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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
A modern living area features a gray sectional sofa and a light-colored accent chair. A wooden coffee table sits atop a textured rug. The open kitchen, equipped with stainless steel appliances, is visible in the background, illuminated by natural light from large windows.
Flat in Elora-Salem
4.96 out of 5 average rating, 114 reviews

Elora’s Irvine River Suite

Welcome to your private suite, nestled amongst the trees above Elora’s beautiful Irvine River. Steps to the iconic David Street Bridge offering a birds-eye view of the Gorge, one of the most popular views in the village. Take a 5-10 min scenic walk to the Elora Mill or the many fine restaurants and shops, then come back and enjoy a glass of wine on your private porch. It’s the perfect location for a couples retreat, wedding guests, business traveler, a weekend adventurer or solitude seeker!

Top guest favourite
A single-story bungalow is shown at dusk, highlighting a welcoming exterior. Snow blankets the ground, while warm light spills from the windows, hinting at a cozy interior. The driveway leads to a garage on the right, surrounded by bare trees against a twilight sky.
Flat in Georgetown
4.97 out of 5 average rating, 164 reviews

★Hidden Gem❤️City, off Mn Strip! PVT/LUXRY Suite ★

Rexway House is a luxurious main FLR, newly renovated & furnished 3 bedroom Apartment/suite bungalow, accommodate's 4. (Located in the Heart of the City), BIG Front & Back yard's, with sunrise/sunset views.* FREE* 4 Car driveway parking Dairy Queen /Mc Donald's, Just Step's away at the Top of the Street, and minute's walk to All Major Supermarket's, WINE/BEER store's, Shopping Mall, pub's/entertainment, eatery's, European bakeries, Convenience Store's, and Fast Food place's, PLUS much more.

Top guest favourite
A charming house with a classic design is depicted, featuring a white exterior and black shutters. A horse-drawn carriage is seen in the foreground, highlighting the unique surroundings of the suite. Lush greenery lines the streets, providing a pleasant backdrop.
Flat in Niagara-on-the-Lake
4.91 out of 5 average rating, 414 reviews

Barker House 3# suite(Grape)-heart of oldtown.

This suite is very spacious and is composed of three separate areas: a bedroom, a lounge and dining area, and a bathroom with a double - basin washbasin. All areas are for your personal use only, fully ensuring your privacy. The lounge and dining area is equipped with a coffee machine with coffee powder, a microwave oven, a toaster, an electric kettle, a mini - fridge, and various dining utensils, etc. The suite is on the ground floor, It also comes with a dedicated parking space and a balcony.

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, 321 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.

Guest favourite
A tranquil outdoor space featuring a hot tub under a shaded area. Surrounding greenery adds to the atmosphere, while a small storage shed is positioned nearby. The stone patio is laid out with decorative gravel accents, creating a peaceful retreat for relaxation.
Flat in Downtown St. Catharines
4.94 out of 5 average rating, 554 reviews

hidden gem retreat-HotTub, Igloo & movie room

Welcome to your perfect getaway be transported to an oasis where you can enjoy privacy. Nestled perfectly in the downtown, this stylish apartment is spacious & contemporary. relax on the oversized comfy couch, read in the cozy nook by the window taking in the sunlight or have an evening under the stars while soaking in the jacuzzi. You may see a mix of urban life, including the homeless, who are generally friendly. our apartment provides everything you need for an unforgettable experience.

Top guest favourite
The exterior of a stone carriage house is visible, featuring a welcoming white entrance door and a smaller gray door. A white chair is placed beside the entry, and a planter with flowers is positioned on the right. The adjacent gravel pathway extends to the surroundings.
Flat in Elora
4.95 out of 5 average rating, 296 reviews

Broken Silo

Built in 1867, our attached carriage house has been renovated into a studio apartment. It has a private bath, complete kitchen, sitting area, in-floor heat, coffee and tea. We are located 7 kms south of Elora, 10 kms west of Fergus and 15 kms north of Guelph in the hamlet of Ponsonby. The apartment has a king size bed and a smart TV. No Pets or Smoking. Longer term rentals are available at discounted prices. We have honey bees, chickens, pigeons and a dog named Penny on the property.

Top guest favourite
A welcoming living area is highlighted by a brown leather sofa and a glass coffee table with a wooden base. A cozy fireplace is flanked by ornamental decorations, while soft drapes frame a window. The floor is covered with plush, light-colored carpeting.
Flat in Linwood
5 out of 5 average rating, 134 reviews

The Olde Chick Hatchery

Our spacious, newly updated, 3-bedroom apartment is nestled within the heart of Waterloo Region's Mennonite and Amish Community. This unique Airbnb, a former chick hatchery, is flooded with natural light, creating a warm and inviting atmosphere. Our huge rooftop patio provides a perfect spot for relaxing. Prepare delicious meals in our fully equipped kitchen. Conveniently located 10 minutes from the village of St. Jacobs, 15 minutes from Waterloo and along the Guelph to Goderich trail.

Top guest favourite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Flat in Centre Island
4.95 out of 5 average rating, 110 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Guest favourite
An open-concept living area features a cozy sectional sofa and a coffee table. A wall-mounted TV is positioned above a contemporary fireplace. Natural light is welcomed through sliding glass doors that lead to a private outdoor space, offering a sense of comfort and relaxation.
Flat in Centremount
4.86 out of 5 average rating, 125 reviews

Frenchman’s Pass - Cozy nook on the Hamilton brow

Welcome to your home away from home! This charming one-bedroom apartment is nestled on the beautiful Hamilton Mountain, steps away from the scenic brow. Located in one of the city's most upscale neighborhoods, it offers the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking, private deck and all essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping centers, restaurants, and public transit.

Top guest favourite
The kitchen area features modern appliances including a stainless steel refrigerator and oven. A marble island is complemented by two metal bar stools. A woven wall hanging adds texture, and various kitchen items are neatly arranged, providing a functional and inviting space.
Flat in Innisfil
4.99 out of 5 average rating, 111 reviews

Spacious Apartment 5 Minute Walk to Innisfil Beach

Book this bright, comfortable, second floor guest apartment just a short walk to Lake Simcoe & Innisfil Beach Park! Enjoy all the comforts of home in a beautiful space with high ceilings and lots of natural light. It's perfect for all seasons! We are an hour from Toronto, 20 minutes from Barrie, 15 minutes from Friday Harbour Resort, 25 minutes from Snow Valley, 30 minutes from Vetta Nordic Spa, and 15 minutes from Three Feathers Terrace Event Venue. NO CLEANING FEES!

Top guest favourite
A stylish open-concept living area features a comfortable sofa with accent pillows and a sleek coffee table. A dining space with a round table is visible, and modern lighting fixtures hang from the ceiling. A staircase leads to the upper level, and a potted plant adds a touch of greenery.
Flat in Elora-Salem
4.97 out of 5 average rating, 312 reviews

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

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, 126 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..

Popular amenities for Caledon apartment rentals

When is the best time to visit Caledon?

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Avg. price$88 SGD$84 SGD$86 SGD$89 SGD$92 SGD$93 SGD$96 SGD$98 SGD$92 SGD$95 SGD$91 SGD$95 SGD
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Quick stats about flat rentals in Caledon

  • Total holiday rentals

    Explore 200 holiday rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    200 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

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