
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.

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!

★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.

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.

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.

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.

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.

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.

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.

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.

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!

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!

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
Weekly apartment rentals

The King's Rest

Bright & Spacious 2BR Apartment | CaledonEast

Nith River Loft

The Luxe Hideout - Guest Suite Basement Apartment

Vintage Charm on the River

A bright & chic 2 bedroom urban apartment

Guest Suite in Hockley Valley

Country Getaway in Erin
Private apartment rentals

NEW-Garden's of Anne (Beautiful Old Town Property)

Charming Studio Retreat • Heated Pool Available

Brand New Basement Apartment – 2 Bed, 1 Bath

Beautiful Getaway in Orangeville

The Woodland Walkout

Elegant 2BR Basement Retreat – Private & Cozy.

Cataract Comfort!

Riverside Retreat
Apartment rentals with a hot tub

The Farmer's Cottage

Charming and Luxurious 2BR+1Bath Guest Suite

The Fort York Flat

Sunflower Manor • Your Wine Country Family Retreat

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Family Friendly | HOT TUB | Near Toronto & UOIT

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Stay w/phenomenal view!
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 12°C | 17°C | 20°C | 19°C | 15°C | 9°C | 3°C | -3°C |
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
Destinations to explore
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Dufferin Grove Park




