
House vacation rentals in Caledon
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Top-rated house rentals in Caledon
Guests agree: these houses are highly rated for location, cleanliness, and more.

Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Cozy newly renovated one bedroom apt
Bring the entire family to this wonderful location with plenty of space for relaxation. The Toronto Pearson International Airport is only 22 minutes away, and major highways are nearby. A family-friendly setting, side entrance, convenient location, and walking distance to SilverCity Cinemas, Metro Supermarket, TD Bank, CIBC Bank, and a number of restaurants (including MOntanas BBQ & Bar, Hakkalious, Brar's, and others), as well as a number of clothing stores, and many more establishments.

Studio Apartment
Discover the perfect blend of comfort and convenience in this cozy studio apartment, ideally situated in the vibrant heart of Caledon. Key Features: Prime Location: Steps away from shops, cafes, and parks. Modern Amenities: Spacious living area, and stylish bathroom. Natural Light: Large windows that fill the space with warmth and brightness. Community Vibe: Enjoy the friendly neighborhood atmosphere and local events. This peaceful retreat, offers everything you need. Don't miss out!

Spacious and Comfy 2 BR Suite
Discover tranquility in our 2-bedroom legal basement apartment, nestled in Milton’s quiet and peaceful neighborhood. Enjoy an open-concept living room with 8.5 ft ceiling, and 2 roomy bedrooms; perfect for couples or families to relax in this comfortable, private, retreat. Easy access to Oakville, Burlington, Mississauga, and Toronto Pearson Airport, and minutes away from Toronto Premium Outlets, Mattamy Cycling Centre, and scenic trails, makes this location ideal for both work and play.

Stylish 3BR | Hot Tub • Firepit • Cozy Fall Escape
Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

"Cottage Home On The River" 1 Bedroom
Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Cheerful Private Studio House
Bring yourself to this excellent place for a peaceful family-friendly stay. The Place is near YYZ Toronto Airport, the Go Train station for downtown Toronto, and walking to food outlets, Cassie Campbell Community Centre. Our Place is highly sought-after and has top-rated reviews by our guests. The place is warm and well-lit to provide you cozy comfortable stay. Ensuite private bathroom, walk-in closet, modern kitchenette with dining island space. spacious exercise and yoga area.

Mississauga Bsmt Apartment off of Bloor St!
Basement apartment with seperate entrance and complete privacy, located in Mississauga bordering Toronto. A minute walk to Bloor Street which goes directly to downtown Toronto. For people taking public transportation there is a great connection on Bloor St to the Kipling Subway station and to Square One Mall. If looking to visit downtown Toronto by public transportation, it will take about 50 minutes. Parks and lots of attractions near by. New Baby and Toddler in house.

Elegant 2BR townhouse condo in central Oakville
Enjoy your stay in this elegant, clean, and fully equipped two bedroom and two-bathroom condo townhouse. Centrally located in Oakville and within walking distance to shops, restaurants, and parks. Beautiful upscale building in a quiet and safe neighborhood with large terrace overlooking a mature tree lined street. Abundant walking trails nearby for you to explore and enjoy. Easy access to highway 407, 403, QEW and Trafalgar GO Station.

Luxurious, modern basement unit
Kick back and relax in this calm, stylish space. Prime location near bus stop, shops, restaurants there is something for everyone. Whether you are here for work or pleasure this is your best place. Your home away home. Nice and modern new basement apartment with fast and reliable fibe internet , smart TV with Netflix, Amazon prime and Disney plus , dedicated work space and free parking

The Coastal Cottage
Escape to our modern bohemian beachfront cottage for a serene and stylish getaway. Whether you're seeking a romantic retreat or a peaceful solo adventure, our little slice of paradise is the perfect backdrop for creating lasting memories. Book your stay today and start counting down the days until you wake up to the sound of crashing waves and breathtaking sunrises. t4yh7

Private Basemnt Apt., Separate Entry, Free Parking
Clean, private & cozy basement apartment with full privacy in a beautiful corner house in a residential neighbourhood. Open concept bedroom, living room and ensuite private bathroom. Free parking on the driveway, separate/ private entrance through the garage. Guests have access to a beautiful porch with muskoka chairs and a well maintained front and side lawn...
Popular amenities for Caledon house rentals
House rentals with a pool

Award Winning Luxury Home with Heated Pool + Sauna

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

WhiteOrchid LuxuryHome WithSaltHeatedSwimmingPool

Entire Guest Unit+Free Parking by Glenbridge Plaza

The Nautical Nook | Luxury Beach House

California Chic +Breathe +Unwind +Restore

Victorian Charm – TIFF/FIFA Base in King West
Weekly house rentals

Modern Stay Brampton Luxurious (Basement)

Modern Lakefront Cottage In The City With Hot Tub

Adey's Haven: 1BR + Free Parking

A Private Oasis with Fireplace

Peaceful retreat on 10 acres

Pond View Gardens

Entire Lower Level Home 3500 Sq Walk Out

Private Studio Apt •Sep Entrance •Parking •Wi-Fi
Private house rentals

Luxury 2BR |Chef's Kitchen|86" TV Netflix |Parking

Elegant & Spacious 1 Bd1Bth Private Apmt by Forest

Perfect@2, Comfortable @4

Private Basement Entrance suite

4BR Ultra-Modern Retreat – Fully Renovated & Chic!

Family Stay | Pool Table | BBQ | Pond | One Level

Luxury Home with Sauna, Patio & Backyard Near Lake

Cozy Townhouse Near Pearson & Wedding Venues
When is the best time to visit Caledon?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ239 | ﺩ.ﺇ228 | ﺩ.ﺇ228 | ﺩ.ﺇ253 | ﺩ.ﺇ261 | ﺩ.ﺇ268 | ﺩ.ﺇ294 | ﺩ.ﺇ286 | ﺩ.ﺇ268 | ﺩ.ﺇ253 | ﺩ.ﺇ253 | ﺩ.ﺇ253 |
| 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 house rentals in Caledon

Total vacation rentals
Explore 1,060 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 14,430 verified reviews to help you choose

Family-friendly vacation rentals
410 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
500 properties have a dedicated workspace

Wi-Fi availability
1,020 of Caledon vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Caledon rentals

4.6 Average rating
Caledon stays receive an average rating of 4.6 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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- Rentals with a fire pit Caledon
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Blue Mountain Village
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
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- Toronto Zoo
- Financial District
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