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Apartment holiday rentals in Caledon

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Caledon

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
An open concept living area showcases a comfortable sectional sofa and a glass dining table. A spacious bed is visible in the background, complemented by soft lighting. A workspace with two chairs and a TV is positioned nearby, creating a functional and inviting environment.
Flat in Churchill Meadows
4.97 out of 5 average rating, 174 reviews

Comfort, Style and Privacy.

Magnificent lower level suite in detached home with private entrance. Located in quiet, family friendly community. This suite has a modern open concept layout with comfortable Queen bed with fresh linens, a 50" TV, huge walk-in closet, private bath with shower bench & relaxing rainhead, plus fresh towels for your whole stay. Living room has sectional, 40" TV, desk & is open concept to a fully equipped kitchen. Laundry access is on the main level by the entrance and is shared with homeowner.

Top guest favourite
A private wooden deck is shown with an umbrella-covered table and four chairs, surrounded by lush greenery. Windows on the building's façade allow natural light, while potted plants add a touch of color, enhancing the outdoor space for relaxation.
Flat in Horning's Mills
4.96 out of 5 average rating, 313 reviews

Beautiful Riverside Country Apartment

Bright, warm and newly renovated, this 900sqft apartment, a private floor of a charming country home with separate entrance and garden patio, awaits you in Melancthon. SmartHDTV, Wifi, tranquil surroundings, and next to the Bruce Trail. Close to Shelburne, Mansfield, Creemore, and many excellent restaurants (like The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, and Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

Top guest favourite
A bright bedroom is defined by light-colored walls and natural wood flooring. A spacious bed is centered in the room, accompanied by a small bedside table. A mirror reflects the room's features, enhancing the open feel. A window allows natural light to brighten the space.
Flat in Georgetown
4.94 out of 5 average rating, 122 reviews

Small Town Escape

Keep it simple at this peaceful and centrally located apartment . Welcome to this fully renovated two bedroom private unit with a separate entrance. Beautifully finished with all new appliances and furniture. The basement unit is bright and spacious with everything you need. Located within the centre of Georgetown and within walking distance to the mall, local restaurants, and amenities. 20 minute walk to downtown. Family-friendly amenities are available upon request. Parking for two cars.

Top guest favourite
A cozy living area features a light grey sofa and a plush dark blue chair, arranged around a small white TV stand facing a flat screen television. A decorative rug covers the floor, and a dining table with two chairs is positioned nearby, complemented by a vase of flowers.
Flat in Oakville
4.99 out of 5 average rating, 138 reviews

Bright, Spacious, Quiet 2 bedroom - Licensed

Quiet family neighborhood great for professionals, couples or family. Spacious and cozy home away from home. You control heat and cooling fan. Sound dampening so natural noises are minimized, not eliminated. 1 queen and 1 double bed. Two desks for computer work. Extra seating. Fast WiFi! Full kitchen. Bathroom with shower and bathtub. Close to highways, hospital, recreation centers, playgrounds, shopping, schools and college. All registered guests may be asked to provide ID upon request.

Top guest favourite
An open-plan living area is visible, featuring a modern kitchen equipped with stainless steel appliances, including an oven and refrigerator. A cozy grey sofa is positioned in front of a wooden coffee table. A circular dining table is set against a bright window, enhancing the space.
Flat in Milton
4.94 out of 5 average rating, 155 reviews

Luxury Guest Suite

Welcome to our cozy basement apartment! This modern Airbnb is located in a peaceful residential neighborhood 40 min drive from Toronto downtown and an hour from Niagara Falls. The well-lit space features a comfortable queen-sized bed, ample storage in the spacious closet, and a beautifully designed interior with natural light flooding through large windows. Note: We have 2 single folding matresses available to place on the floor in the living room. Extra linen and pillows are provided.

Top guest favourite
A modern living area is presented with two light grey sofas facing a glass coffee table, which rests on a decorative rug featuring shades of blue and neutral tones. Natural light enters through two windows, highlighting the stylish wall decor.
Flat in Shelburne
4.93 out of 5 average rating, 109 reviews

L&S Comfy Suite

Beautiful inviting space for families as well as individuals. Brand New Fully renovated area with lots of amenities for the whole family. 2 Great size bedroom with queen size beds. Jack And Jill full washroom with an amazing shower that boast body jets. Comes with all the bells and whistles. Open concept with Living room, Dining room, Full Kitchen, Washer and Dryer, free parking, work area ideal for remote work, and lots more…. NO UNREGISTERED GUESTS ARE ALLOWED AS PER HOUSE RULES.

Top guest favourite
A modern kitchen space is showcased, featuring white cabinetry and a sleek red refrigerator. Essential appliances, including an oven and microwave, are easily accessible. The area includes a dining table, and the light tile flooring reflects the bright ceiling lights, creating an open and inviting atmosphere.
Flat in Stouffville
4.91 out of 5 average rating, 122 reviews

New Contemporary Comfort: Your Stylish Retreat

Welcome to brand new 1 Bedroom, 1 Bathroom and Sofa Bed located in quiet neighbourhood. This private unit is equipped with queen size bed, kitchen, full bathroom and access is available through separate entrance. It is fully inclusive of everything you might need, such as a hot water kettle, microwave, oven, stove, dishes and silverware, and coffee maker. Access to downtown Toronto is only 40 min drive. Located near 407 ETR. 10 min to downtown Stouffville with all amenities nearby.

Top guest favourite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Flat in Richmond Hill
4.96 out of 5 average rating, 398 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Guest favourite
A modern kitchen is featured, showcasing stainless steel appliances and a spacious island with seating for four. Gray cabinetry contrasts with light wood flooring, while open shelving displays white dishware. Warm lighting from pendant fixtures enhances the inviting atmosphere.
Flat in Guelph
4.97 out of 5 average rating, 308 reviews

As seen on HGTV! 2-Bedroom Luxury Apartment

As featured on HGTV'’s "Income Property" with host Scott McGillivray (Season 9 Episode 2). Our guests love our "sparkling clean" luxury apartment. Cozy up by the gas fireplace, enjoy a cup of Keurig coffee or tea, or make yourself a gourmet meal in our spotless, fully equipped kitchen. Whether you're working "from home" or enjoying a much-needed getaway, everything is right at your fingertips and you will feel right at home! Stay for a few days or a few weeks.

Guest favourite
A modern living room is depicted, featuring a dark sectional sofa facing a sleek black coffee table. A large television is mounted on the wall, and a decorative mirror reflects the space. Soft lighting enhances the cozy ambiance, while a small faux plant adds a touch of greenery.
Flat in Brampton
4.95 out of 5 average rating, 120 reviews

Brand New Basement Apartment in Brampton

LUXURY 2-BEDROOM BASEMENT SUITE! Newly built, fully furnished beautiful apartment with luxurious modern finishes located in a quiet and decent neighbourhood in Brampton. Suitable for families and travellers. Close to all major highways and public transportation. Close drive to grocery stores, parks, trails, gym, gas station, coffee bar like Tim Hortons and Pearson Airport. All amenities included making​ your stay as comfortable as possible..

Superhost
A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.
Flat in Milton
4.82 out of 5 average rating, 193 reviews

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Guest favourite
A spacious living area features a large sectional sofa arranged around a soft area rug. Light wood flooring is complemented by pale walls and columns. A mounted television and shelves are visible. A dining area is to the right, with a table and chairs.
Flat in Oak Ridges
4.88 out of 5 average rating, 161 reviews

Large Walk-out private apartment w/ parking

A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

Popular amenities for Caledon apartment rentals

When is the best time to visit Caledon?

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Avg. price$90 SGD$86 SGD$87 SGD$91 SGD$94 SGD$95 SGD$98 SGD$100 SGD$94 SGD$98 SGD$92 SGD$91 SGD
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Quick stats about flat rentals in Caledon

  • Total holiday rentals

    Explore 210 holiday rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    210 of Caledon holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caledon rentals

  • 4.7 Average rating

    Caledon stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Caledon’s top spots include SilverCity Brampton Cinemas, Landmark Cinemas 7 Bolton and Uptown Theatre

Destinations to explore

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