Vacation Rentals By Owner In Caledon, ON

$372.72

Fall Nordic Cottage Retreat with Hot Tub 60 Minutes from City

Caledon, Ontario, Canada

Nestled in Caledon, this lovely house offers 2 cozy bedrooms with a king and queen bed. With 3 bathrooms equipped with luxurious amenities like a bidet and hair dryer, guests can relax in style. Whether you're looking to unwind in the spacious living area or enjoy the fresh air in the backyard, this awesome property has everything you need for a memorable getaway. Make your holiday one for the books with a stay at our place.brbrYou'll have the entire home to yourself to enjoy. There is a separate apartment on the property that is rented long-term, but the tenant is rarely home and does not use any of the guest areas. He simply comes and goes and does not spend time outside, so your privacy will not be affected.brbrEnjoy crisp fall evenings on the patio, cozy blankets included brbrUnwind on a peaceful 8-acre property just 1 hour from Toronto.br• 8 mins from TOC Osprey br• Cozy living area with electric fireplacebr• 2 primary bedrooms with ensuitesbr• Starlink Wi-Fi br• Smart TVbrbrStart your morning on the patio, stroll private & nearby trails, A perfect escape for families, nature lovers, golfers, and anyone seeking a calm, stylish retreat outside the city.brbrBedroom 1: King bed with EnsuitebrbrBedroom 2: Queen bed with EnsuitebrbrPlease note: The house runs on a septic system, so while the plumbing works perfectly, we kindly ask that you avoid overloading the toilets with excessive toilet paper or non-flushable item

2

Bed

2

Bath

4

Sleeps

$205.58

/ Nightly

Private Vacation Home

private room for your stay

Caledon, Ontario, Canada

we have here private property for you to stay overnight . its very preacefull private space. with being grocery store , resturance nearby . onlu 25 mins drive from YYZ Airport . 45 mins drive to Toronto

Bed

Bath

Sleeps

$275.15

/ Nightly

Apartment

Cozy 3BR Caledon Bsmt Suite w/ Private Access & Basketball Court—Near Brampton!

Caledon, Ontario, Canada

Book this listing directly at www.kozinestrentals.com and save up to 20%brbrWelcome to our fully furnished 3-bedroom, 2-bath basement suite in the peaceful neighbourhood of Caledon—just minutes from Brampton, Hwy 410, and local shops & eateries. Enjoy fast WiFi & Smart TVs with streaming options. For guests who love staying active or enjoy nature, step outside to the Etobicoke Creek Trail right behind the home for scenic views, or shoot hoops on the basketball net in our spacious backyard. Perfect for families & friends seeking comfort, convenience, and outdoor fun!brbrThe apartment boasts a spacious living room with comfortable seating, a large flat-screen TV, and plenty of natural light that floods through the windows. The kitchen is fully equipped with all the necessary appliances, including a refrigerator, stove, oven, microwave, and dishwasher. It also has ample counter space and cabinets for storing groceries and cooking supplies.brbrEach of the three bedrooms comes with a comfortable bed, fresh linens, and plenty of closet space for storing your belongings. The master bedroom has a private en-suite bathroom, while the other two bedrooms share a separate full bathroom. Both bathrooms are equipped with all the necessary amenities, including towels, toiletries, and a hairdryer.brbrOther amenities that guests can enjoy include free Wi-Fi, air conditioning, heating, and a washer and dryer for laundry needs. The apartment also has a private entrance, ensuring that guests can come and go as they please without any disturbance.

Bed

Bath

Sleeps

$1950.79

/ Nightly

Private Vacation Home

Caledon Country Estate 7 day family rental not available for weddings

Caledon, Ontario, Canada

2 story 6 Bedroom estate home on 100 acres in Caledon br2 buildings, main and separate 2 bdrm pool house brPool, Pool House Pond and 10 acres of manicured groundsbrBBQ, Central Air, Privacy and star lit skies at night brBeautiful airy feel with easy access to highways brDrive time to Toronto is 45 minutes or 20 minutes to Brampton brThere are many pictures available for your review brCatering available brMinimum 7 nightsbrSuitable for family rental only

Bed

Bath

Sleeps

$130.88

/ Nightly

Apartment

Your Luxurious Caledon escape close to everywhere

Caledon, Ontario, Canada

Discover the best of Caledon from our perfectly situated home in the heart of Southfields Village. Our location seamlessly blends convenience with the unique charm of the area, promising a fulfilling and stress-free stay.brbrIt is few minutes away from Toronto Pearson Airport and close to all major Cities in Ontario.brbrStep outside and immediately connect with the local scene. Start your mornings with the tempting aromas from Golden Star Bakery, a nearby treasure offering delicious pastries and a taste of Caledon's authentic flavor. For your coffee or a quick meal, the familiar comfort of Tim Hortons is also within easy reach. When it's time for a more substantial meal, explore the diverse culinary options at Mint Leaf, a local favorite.brbrFor added ease, the Fresh Food Centre is conveniently located, making grocery shopping and stocking up on necessities a simple task. This prime location allows you to spend less time on errands and more time enjoying your Caledon experience.brbrFamilies will appreciate the proximity to Lina Marino Park, a wonderful green space perfect for children's play and family time outdoors. The presence of reputable schools like SouthFields Village Public School and St. Rita further underscores our home's appeal for families seeking a comfortable and well-connected base.brbrBeyond the everyday amenities, Caledon's distinct character awaits exploration. Discover unique local fashion boutiques offering a glimpse into the area's style. Treat yourself to relaxation and rejuvenation at Venus Salon & Spa. History buffs will find the Great War Flying Museum, a short trip away, a captivating destination offering insights into aviation history.brbrWhether you're seeking a peaceful retreat, an exciting family getaway, or an opportunity to immerse yourself in the authentic charm of Caledon, our home provides the ideal starting point. Enjoy the comfort and welcoming ambiance of our property, with the best of the neighbourhood's attractions and conveniences right at your doorstep. brbrSecure your Caledon escape today and unlock the local treasures that await!

Bed

Bath

Sleeps

$199.21

/ Nightly

Apartment

Luxe & Cozy: Stylish Apartment in Caledon

Caledon, Ontario, Canada

Welcome to our 2BR, 1 Bath House in Caledon, featuring:brbr✓ Modern design with an open-concept layout Basement Apartmentbr✓ Fully equipped Kitchenbr✓ Cozy Family room with a large flat-screen TVbr✓ Spacious Living roombr✓ Super-fast, high-speed internetbr✓ Convenient location, safe neighborhoods, easy access to major highwaysbr✓ Comfortable bedrooms with high-quality linens for a restful night's sleepbr✓ Free parking ( One car space)br✓ Driving distance to Toronto Pearson Airport & Toronto Premium Outlet.

Bed

Bath

Sleeps

$597.11

/ Nightly

Villa

Caledon Estate

CALEDON, Ontario, Canada

✨ Luxury 6-Acre Country Estate in Caledon — Modern Comfort Meets Rustic Charm ✨brbrEscape to your private 6-acre oasis in beautiful Caledon, Ontario, where modern luxury and countryside tranquility come together. This spacious 3-bedroom, 3-bathroom estate offers everything you need for a relaxing getaway with family or friends.brbr The SpacebrStep inside and enjoy an open-concept living area flooded with natural light. The brand-new kitchen is fully equipped for cooking and entertaining, featuring high-end appliances and a large island perfect for gathering around.brbrDownstairs, unwind in the fully renovated basement, complete with a pool table, cozy lounge, and additional sleeping space — ideal for movie nights or friendly competitions.brbrWith 6 beds total (including comfortable sofa beds), there’s plenty of room for everyone to stretch out and relax. Each of the 3 full bathrooms is modern and spotless, providing both comfort and convenience.brbr Outdoor LivingbrThe property’s 6 scenic acres offer total privacy and stunning views of Caledon’s rolling hills. Enjoy your morning coffee on the patio, go for a peaceful walk around the estate, or simply sit back and take in the serene surroundings.

3

Bed

3

Bath

16

Sleeps

$430.66

/ Nightly

Private Vacation Home

Detached 5 Bedroom ~100% Spotless ~Sleeps 13

Caledon, Ontario, Canada

Enjoy Comfort in our Private 5BR & 4.5WR Caledon Home - Perfect for family & friends gatherings surrounded by nature!brbr✓ Entire home to yourself – 100% privacybr✓ 5 spacious bedrooms – sleeps up to 13 guests!br✓ 4.5 modern washroomsbr✓ Fully equipped kitchen with all cooking essentialsbr✓ Large Smart TV & High-Speed Wi-Fi for streamingbr✓ Books & Cards for cozy family timebrbrBook your stay today & create unforgettable memories in comfort and style!brbrWe have a smart lock for your quick access to the house. We will send you complete check-in instructions, guest guide link, etc, 1.5 days before your check-in. we can also be present if needed as we live in same town. brbrResidential, upscale: This is a new home subdivision (“Castles of Caledon”) with large detached houses, many with high‑end finishes. brbrSuburban with green space: Parks, natural reserves and conservation areas are nearby. The area seems planned with amenities, open spaces, and a generally tranquil suburban character.brbrGuests will have complete access to the entire house. Feel free to make the most of the available amenities, allowing for a comfortable and enjoyable stay.brbrNote: Basement is unfinished and not accessible to guests.brbr✨ Spacious 5-Bedroom & 4.5-Washroom Home | Full Privacy | Sleeps 13 | Books | Playing cards ✨brbrWelcome to your perfect family getaway! This beautifully decorated 5-bedroom Caledon home combines comfort, style, and space to give you the ultimate relaxing and fun-filled stay.brbr✔ 5 Bedrooms, 4 Full + 1 Half Washrooms – plenty of room for everyone to unwindbr✔ Fully Private Home – enjoy total privacy with no shared amenitiesbr✔ Books & Playing cards – perfect for entertainment and cozy nights inbr✔ Professionally Cleaned – fresh linens and towels for every staybr✔ Free Parking – up to 4 vehicles on the driveway and 2 in the garagebrbr MAIN FLOORbr✔ Family Room with a 75-inch Smart TV and comfy sofabr✔ Cozy Living Room for quality time togetherbr✔ Fully Equipped Kitchen with all cooking essentials + 2 island chairsbr✔ Dining Area 1: Seats 6br✔ Dining Area 2: Seats 6br✔ Bedroom 1: Queen bedbr✔ 1 Half Washroombr✔ Access to a Garage brbr UPPER LEVEL (2ND FLOOR)br✔ Bedroom 2: Master suite with King bed + 1 twin bed + 2 cozy chairs + private ensuite full washroom with bathtubbr✔ Bedroom 3: Queen bed + 1 cozy chair + attached full washroom with bathtubbr✔ Bedroom 4: Queen bed + attached full washroom with bathtubbr✔ Bedroom 5: Double bed + 1 bunk bed (sleeps 2) + attached full washroom with bathtubbr✔ Laundry Room with washer and dryerbrbr LOWER LEVELbrBasement is not finished and is not accessible to guests.brbr CLEANING & SAFETYbrOur home is professionally cleaned and disinfected before every guest arrives. All linens (sheets, pillowcases, duvet covers, towels) are freshly washed. We also provide extra cleaning supplies for your peace of mind.brbrNOTE: We offer housekeeping/cleaning service daily at an additional cost to our guests: $260 for regular cleaning and $200 for basic (no laundry). brbr PARKINGbrFree parking for up to 4 vehicles on the driveway and 2 vehicles in the garage. brbr TOTAL PRIVACYbrYou’ll have exclusive access to the entire home—main floor and upper level. No shared entrances. No other tenants. Just you and your guests.brbrWhether you're travelling with family, friends, or colleagues, this spacious and well-appointed home offers everything you need for a relaxing and memorable stay.brbr✅ Book now with confidence. We’re excited to host you!brbrTo help us keep the home in perfect condition for all guests, we kindly ask that you:brbr- Leave everything as you found it upon arrival.br- Do not move any furniture in the house.br- No pets are allowed br- No parties, events, or gatherings br- Quiet times are 11pm to 7am, please be respectful of the neighbors br- No smoking, vaping, or e-cigarettes are allowed inside the propertybr- If smoking outside, please clean upbrWe truly appreciate your cooperation and understanding - it helps us maintain an excellent experience for everyone!

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Select Dates for Price

Cabin

Rustic cabin-inspired residence.

Caledon, Ontario, Canada

Nestled in the serene landscapes of Caledon, ON, this captivating three-story cabin-style retreat offers an idyllic escape from the bustle of everyday life. With its four bedrooms, two bathrooms, and an inviting entertainment room, this residence effortlessly blends rustic charm with modern comfort.brbrThe generous grounds are tailor-made for celebrations, making it an ideal venue for intimate gatherings, weddings, and joyous occasions.brbrFurbabies allowed.brThe spacebrPerched on over an acre of sprawling land, this property offers a sense of tranquility and seclusion. Its quaint and unique design evokes a timeless rustic vibe, while the peaceful neighborhood setting ensures privacy and serenity. All rooms are spacious, with ample storage space.brGuest accessbrAccess to the entire property.

4

Bed

2

Bath

10

Sleeps

$335.31

/ Nightly

Private Vacation Home

Modern Luxury 5 ⭐ Space in Caledon| Sleeps 8

Caledon, Ontario, Canada

⭐ Elegant 5⭐ Detached Home in Prime Caledon Location – Designed for comfort, space & a refined staybr Spacious 4-Bedroom Layout – Ideal for families, groups & business travelersbr Master Bedroom with Private Ensuite – Enjoy your own spa-like washroom featuring a modern design, full privacy, and a relaxing space to unwindbr ️ Comfortable & Private Bedrooms – Generously sized rooms for a relaxing, restful staybr 3.5 Modern Bathrooms – Clean, stylish & perfect for group conveniencebr ️ Bright Open-Concept Living Area – Sun-filled space to unwind, relax, or entertainbr ️ Fully Equipped Modern Kitchen – Cook, dine & feel at home with quality appliancesbr✨ Elegant Finishes Throughout – A perfect blend of style, comfort & functionalitybr Quiet, Upscale Neighbourhood – Safe, peaceful & beautifully maintained surroundingsbr Prime Location – Minutes to shopping, dining, parks & essential amenitiesbr Easy Access to Major Routes – Seamless travel to nearby cities and business hubsbr Perfect for Work & Leisure – Suitable for short stays, family trips, or corporate bookingsbr Professionally Managed – High standards of cleanliness & guest satisfactionbrbr A spacious, stylish home offering comfort, privacy, and a premium Caledon experience.

4

Bed

4

Bath

8

Sleeps

$714.11

/ Nightly

Private Vacation Home

Luxury 4BR Stay with Swim Spa, Golf & Fireplaces

Caledon, Ontario, Canada

Summary:brbrKick back in style at this spacious home packed with fun + comfort! Swing in the golf simulator, unwind in the swim spa, or catch a movie on one of the projectors. Grill & chill on multiple patios with a fountain view, or cozy up by the double-sided fireplace with 4 bedrooms (5 beds + crib), 3 baths, a full gym space, and tons of parking. Just minutes from nature trails, golf courses, and charming local spots! brbrbrbrGuests will need to bring their own golf clubs as none are provided.brbrbrbrThe Space:brbr✪ Property Overviewbrbr➜ Approx. 5000 ft² / 465 m² of space. Designed for comfort and entertainment.brbr➜ Packed with lifestyle features including a private golf simulator, gym space, double-sided fireplace, 2 projectors, and multiple TVs.brbr➜ Dedicated workspace, perfect for remote work or focused tasks.brbr➜ Outdoor living at its best with a swim spa, fountain, BBQ grill, several patios, and cozy seating areas perfect for relaxing or entertaining.brbr➜ Complimentary parking for 6+ vehicles in the driveway and carport.brbrbrbr✪ Sleeping Arrangementsbrbr➜ The master bedroom features a king bed, double-sided fireplace, and an en-suite bathroom.brbr➜ Bedroom 2 features a queen bed on the main floor.brbr➜ Bedroom 3 features a king bed on the top floor.brbr➜ Bedroom 4 features a double bunk bed on the top floor.brbr➜ A crib is available for little ones.brbrbrbr✪ Living and Working Spacebrbr➜ Equipped with TVs and 2 projectors for movies, sports, and streaming.brbr➜ High-speed internet access and smart NEST thermostats.brbr➜ Dedicated workspace, quiet environment.brbr➜ Spacious living room with comfortable seating, plus gym and golf simulator for work-play balance.brbrbrbr✪ Bathroomsbrbr➜ 3 clean and sanitized bathrooms, including one with a bathtub.brbrbrbr✪ Kitchen and Diningbrbr➜ Fully equipped kitchen with 2 fridges, stove, oven, microwave, and essentials.brbr➜ Spacious dining table with seating for the whole group.brbrbrbr✪ Amenitiesbrbr➜ In-house washer and dryer machines.brbr➜ Full sets of hotel-quality sheets, duvets, and plenty of towels.brbr➜ Swim spa, multiple patio areas, and a fountain feature.brbrbrbr✪ Location and Accessibilitybrbr➜ Close proximity to scenic trails, golf courses, and nature escapes.brbr➜ Short drive to shopping, dining, and family-friendly attractions.brbrbrbr➤ IMPORTANT NOTE FOR 1 WEEK STAY OR LONGER:brbrToilet paper, garbage bags, and basic toiletries will be provided for the guests at the beginning of the stay. It will then be the guest's responsibility to provide for these for the remainder of their stay.brbrbrbrGuest Access:brbr➤ Guests will have access to the entire unit. Please, make yourself at home.brbrbrbr➤ Availability of free 6+ spots in driveway and carport.brbrbrbrThe Neighborhood:brbrNestled in the heart of Caledon, this area blends small-town charm with stunning natural beauty. Rolling hills, scenic trails, and conservation areas make it perfect for outdoor lovers looking to hike, bike, or simply unwind in a peaceful setting.brbrbrbrThe community offers a relaxed atmosphere with local markets, cozy cafés, and family-owned restaurants nearby. Whether you’re looking for farm-to-table dining or a quick coffee stop, you’ll find plenty of inviting options.brbrbrbrFor those seeking more activity, golf courses, equestrian centers, and cultural spots are all within easy reach. You’ll enjoy a mix of nature, leisure, and local character that makes every stay memorable.brbrbrbrGetting Around:brbr➜ Car is the most convenient way to explore Caledon and beyond.brbrbrbr➜ Ample parking available on-site for multiple vehicles.brbrbrbr➜ Local taxi and rideshare services operate in the area.brbrbrbr➜ Regional bus routes connect to nearby towns and hubs.brbrbrbr➜ Cycling is a great option with scenic country roads and trails.brbrbrbrOther Things to Note:brbr➤ The property is equipped with both heating and air conditioning; however, we cannot guarantee that you will achieve a comfortable temperature if your preference falls outside the range of approximately 17 to 25 degrees Celsius. Additionally, due to the nature of short-term rentals, where guests may frequently come and go, we cannot promise 100% uptime, as some guests may inadvertently push the systems beyond their capacity, necessitating repairs.brbrbrbr➤ Unfortunately, I can't offer a bag drop-off service. For those arriving early or having a late flight, you can use bagbnb site to find options to drop off your bag for a fee.brbrbrbr➤ Please keep in mind that I am not responsible for any packages you order to the unit.brbrbrbrInteraction with Guests:brbrI will be your personal concierge for your stay. If you have any questions, you’re lost, or just need some great recommendations, I’ll be there for you around the clock.

Bed

Bath

Sleeps

$163.3

/ Nightly

Cabin

Cozy tiny home, immersed in the forest, overlooking the pond!

Caledon, Ontario, Canada

High Meadows bunkie is immersed in the forest, offering privacy from the surrounding trees and nestled up on the hill overlooking the pond. It is a cozy yet spacious place to experience the perfect little getaway. Enjoy waking up to greenery, fall colours or a winter wonderland, depending the time of year you stay! The outdoor deck and seating area allows you to enjoy this landscape surrounding all the more. Enjoy a fire by the pond, a sky fall of stars, a walk through the forest or a simple breakfast in this sweet escape. brThe area is the perfect escape from the city noise, lights and all the rest. Don't feel like a campfire dinner Enjoy some of our favourite family-owned restaurants nearby or take a 15 minute drive to the nearest city. We're a short drive away from the Hockey Valley Ski and Spa, one of a kind shops and markets and the Rosebud Motel from Schitts Creek!

1

Bed

1

Bath

2

Sleeps

$179.19

/ Nightly

Lodge

Unique Vacation Rental Suite with a Patio in Terra Cotta, Ontario

Caledon, Caledon, Canada

This wonderful suite, within a vacation rental, has a patio and is set in the village of Terra Cotta, Ontario, just an hour from Toronto, and less than two hours from the famous Niagara Falls waterfalls. Guests are just a few minutes walk from the Terra Cotta Provincial Park, and the Caledon Rail Trail. The rental also overlooks the Credit River where guests can fish and take part in other watersports as well. brbr brbrThe master bedroom has a queen-size bed, while the second room has two twin beds, making the rental ideal for families. The two bedrooms both have ample storage so guests can fully unpack and place their luggage on the provided racks and forget about it until the end of their vacation. There is one full bathroom, shared between the two rooms, which can also be booked separately depending on availability. brbr brbrGuests can relax in the living area and enjoy a board game or a game of cards, as well as choosing a book from the hosts' selection to unwind at the end of a long day of excursions and activities. There are stunning views around the rental of all the woodland and the river surrounding the rental. Both of the rooms lead out onto a patio so guests can sit out and enjoy these tranquil surroundings. brbr brbrThe hosts have provided everything a 21st-century traveler could need during their stay. There is a drinks refrigerator which is kept fully-stocked with a selection of water, juices, and soft drinks. Guests are allowed to bring their own alcoholic beverages to keep in the refrigerator as well. The property has air conditioning and heating so guests will be comfortable all through the year. There is Wi-Fi for guests to use, and even a printer should they need to print tickets or boarding passes. There is a shared living space that guests can relax in, and they are free to borrow any of the books they might find there as well.

1

Bed

1

Bath

4

Sleeps

$294.76

/ Nightly

Private Vacation Home

Relaxing 5BR & 4.5WR Detached Home | Sleeps 13

Caledon, Ontario, Canada

Enjoy Comfort in our Private 5BR & 4.5WR Caledon Home - Perfect for Families & Groups!brbr✓ Entire home to yourself – 100% privacybr✓ 5 spacious bedrooms – sleeps up to 13 guests!br✓ 4.5 modern washroomsbr✓ Fully equipped kitchen with all cooking essentialsbr✓ Large Smart TV & High-Speed Wi-Fi for streamingbr✓ Books & Cards for cozy family timebrbrBook your stay today & create unforgettable memories in comfort and style!brbr✨ Spacious 5-Bedroom & 4.5-Washroom Home | Full Privacy | Sleeps 13 | Books | Playing cards ✨brbrWelcome to your perfect family getaway! This beautifully decorated 5-bedroom Caledon home combines comfort, style, and space to give you the ultimate relaxing and fun-filled stay.brbr✔ 5 Bedrooms, 4 Full + 1 Half Washrooms – plenty of room for everyone to unwindbr✔ Fully Private Home – enjoy total privacy with no shared amenitiesbr✔ Books & Playing cards – perfect for entertainment and cozy nights inbr✔ Professionally Cleaned – fresh linens and towels for every staybr✔ Free Parking – up to 4 vehicles on the driveway and 2 in the garagebrbr MAIN FLOORbr✔ Family Room with a 75-inch Smart TV and comfy sofabr✔ Cozy Living Room for quality time togetherbr✔ Fully Equipped Kitchen with all cooking essentials + 2 island chairsbr✔ Dining Area 1: Seats 6br✔ Dining Area 2: Seats 6br✔ Bedroom 1: Queen bedbr✔ 1 Half Washroombr✔ Access to a Garage brbr UPPER LEVEL (2ND FLOOR)br✔ Bedroom 2: Master suite with King bed + 1 twin bed + 2 cozy chairs + private ensuite full washroom with bathtubbr✔ Bedroom 3: Queen bed + 1 cozy chair + attached full washroom with bathtubbr✔ Bedroom 4: Queen bed + attached full washroom with bathtubbr✔ Bedroom 5: Double bed + 1 bunk bed (sleeps 2) + attached full washroom with bathtubbr✔ Laundry Room with washer and dryerbrbr LOWER LEVELbrBasement is not finished and is not accessible to guests.brbr CLEANING & SAFETYbrOur home is professionally cleaned and disinfected before every guest arrives. All linens (sheets, pillowcases, duvet covers, towels) are freshly washed. We also provide extra cleaning supplies for your peace of mind.brbrNOTE: We offer housekeeping/cleaning service daily at an additional cost to our guests: $260 for regular cleaning and $200 for basic (no laundry). brbr PARKINGbrFree parking for up to 4 vehicles on the driveway and 2 vehicles in the garage. brbr TOTAL PRIVACYbrYou’ll have exclusive access to the entire home—main floor and upper level. No shared entrances. No other tenants. Just you and your guests.brbrWhether you're travelling with family, friends, or colleagues, this spacious and well-appointed home offers everything you need for a relaxing and memorable stay.brbr✅ Book now with confidence. We’re excited to host you!

Bed

Bath

Sleeps

$110.22

/ Nightly

Apartment

Cozy 1-bedroom apartment with AC, WiFi in welcoming Caledon

Caledon, Ontario, Canada

This 1-bedroom apartment is perfect for your escape to Caledon. With WiFi, a washing machine, heating, AC, and an iron, guests will have everything they need for a comfortable stay. The gorgeous interior and cozy atmosphere make this rental a cool choice for a relaxing getaway. Book now and enjoy everything this apartment has to offer.

Bed

Bath

Sleeps

$574.93

/ Nightly

Private Vacation Home

100 % privacy 7 bedrooms with 6 bathrooms and 2 master bedroom with 2 king beds

Caledon, Ontario, Canada

100 percent privacy 7 bedrooms with 6 bathrooms almost 4000 square feet finished area including legal basement. This is almost a brand new house with 6 cars parking and is a very friendly neighborhood. There are no party’s allowed at all, and any suspicious behaviour will result in owners allowing to remove the guests. Furthermore, no smoking inside the house.

Bed

Bath

Sleeps

$274.77

/ Nightly

Private Vacation Home

#1 Best Deal in Brampton

Caledon, Ontario, Canada

• Newly constructed detached home with brand-new furniture, appliances, and decor.br• Cozy living area with 4K microLED smart TV.br• Fully equipped modern kitchen for preparing meals and two dining areas.br• Washer, dryer, and consumables for doing laundry.br• Professional cleaning in between each guest.br• Parking space for 2 cars. 1 car on the driveway and 1 car inside the garage.brbrI am always looking for new ways to improve further. Please let me know if there are any specific amenities that would add comfort to your stay, and I will do my best to accommodate you!brbrNO PARTIES OR EVENTS.brNO SMOKING OR DRUGS.brThis will be strictly enforced and extra charges will be levied for violations.

4

Bed

3

Bath

9

Sleeps

$3431.92

/ Nightly

Villa

LUXURY EVENT PLACE IN CALEDON.

Caledon, Ontario, Canada

Luxury and cozy farmhouse for events, destination weddings , birthday parties , corporate events , film shoots , music videos .br With big party hall , open kitchen area and big lobby , accomodate around 50 to 150 guests. Tables and chairs with covers will be provided in the party hall . Sound speakers system also included. Backdrop arch with Basic decor included. For more details and to book a showing please contact .

Bed

Bath

Sleeps

$355.16

/ Nightly

Private Vacation Home

Luxury 5-Bed Home w/ Office & 5 Baths | Peaceful Caledon Escape

Caledon, Ontario, Canada

Welcome to your home away from home in beautiful Caledon — a peaceful, upscale community surrounded by rolling countryside and minutes from city conveniences. This spacious 5-bedroom, 5-bath executive home with a private office offers the perfect blend of comfort, style, and functionality for families, groups, or professionals seeking a relaxing extended stay.brbrStep inside to an open-concept main floor filled with natural light, featuring a modern kitchen with stainless steel appliances, quartz countertops, and a large island perfect for family meals or entertaining. The adjoining living and dining areas provide plenty of room to gather, while the office offers a quiet, private space for remote work or study.brbrEach of the five bedrooms is thoughtfully designed for comfort, with plush bedding, ample storage, and tasteful décor. The primary suite includes a luxurious ensuite bath and walk-in closet, while additional bathrooms ensure privacy and convenience for every guest.brbrEnjoy the spacious backyard and peaceful surroundings, ideal for unwinding after a long day. The home is located close to local parks, hiking trails, restaurants, and shopping, with easy access to major routes connecting to Brampton, Mississauga, and Toronto.brbrWhether you’re booking for a family getaway, corporate relocation, or temporary stay after home repairs or insurance work, this Caledon retreat provides all the comforts and amenities you need — including Wi-Fi, laundry, driveway parking, and fully furnished spaces ready for move-in.brbrExperience modern living in one of Caledon’s most desirable neighbourhoods — a perfect balance of tranquility, convenience, and home-like warmth.

5

Bed

5

Bath

11

Sleeps

$258.54

/ Nightly

Private Vacation Home

⭐ Premium 5⭐ Stay in Caledon – Stylish, comfortable & memorable experience

Caledon, Ontario, Canada

Spacious 3-Bedroom Home – Ideal for families, groups, and business travelersbr ️ Luxury Sleeping Setup:br Master Bedroom with King Bed + Private Ensuite Bathroom for ultimate comfort and privacybr Two Additional Bedrooms with Queen Beds – perfect for a restful night’s sleepbr 2.5 Modern Bathrooms – Clean, stylish, and fully equippedbr ️ Bright Open-Concept Living Area – Relax and unwind after a long daybr ️ Fully Equipped Kitchen – Cook, dine, and feel at homebr Prime Location in Caledon – Easy access to major roads, shopping, dining, and attractionsbr Convenient & Accessible – Perfect for both short and extended staysbr Great for Work or Leisure – Designed to suit every type of travelerbr Professionally Managed – High standards of cleanliness, comfort, and guest carebrbr Experience comfort, space, and convenience—all in one exceptional stay.

3

Bed

2

Bath

6

Sleeps

Vacation Rentals By Owner In Caledon, ON

$372.72

$205.58

$275.15

$1950.79

$130.88

$199.21

$597.11

$430.66

$335.31

$714.11

$163.3

$179.19

$294.76

$110.22

$574.93

$274.77

$3431.92

$355.16

$258.54

Most popular vacation rentals in Caledon

$1950.79

$110.22

$163.30

$199.21

$355.16

$561.69

$886.51

$574.93

$929.11

$928.45

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