Vacation Rentals By Owner In Caledon, ON

Showing 30 Of 30 Vacation Rentals

$130.64

Cozy Caledon Getaway - Suite B

Caledon, Ontario, Canada

Welcome to your home away from home. This cozy and beautifully designed 2-bedroom retreat is located in a peaceful, family-friendly neighbourhood in Caledon. Whether you're visiting for a mid-term business trip, weekend escape, or a local event, you'll enjoy comfort, convenience, and thoughtful touches throughout the space. This stylish place to stay is perfect for group trips as well.

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$234.6

/ Nightly

Private Vacation Home

Cozy 3BR Retreat | Foosball & Lounge Chair

Caledon, Ontario, Canada

Welcome to your Private 3BR, 2.5WR Caledon Retreat-Perfect for Families & Peaceful Getaways!brbr✔ Entire home to yourselfbr✔ 3 Bedrooms for cozy nightsbr✔ Modern open-concept living areabr✔ Fully equipped kitchen stocked with essentialsbr✔ Smart TV+ High-Speed WiFibr✔ Foosball table for fun momentsbrbrNearby places for winter fun activitiesbr✔ Albion Hills Conservation Parkbr✔ Palgrave Forest & Wildlife Areabr✔ Local Community Skating RinksbrbrBook with confidence and create unforgettable memories!

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Sleeps

$308.63

/ Nightly

Private Vacation Home

Guesthouse Hideaway in Caledon

Caledon, Ontario, Canada

Welcome to your private retreat! This spacious 3-bedroom, 3-bathroom walkout basement guest suite sits on a peaceful ravine lot, blending comfort, privacy, and nature. With 9-foot ceilings and plenty of light, it feels bright and open—not like a typical basement suite.brbrYou’ll have exclusive use of the entire suite with a private entrance, so no shared spaces—just your own serene getaway.brbrWhat makes this space specialbr • Three bedrooms and three full bathrooms, offering room for families, couples, or groups.br • Two bedrooms feature ensuite bathrooms and private living areas, perfect for guests who want their own retreat.br • A third bedroom and bathroom add extra comfort and flexibility.br • A unique layout that allows togetherness while giving everyone their own private space.br • Nestled beside a ravine, creating a peaceful backdrop for your stay.brbrWhether you’re here for a short getaway or a longer visit, this guest suite is designed for relaxation, privacy, and convenience.

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$330.87

/ Nightly

Private Vacation Home

Caledon family escape with Crib

Caledon, Ontario, Canada

Experience the best of Caledon in this stylish and modern townhouse. Perfect for families or groups, this spacious retreat offers a bright and airy escape with all the comforts of home. Relax in the cozy living spaces, prepare delicious meals in the fully equipped kitchen, and enjoy easy access to local attractions. Make your Caledon getaway unforgettable at our special townhouse.brbrWelcome to your 3 BR 2.5 Bathroom home in Caledon, featuring:brbr- Open concept layout with modern decor br- 3 spacious room with 2.5 bathsbr- Large screen TV with Hi speed Internet br- Fully equipped kitchen with essentialsbr- Close to major highway, Safe and family oriented neighborhood.br- Comfortable bedrooms for a good night sleepbr- Fully dedicated bedroom for a toddlerbr- Free parking with double car garage included, up to 5 carsbrbrThe Space:brbrModern 3 Bedroom House | Private Enterence | Sleep 4 and a toddler | Balcony with BBBQ | Parking for 5 cars|brbrFirst Floor:br- Mudroom with access to garagebr- Open concept room with decorbr- Front Foyer access through front doorbrbrMain Floor:brbr- Fully equipped kitchen with a large island for all your cooking needs.br- Family Room with a large comfy sofa, smart large screen TV and a fireplace.br- Living room with extra seating for relaxation or conversations.br- half bathroombr- Dinning area with table for 4br- dedicated play area for kidsbrbrUpper Level:brbr- Bedroom 1 - King size Bed with ensuite bathroombr- Bedroom 2 - Toddler dedicated room with crib and a rocking chairbr- Bedroom 3 - Queen size bed with large windowbr- Full Bathroombr- Laundry Room complete with washer, dryer and ironbrbrYou will have access to the entire home other than the basement, pantry and the closets which are locked. Please note that Coat racks will be provided.brbrYou can keep in touch with us by using the Airbnb platform. We will respond in a timely manner.brbrFamily-Friendly atmosphere: brThis location is a popular choice for families, with younger median age than the areas around. You will find a good selection of public and Catholic schools nearby. The area is also designed with families in mind featuring parks, playgrounds, and recreational facilities.brbrGreen Space: brEnjoy the natural beauty of the area with numerous parks, trails and scenic views, providing ample opportunities for outdoor activities and leisure.brbrResidential Comfort: brThe properties in the area are generally new, offering modern amenities and spacious layouts.brbrCommunity Vibe: brWith a lower population density than central Brampton this area feels less crowded, offering a quieter and more homely feel. Many residents speak highly of the friendly neighbors.brbrNearby Amenities (within a shout drive): brShopping and Essentials: You will find variety of shops and essential services within a 5-minute drive, including Shopper's Drug Mart, FreshCo, Walmart, Home Depot, No Frills, and Dollarama. Larger shopping centers like Fandor square, Heart Lake Tower and Brampton Corners are also in the vicinity.brbrDining:brWhile the immediate vicinity is primarily residential, a short drive opens up a range of dining options in Brampton, from casual eateries to fine dining experiences like The Keg Steakhouse and diverse notions like Indian and Caribbean cuisine.brbrRecreation and Attractions:brFor those seeking activities, Caledon offers attractions such as Activate (a high-tech gaming facility), Aerosports Trampoline Park, and Far Shot (axe throwing). historic sites like Bovaird Housed cultural venues like the Peel Art Gallery and Museum also within reach.brbrCheltenham Badlands:brThis geological treasure is located in Caledon, a short distance away. It's famous for its exposed and highly eroded Queenston shale, which gives the landscape unique, vivd red hummocky appearance. It offers a short trail .32km connecting the Bruce Trail to a viewing platform.brbrBruce Trail:brA longer section of Canada's oldest and longest marked footpath that passes through the Clay hills, offering opportunities for more extensive hiking and enjoying the natural environment.brbrThis area is well-served by major roads, including Mayfield Road and McLaughlin Road, which are key arteries connecting Caledon to Brampton and Beyond. Highway 410 is also readily accessible from this area, making it very convenient for commuters to other parts of the GTA. There is a 4 car driveway with a double car garage at the location, also within 1 min walk to a Brampton transit Bus stop.brbrPlease note that this is our home that you will be living in, as much as we love having you stay with us please be respectful to our home. Please treat our home like how you would treat yours, leave everything as you found them, avoid moving furniture's and for that we will be forever grateful.br● No shoes in the housebr● Please do not drag luggage to avoid ruining the hardwood floorbr● No food on the couch or in the bedrooms to not stain the sheets and linensbr● No smoking, drugs, cannabis or illegal substances anywhere on the property. It will result in a $250 fine.br●We are not responsible or liable for any accidents, injuries, or illnesses that occur while on the premises.br●Owners are extremely allergic and do not allow any type of pets inside the home.br●We are not responsible for the loss of personal belongings or valuables during your stay.br● Must wash all dishes prior to leaving.br● Max number of people in the unit should be what is stated upon bookingbr●There is a $50 per guest per day fee for each undisclosed guest.br●There will be a 30$ convenience fee if we have to return forgotten items.

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Exceptional(1)

$928.45

/ Nightly

Cottage

Perfect 10 acres private quiet property for small events & family gatherings

Caledon, Ontario, Canada

Only 45 minutes from Yorkdale Shopping Mall, Vintage Cottage Retreat is 10 acres of peace and quiet nestled along the privacy of the iconic Niagara Escarpment's Bruce Trail. This is the ideal property for small events ranging from weddings to office retreats or yoga getaway. Whether you are looking for summer adventures, garden weddings, fall colours, zen yoga or a cozy Christmas in the woods by a wood burning fireplace, immerse yourself in nature’s beauty, just a short drive from the city with the perfect balance of convenience and nature.brbrFor outdoor enthusiast or those looking to enjoy the comforts of home, this cottage is equipped to cater to all preferences. For campers, the expansive outdoor space lets you sit by the fire and sleep under the stars. The 3,700 sq ft cottage provides the luxuries of an indoor retreat for those looking to simply enjoy the convenience of king-sized beds and a full kitchen, while soaking in the outdoors through the solarium’s wraparound windows.brbrThis private secluded space is perfect for hosting small events ranging from garden weddings host a gender reveals to quick family getaways or milestone birthdays. With 3 acres of opens space, Vintage Cottage Retreat offers the parking, privacy and space perfect for small events.

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$321.85

/ Nightly

Private Vacation Home

Private 3BR 3BA Suite w/ Parking | Family-Friendly Stay Caledon Near Brampton

Caledon, Ontario, Canada

Wake up in a quiet residential pocket, brew your morning coffee in a full kitchen setup, and unwind in a space where everyone gets their own bathroom, no waiting, no stress, just easy living.brbrThis is a fully equipped 3-bedroom, 3-bath suite with plenty of space, privacy, and comfort so you can relax and feel at home.brbrWhether you’re here for work, family visits, or a getaway, this space keeps things simple and comfortable: fast WiFi, free parking, and a layout that actually works for groups.brbrThis is not just a place to sleep, it’s a private retreat built for convenience, comfort, and peace of mind.

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Exceptional(2)

$886.51

/ Nightly

Private Vacation Home

Fields & Sunsets

Caledon, Ontario, Canada

Welcome to our peaceful and chic manor, nestled amidst the serene beauty of nature. This charming retreat offers a perfect blend of tranquillity, elegance, and comfort, inviting you to escape the hustle and bustle of everyday life.brbrThe chic cottage with its expansive windows, spacious kitchen, and elegant features is a luxurious haven that seamlessly blends modern comfort with classic charm. This remarkable retreat offers a truly enchanting experience for those seeking a stylish and inviting getaway.brbrAs you approach the cottage, you are immediately drawn to the large windows that adorn its exterior. These generous openings flood the interior with natural light, creating a bright and airy atmosphere that highlights the beauty of the surrounding landscape. The windows also offer stunning views of the lush gardens and picturesque scenery, allowing you to feel at one with nature from the comfort of the indoors.brbrUpon entering, you are greeted by the grandeur of the open-concept living area. High ceilings amplify the sense of space, while the hardwood floors exude warmth and elegance. The original 1800s baseboards and crown moulding add a touch of historical character, showcasing the cottage's rich heritage.brbrbrThe kitchen is a chef's dream, boasting ample space and modern amenities. The large kitchen island takes centre stage, providing a gathering place for both food preparation and casual dining. Its sleek counter-top offers plenty of room for culinary creations, and stylish pendant lights above create a warm and inviting ambience. The abundance of cabinet space ensures that every utensil and ingredient has its place, allowing for seamless organisation and functionality.brbrAdjacent to the kitchen, the dining area features an exquisite table that can comfortably accommodate a party of five. The hardwood floors continue throughout, seamlessly connecting the spaces and adding to the cottage's cohesive aesthetic. Whether enjoying a casual breakfast or hosting a sophisticated dinner party, this dining area provides the perfect backdrop for memorable moments shared with loved ones.brbrThe bedrooms in this chic cottage are designed with both comfort and style in mind. Each room is spacious and well-appointed, offering a peaceful retreat for rest and relaxation. The high ceilings and large windows continue to grace the sleeping quarters, infusing the rooms with natural light and a sense of airiness. Plush carpets or hardwood floors underfoot add a luxurious touch, while tasteful furnishings and elegant decor complete the refined ambience.brbrThe bathrooms in the cottage are equally impressive, featuring modern fixtures and pristine finishes. From the gleaming counter-top to the spa-like showers and freestanding bathtubs, every detail is meticulously crafted to provide a sense of indulgence and rejuvenation.brbrOutside, the cottage boasts a charming patio area where you can bask in the serenity of the surrounding landscape. Impeccably manicured gardens, complete with fragrant flowers and lush greenery, create a tranquil outdoor oasis. Whether enjoying a morning coffee or savouring an evening glass of wine, this outdoor space offers the perfect setting to unwind and reconnect with nature.brbrNature enthusiasts will find themselves in awe of Caledon's stunning landscapes. The area is renowned for its rolling hills, lush green valleys, and expansive forests, making it a paradise for outdoor activities. Explore the numerous hiking and biking trails, such as the Caledon Trailway or the Forks of the Credit Provincial Park, where you can immerse yourself in the beauty of nature and enjoy breathtaking views.

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Exceptional(3)

$561.69

/ Nightly

Private Vacation Home

Charming Farmhouse With Open Space

Caledon, Ontario, Canada

Welcome to our lovely farmhouse, the perfect location for your events! Our large indoor and outdoor spaces offer a stunning background for your events, whether it's a wedding, birthday party, or family reunion. Alongside your family and friends, relax in the peaceful environment and make treasured memories. There is many restaurants and things to do in the area that are close by!! Make your next gathering completely memorable by reserving your stay now!

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Exceptional(3)

$929.11

/ Nightly

Private Vacation Home

The Blue Cottage Experience

Caledon, Ontario, Canada

Have fun with the whole family at this stylish place. Available for small family events. Close to breweries, wineries, trails , equestrian facilities in the heart of Caledon. Easily accessible via the highway and 30 min from Toronto Pearson Airport. Allow us to help you plan a great getaway or family experience around the area.brbrAdditional charges apply for hosting events

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$133.68

/ Nightly

Cottage

Mesmerising Cottage in Caledon

Caledon, Ontario, Canada

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Most popular vacation rentals in Caledon

$1950.79

/ Nightly

Private vacation home

Caledon Country Estate 7 day family rental not available for weddings

Caledon, Ontario, Canada

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$110.22

/ Nightly

Apartment

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

Caledon, Ontario, Canada

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$163.30

/ Nightly

Cabin

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

Caledon, Ontario, Canada

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$199.21

/ Nightly

Apartment

Luxe & Cozy: Stylish Apartment in Caledon

Caledon, Ontario, Canada

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$355.16

/ Nightly

Private vacation home

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

Caledon, Ontario, Canada

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Bath

Sleeps

$561.69

/ Nightly

Private vacation home

Charming Farmhouse With Open Space

Caledon, Ontario, Canada

Bed

Bath

Sleeps

$886.51

/ Nightly

Private vacation home

Fields & Sunsets

Caledon, Ontario, Canada

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$574.93

/ Nightly

Private vacation home

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

Caledon, Ontario, Canada

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Sleeps

$929.11

/ Nightly

Private vacation home

The Blue Cottage Experience

Caledon, Ontario, Canada

Bed

Bath

Sleeps

$928.45

/ Nightly

Cottage

Perfect 10 acres private quiet property for small events & family gatherings

Caledon, Ontario, Canada

Bed

Bath

Sleeps

Vacation Rentals By Owner In Caledon, ON

$130.64

$234.6

$308.63

$330.87

$928.45

$321.85

$886.51

$561.69

$929.11

$133.68

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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