Caledon holiday homes

We found 711 holiday rentals — enter your dates for availability
Discover a selection of 51 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:30 Oct - 6 Nov

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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)
  • Copper Creek Golf Club (11.7 mi / 18.8 km)
  • Hockley Valley Resort (12.9 mi / 20.8 km)
  • Wet 'n' Wild Toronto (13.3 mi / 21.4 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 most popular type of holiday home accommodation in Caledon?
Based on our research, houses are the most sought-after holiday property type in Caledon. But that goes without saying, everyone's idea of an awesome stay can differ. Bookabach has holiday homes of all sizes, shapes and budgets, and we'll help you locate your ideal match.
How much does it cost to rent a holiday home in Caledon?
The average price for a holiday home in Caledon can vary based on factors such as property type, length of stay and season. Whether you're dreaming about a sprawling house with room for friends and family or an apartment for just you and the kids, just add your travel dates to see some great-value stays.
How much does it cost to rent a beach house in Caledon?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Caledon travel dates to view your options on Bookabach. Can't live without a private pool? Use our filters to select the features and amenities you need.
Are there pet-friendly holiday homes in Caledon?
Yes. You can pick from 12 holiday homes that cater to pets in Caledon. Lots of our pet-friendly holiday homes even come with an outdoor space for your fur child to have fun in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect digs on Bookabach.
Can I rent a house with a pool in Caledon?
Add an extra layer of fun to your trip by booking your family into one of the two houses with a private pool in Caledon. Use our handy search filter to find the kind of property you want on Bookabach, and then spend lazy days splashing about in a swimming pool that's just for you.
What are popular home amenities in Caledon?
When it comes to home amenities that guests look for in Caledon, a barbecue grill, a garden and ski-in/ski-out facilities are the most popular. With Bookabach holiday homes, you'll find options to match your style and taste, whether you're on a trip with friends, relatives or even pets.
Are there large group holiday homes in Caledon?
Take your pick of six Bookabach holiday properties in Caledon that can sleep five or more people. You'll enjoy all the space and privacy you need to hang out with your loved ones — and nobody else.
Are there holiday homes in Caledon that welcome kids?
Gather your entire family for an epic adventure in Caledon at one of our 12 family-friendly holiday homes. Lots of these stays feature amenities that are just perfect for trips with the little ones, such as laundry facilities, multiple bedrooms and entertainment units. Simply click on the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Caledon?
Keeping the kids amused during your stay in Caledon is a breeze with these fabulous family-friendly attractions:

  • Caledon Equestrian Park
  • Albion Hills Conservation Area
  • Cheltenham Badlands

Are there one-bedroom holiday homes in Caledon?
Yes, you can pick from three one-bedroom homes in Caledon. Whether you're looking for a townhouse or a fancy condo, Bookabach's one-bedroom properties are just right if you don't need tons of space. One of the main perks of having your own pad? You'll never need to share your trip with strangers.
Can I find two-bedroom holiday homes in Caledon?
Gather your besties and enjoy a relaxing escape in one of the two two-bedroom holiday homes Caledon has to offer.
Are there holiday homes with WiFi in Caledon?
You'll find seven holiday homes with WiFi in Caledon. If you'd like to disconnect from daily life during your trip, but still want to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Caledon?
Caledon has nine holiday homes where you can relax and recharge in air-conditioned comfort. To find a property on Bookabach offering this amenity, enter your preferred travel dates and use the handy filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Caledon?
The minimum required age is normally 16, 18 or 21. It can change from property to property on Bookabach, so check the rules of your preferred Caledon stay before booking.
How long can I rent a holiday home in Caledon for?
It really depends on the Caledon property. To see a list of options offering extended stays, just enter your dates and number of guests into Bookabach. Look forward to having the whole place to yourself, along with comforts such as a fully-equipped kitchen and a yard where the kids can run and play. Be on the lookout for any long-term stays that offer discounted weekly or monthly prices.