
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.

Barker House 1# suite(Apple)-heart of oldtown.
This suite includes a bedroom,living room, dining area, simple kitchenette and bathroom. A balcony and parking space are for your sole use, ensuring great privacy. There is an independent entrance and exit. It is on the ground floor, so there's no need to climb stairs. The simple kitchen includes a coffee maker with coffee powder, a microwave, a toaster, a hot-water kettle, a mini-fridge, utensils and plates. Free Wi-Fi. It is 100 meters from Queen Street. It is 950 meters from the theatre.

Frenchman’s Pass - Cozy nook on the Hamilton brow
Welcome to your home away from home! This charming suite at the back of our home has a separate entrance and a convenient private deck. Nestled on the Hamilton Mountain in one of Hamilton's most upscale neighborhoods, we are steps from the scenic brow offering the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking and essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping, restaurants, and public transit.

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 the Bruce Trail. Close to Shelburne, Mansfield, Creemore, Pine River Institue and many excellent restaurants (The Globe and Mrs Mitchels). Only 40 minutes to the Scandinave Spa, Collingwood, Blue Mountain, Wasaga Beach. Golf Courses are close by. A perfect retreat just north of Toronto.

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.

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.

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.

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.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

The Evelyn Suites - Suite B - Petit 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, 1 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..

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.
Popular amenities for Caledon apartment rentals
Weekly apartment rentals

The King's Rest

Vintage Charm on the River

Charming Studio Retreat • Heated Pool Available

Beautiful Getaway in Orangeville

Guest Suite in Hockley Valley

Elegant 2BR Basement Retreat – Private & Cozy.

Cataract Comfort!

Your Luxurious Caledon Escape - Suite A
Private apartment rentals

"The Nest" in downtown Fergus

Elora Gingerview Its comfort with a View

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

Etherington Suites- The Victoria Suite- NEW!

The Woodland Walkout

Comfortable one Bedroom Apartment in Elora!

Guest Suite, 12 ft Ceilings, Cozy, Feels Like Home

Modern 1BR Condo w/ Patio & Free Parking
Apartment rentals with a hot tub

Luxe Retreat | Heart of DT Kitchener

Luxury CN Tower and Lake View Penthouse Sleeps 10

Modern Luxe Living – Walk to Square One & Transit

The Farmer's Cottage

Charming and Luxurious 2BR+1Bath Guest Suite

The Fort York Flat

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

Sunflower Manor • Your Wine Country Family Retreat
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £51 | £49 | £50 | £52 | £53 | £54 | £56 | £57 | £53 | £55 | £53 | £55 |
| 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 £15 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
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Wilfrid Laurier University
- Downsview Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park




