reviews)

Luxurious open concept 2 bedroom apt on ravine, pond, central, airport, shopping

Brampton

7% off
NZ$1,441
for 7 nights, 1 apartment
NZ$206 per night
includes taxes & fees
Luxurious open concept 2 bedroom apt on ravine, pond, central, airport, shopping
 Bedrooms  with office desk , chair and TV
Living area
Terrace/patio
Dining
Very good
(50 reviews)

Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area

Brampton

8% off
NZ$1,770
for 7 nights, 1 home
NZ$253 per night
includes taxes & fees
Affordable Quiet 3 Bdrms + 2.5 bath Home in Toronto Area
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Why visit Caledon

  • Scenic Nature Escapes: Discover Caledon’s pristine reserve preserves and lush urban parks, perfect for hiking and outdoor adventures.
  • Family-Friendly Fun: Enjoy a range of activities suited for all ages, from community events to local festivals.
  • Cultural Experiences: Immerse yourself in the local charm with vibrant neighbourhoods and community events.
  • Luxurious Yet Affordable: Experience upscale yet budget-friendly holiday options, ideal for romantic or family getaways.
  • Adventure and Relaxation: A blend of outdoor adventures and serene landscapes makes Caledon a unique escape.

Top attractions in and around Caledon

Caledon, Ontario, Canada offers a blend of outdoor adventures, family fun, and cultural experiences. Explore its reserve preserves, urban parks, and convention centres that cater to travellers seeking nature and community events. Whether you're embarking on hikes or enjoying local festivals, Caledon provides a refreshing escape with a mix of scenic beauty and engaging activities for all ages.

  • BAPS Shri Swaminarayan Mandir: A rich cultural temple experience awaits, offering spiritual insights and intricate architecture. Although 23km from Caledon, its vibrant cultural vibes enrich your journey.
  • Belfountain Conservation Area: Nestled within Caledon, this reservePreserve invites you to enjoy scenic walks, local flora, and a touch of tranquillity in nature.
  • Alton Mill Arts Centre: Located in Caledon, this artsCentre radiates cultural charm, hosting creative exhibitions and artistic events that celebrate local talent.

Things to do recommended for couples

Experience a charming getaway in Caledon, Ontario, where you can explore quaint trails, enjoy a cosy dinner with a view, and wander local markets, making memories perfect for two in love.

Things to do recommended for families

Families visiting Caledon can explore the scenic trails of the Caledon Trailway, enjoy a fun-filled day at the Heart Lake Conservation Area with its splash pad and playground, and visit the local farm markets for fresh produce and unique crafts.

Things to do recommended for groups

Group travellers visiting Caledon can explore scenic trails around the area, enjoy local farms and markets, and take part in community events that showcase the region's rich heritage and warm hospitality.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Caledon

Whether you're journeying with a group, travelling with family, bringing your pets along, or planning an extended stay, ensure you use the appropriate filters for your needs. Here are some Vrbo booking pointers for you.

  • Traveling to Caledon with a group: Consider how many bedrooms you'll require, along with features like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, you can easily filter for all of these and more on Vrbo.
  • Traveling to Caledon with young kids: Traveling with young children can present its challenges. It's important to prioritise their comfort and safety and ensure there are age-appropriate amenities available, such as a private pool. Additionally, it's wise to consider how close you are to attractions that cater to families.
  • Taking your pets with you to Caledon: For many, a family holiday isn’t complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Caledon: If you’re in search of holiday rentals with great offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Caledon

Caledon offers a splendid blend of outdoor adventure and luxury, ideal for family and romantic getaways. Explore its scenic landscapes and vibrant local communities, where friendly vibes and budget-friendly options abound. Discover the charm of Caledon through its notable attractions, real estate gems, and unique neighbourhoods, all within a short distance, providing a relaxing yet adventurous holiday experience.

  • Brampton: Brampton is a lively city situated 14km from Caledon. It offers a family-friendly, urban, and business-centric experience. Visitors can explore a variety of shopping centres, amusement parks, and waterparks. The city’s theme park and sports facility stadium add to its dynamic attractions, making it an ideal destination for those looking for a blend of leisure and commerce, with an accessible urban vibe.
  • Erin: Erin is a welcoming city located 18km from Caledon, known for its outdoor, adventure, and eco-friendly spirit. Travellers can enjoy activities in recreational areas, try their hand at golf, or even enjoy skiing in the colder months. The scenic park, nature reserve, and nearby lake provide a tranquil backdrop perfect for immersing oneself in the great outdoors, making Erin a refreshing escape for nature enthusiasts.
  • Mono: Mono, 24km from Caledon, caters to visitors seeking a mix of sports, adventure, and skiing experiences. This city offers an array of activities including skiing and golfing, with attractive venues such as resorts enhancing its appeal. The local park, nature reserve, and lake create a picturesque setting that invites exploration and active enjoyment, making Mono a versatile destination for both thrill-seekers and those looking to relax amidst nature.

Best time to go to Caledon

If you're planning a trip to Caledon, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January19.9°F (-6.7°C)Light RainMostly CloudyAverage
February20.5°F (-6.4°C)Light RainMostly CloudyAverage
March30.0°F (-1.1°C)Light RainMostly CloudyAverage
April41.0°F (5.0°C)Light RainMostly CloudyAverage
May54.3°F (12.4°C)Light RainMostly SunnyAverage
June62.4°F (16.9°C)Light RainMostly SunnySlightly High
July68.0°F (20.0°C)Light RainMostly SunnySlightly High
August66.7°F (19.3°C)Light RainMostly SunnyAverage
September60.3°F (15.7°C)Light RainMostly SunnySlightly High
October48.2°F (9.0°C)Light RainMostly CloudySlightly Low
November36.3°F (2.4°C)Light RainMostly CloudySlightly Low
December27.7°F (-2.4°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can often result in significant savings. To discover the ideal Vrbo accommodation that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s innovative Trip Board offers you a dedicated area to start fresh adventures, pick up where you paused, or review and arrange your plans. Properties you’ve saved or booked before are now neatly organised under Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: https://www.bookabach.co.nz/trips

**Based on Vrbo properties bookings.

Explore the lush setting in Caledon

The countryside, waterfalls and forests are the perfect backdrop to your holiday home in Caledon. This city's golfing, horse riding and spas draw many visitors. Canada's Wonderland and Vaughan Mills Mall are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Caledon

Are you hoping to find attractions to visit while you're in town? Venture out of your holiday home and experience everything that makes Caledon a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Canada's Wonderland (16.5 mi / 26.6 km)
  • Albion Hills Conservation Area (6.7 mi / 10.8 km)
  • Osprey Valley Golf (8.5 mi / 13.6 km)
  • Hockley Valley Resort (12.9 mi / 20.8 km)
  • Wet 'n' Wild Toronto (13.3 mi / 21.4 km)
  • Legoland Discovery Centre Toronto (17 mi / 27.3 km)

Exploring the natural landscape of Caledon

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Caledon is a great spot to appreciate mother nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Cheltenham Badlands (5.5 mi / 8.9 km)
  • Albion Hills Conservation Area (6.7 mi / 10.8 km)
  • Belfountain Conservation Area (7.3 mi / 11.8 km)
  • Heart Lake Conservation Area (7.6 mi / 12.2 km)
  • Terra Cotta Conservation Area (9 mi / 14.4 km)
  • Island Lake Conservation Area (12.2 mi / 19.6 km)

How to get to and around Caledon

The nearest airport is in Toronto, ON (YYZ-Pearson Intl.), located 16.9 mi (27.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Toronto, ON (YTZ-Billy Bishop Toronto City), which is 27.8 mi (44.7 km) away.

Frequently asked questions

What is the best area to stay in Caledon when booking a holiday rental?
When looking for the best area to stay in Caledon, Ontario, a delightful choice would be the neighbourhood surrounding the picturesque village of Caledon East. This area offers a charming blend of rural beauty and modern conveniences, making it an ideal spot for a holiday rental. Here, you can enjoy the scenic landscapes, with ample opportunities for outdoor activities such as hiking and cycling.Caledon East also boasts attractions like the vibrant Caledon East Community Park, great for family picnics and leisurely strolls. Additionally, the nearby Caledon Trailway is a wonderful destination for those who enjoy walking or biking through nature. The area features a variety of properties, from quaint cottages to spacious homes, suiting different preferences and needs.Another attractive option is the area around Bolton, which offers a lively option with easy access to shops and restaurants. Bolton is known for its welcoming community vibe and nearby attractions, including the beautiful Heart Lake Conservation Area, where visitors can enjoy various outdoor activities, including canoeing and fishing.
Where are the best Caledon ski resort rentals?
For skiing near Caledon, the closest resort is the Caledon Ski Club, which offers a selection of rental options in the surrounding areas. Travellers looking for convenient accommodations should consider properties in nearby towns such as Bolton and Palgrave. In these areas, you can find comfortable chalets and modern condos that often include amenities like fully equipped kitchens, cozy living rooms with fireplaces, and ski storage facilities to make your stay enjoyable.The Bolton area, with its proximity to the ski club, features various lodgings, including private homes and shared accommodations, suitable for families or groups. Many of these properties provide outdoor spaces for relaxation after a day on the slopes, such as patios or decks, and some may even offer hot tubs for unwinding.Additionally, the scenic beauty of the surrounding countryside enhances the experience for those who enjoy winter activities beyond skiing, such as snowshoeing and cross-country skiing. Rentals in this region often come with easy access to local shops and dining options, making it convenient for travellers to enjoy both the slopes and the local charm.
What is the most popular type of holiday rental accomodation in Caledon?
In Caledon, holiday houses are the predominant type of holiday rental, with around 104 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or larger groups seeking comfort and convenience. Many holiday houses also come with outdoor spaces such as decks or gardens, superb for enjoying the scenic views of the surrounding countryside.Apartments are another popular option, with about 40 units spread across various neighbourhoods. These typically offer a more compact living space, including kitchens and living areas, appealing to couples or solo travellers looking for a convenient base to explore the region. There are also around 12 cottages and 12 villas available, providing a more rustic or luxurious alternative, respectively. Cottages often feature charming, home-like amenities, while villas can offer upscale facilities and beautiful surroundings. Additionally, several cabins are available, providing a unique and cosy retreat for those wanting to immerse themselves in nature.
Are there any family house rentals in Caledon?
In Caledon, Ontario, families will find a variety of holiday rentals—there are 25 available throughout the area. This region is known for its picturesque landscapes, making it an excellent choice for family getaways. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can enjoy some fresh air.Visitors can also expect amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all. The locale is home to several parks and recreational areas, great for family outings, and offers opportunities for activities like hiking and cycling.
Can I rent a holiday home with a pool or hot tub in Caledon?
In Caledon, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for travellers seeking relaxation and leisure. This picturesque region, known for its natural beauty and charming rural landscapes, offers a variety of properties in neighbourhoods such as Caledon East and the scenic areas surrounding the Credit River.Rentals typically come with amenities such as private swimming pools, outdoor hot tubs, and spacious decks or patios ideal for entertaining and enjoying the serene surroundings. Many properties also include fully equipped kitchens, allowing guests to prepare meals while enjoying the comforts of a home away from home.
Are there pet-friendly house rentals in Caledon?
In Caledon, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. The area is known for its scenic landscapes and outdoor activities, making it an appealing choice for pet owners. Many of the holiday rentals come equipped with amenities such as spacious backyards, fully furnished kitchens, and comfortable living areas, allowing guests to relax and enjoy their stay.Caledon offers access to various parks and nature reserves, great for walks and outdoor adventures with pets. For instance, the Caledon Trailway is a popular spot for hiking and biking, where visitors can enjoy the natural beauty of the region alongside their pets. Additionally, the nearby Forks of the Credit Provincial Park features picturesque trails and stunning views, making it an ideal destination for a day out with your four-legged friends.
Are there any remote work holiday rentals in Caledon?
In Caledon, Ontario, there is a substantial selection of remote work holiday rentals, with around 156 properties available to choose from. This charming region, known for its picturesque landscapes and outdoor activities, provides an excellent backdrop for working remotely. Many of the rentals offer dedicated workspaces, complete with desk chairs and free Wi-Fi, ensuring that guests can stay productive during their stay.Accommodations often come equipped with essential amenities such as comfortable living areas, fully equipped kitchens, and sometimes even outdoor spaces for relaxation after a long day of work. The area's proximity to nature trails and conservation parks allows for refreshing breaks and outdoor activities, making it an appealing choice for those seeking both productivity and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Caledon?
In Caledon, popular rental amenities include kitchens, allowing guests to prepare their own meals, and onsite parking for added convenience. Many properties also feature coffee and tea makers, superb for enjoying a warm beverage after a day of exploring. Additionally, rentals often come with decks or patios, providing outdoor space to relax and take in the scenic surroundings. Fireplaces are also a common amenity, creating a cozy atmosphere during cooler evenings.
When is the best time to visit Caledon for a holiday rental?
The best time to visit Caledon for a holiday rental is during the warm summer months, particularly in July. This period marks the peak season, attracting visitors eager to enjoy outdoor activities amidst the natural beauty of this region. With temperatures typically ranging from 15 to 25 degrees Celsius, it's ideal for hiking, cycling, and exploring the picturesque landscapes that Caledon has to offer.July is particularly vibrant, as local festivals and events come alive, providing a lively option that enhances your holiday experience. You can immerse yourself in the community spirit while enjoying various outdoor activities, from leisurely walks in the scenic parks to more adventurous pursuits. The lush greenery and blooming flowers create a stunning backdrop for your adventures.For those looking for a more budget-friendly option, consider planning your visit in November. This month offers a quieter experience, superb for enjoying the serene beauty of Caledon's countryside and the stunning autumn colours without the hustle and bustle of peak tourist traffic.
What are the top attractions in Caledon?
In Caledon, visitors can explore a range of attractions that showcase the area's natural beauty and outdoor activities. The Caledon Trailway, a scenic multi-use trail, offers opportunities for walking, cycling, and horseback riding through picturesque landscapes. The popular Heart Lake Conservation Area features a beautiful lake, picnic areas, and trails, making it a great spot for family outings and nature enthusiasts.For those interested in horticulture, the nearby Allan Gardens boasts a stunning conservatory filled with exotic plants and seasonal flower displays. The picturesque village of Caledon East offers charming shops and cafes, providing a quaint atmosphere for leisurely strolls. Additionally, the area is known for its wineries and local farms, where visitors can enjoy tastings and fresh produce.The scenic Forks of the Credit Provincial Park is also a highlight, offering stunning views, hiking trails, and opportunities for photography, particularly in the autumn months when the foliage is vibrant.
Are all fees included in the Caledon holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Caledon holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Caledon with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Caledon holiday homes?
You can find great discounts on holiday homes in Caledon on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Caledon holiday home booking on Bookabach?
To find Caledon holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Caledon?
A long-stay holiday home in Caledon is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Caledon holiday home?
Book your Caledon holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Caledon?
Prices for holiday homes in Caledon vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Caledon to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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