Condo vacation rentals in Caledon

Find and book unique condos on Airbnb

Top-rated condo rentals in Caledon

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

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Guest favorite
Condo in Brampton
4.9 out of 5 average rating, 111 reviews

Luxurious Condo Apartment 1BR-1BA-1Den, w. parking

"Thanks for stopping by! A lovely space to unwind and relax. Indulge in the comfort and tranquility of this contemporary space. Amazing location! Whether your visit is for business or pleasure - this is a perfect space with all the comforts of home. Enjoy great views and morning sun on the 90 SF balcony. Walking distance to restaurants, shopping and parks. Close access to Airport, hwy410, 401, 407 & Mount pleasant GO Station. Come and see why Brampton is rated one of the best cities in Canada."

Guest favorite
A modern high-rise building is depicted on a busy city corner, showcasing a glass and gray panel exterior. The street below is bustling with pedestrians and vehicles, highlighting the urban environment. Clear blue sky fills the background, providing a bright contrast to the architectural lines.
Condo in Entertainment District
4.91 out of 5 average rating, 141 reviews

Bright, cozy downtown condo near King/Queen West

Bright, quiet, cozy bachelor condo in the heart of downtown, 10 min walking distance to the CN tower, Scotiabank Arena (go Leafs go!), Rogers Centre, & Queen/King St West. Restaurants, bars, night life, & late night food literally steps away. Within 2 min walk of public transit (TTC - streetcars and subway). Full condo including loft bed (double bed), couch, & 60 inch TV with Prime, YouTube, and Chromecast. Condo gym available. My quaint home with endless adventures right outside the front door.

Guest favorite
Condo in Oakville
4.87 out of 5 average rating, 112 reviews

LUXURY CONDO, GREAT DECOR, WHEELCHAIR FRIENDLY!!!

NEW GORGEOUS LUXURY CONDO WHEELCHAIR ACCESIBLE. *** NEW BED in 2nd!*** PRIME BEDROOM has a queen size memory foam mattress & a desk. SECOND BEDROOM has a brand new bed with double mattress medium/firm and a working desk, now accessible to guests. 2 FULL BATHROOMS: The en-suite has has a step up shower and a Bidet. SECOND: Has a tub & shower, very spacious. *OPEN CONCEPT LIV. AREA. *OPEN BALCONY. TASTEFULLY FURNISHED, SOFT AND CLEAN COLORS HARDWOOD FLOORS THROUGHOUT EXTRA WIDE HALLS AND DOORS

Guest favorite
A modern living area features a gray sofa adorned with blue cushions. A wooden coffee table sits on a patterned rug, with a large flat-screen TV mounted on the wall displaying content. The kitchen area is visible in the background, equipped with sleek appliances.
Condo in Churchill Meadows
4.92 out of 5 average rating, 128 reviews

Entire Condo - 20min from Toronto Airport

This cozy one bedroom, 500 sq. ft., condo is located in the desirable Churchill Meadows area. It’s conveniently located across the street from Erin Mills Mall and within walking distance to all major amenities. You’ll find highway access to be a breeze; HWY 403 is only 1 minute away and the 401 under 10 minutes. Toronto Pearson Airport is a 15 minute drive, and you’ll find yourself downtown Toronto within 25 minutes. My place is perfect for business travelers, solo adventurers and couples.

Guest favorite
A private balcony offers views of the Grand River, framed by lush greenery. Natural light reflects off the water, while a wooden deck provides a spacious area for relaxation. The scene includes trees lining the riverbank and a glimpse of the surrounding neighborhood.
Condo in Elora
4.93 out of 5 average rating, 180 reviews

Riverview...A Gorgeous Condo on the Grand

This limestone gem has been meticulously restored with loads of charm & character. Has the lure of historic downtown Elora & the majestic Grand River captured your imagination? Enjoy mystical morning sunrise views or evening night caps from the private balcony overlooking the Grand. Located steps from the Elora Mill, quaint shops, galleries, pubs, restaurants & LCBO. Walk to Gorge park, Quarry, access hiking/biking trails & enjoy all that mother nature has bestowed on this beautiful village.

Top guest favorite
A modern living area features a large, light-colored sofa positioned on a fluffy rug. Floor-to-ceiling windows provide expansive views, allowing natural light to fill the space. A sleek television is mounted on the wall, complemented by decorative plants and contemporary artwork.
Condo in Yorkdale
5 out of 5 average rating, 137 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Guest favorite
An indoor pool is centrally located, featuring clear turquoise waters. Large windows allow natural light to fill the space, highlighting the modern tilework. A circular ceiling design adds architectural interest, while lounge chairs are positioned around the pool area, ensuring a relaxing environment.
Condo in Mississauga
4.9 out of 5 average rating, 155 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Guest favorite
Condo in Elora
4.87 out of 5 average rating, 171 reviews

(A) Elora Grand River Suite

Discover a bright and modern 3-bedroom Airbnb in the heart of Elora, perfectly positioned just across from the enchanting Elora Mill. This charming retreat is not only an ideal space for wedding parties to prepare in style and convenience but also a welcoming haven for anyone visiting Elora. With its stylish design and cozy ambiance, it offers a delightful escape where you can relax and unwind. Whether you're drawn to the picturesque views, or the historical charm of Elora.

Top guest favorite
A bright living area features a navy sofa bed positioned across from a black TV stand with a flat-screen television. Natural light floods in from the sliding glass doors that lead to a balcony, with greenery from a nearby plant adding a touch of nature.
Condo in Entertainment District
4.91 out of 5 average rating, 235 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Top guest favorite
A simple black background features the text 'Gallery Suite' in a bold, modern font. Below it, the words 'Stay a While' are presented in a smaller, complementary style, creating a welcoming and contemporary graphic. The overall design is minimalistic and elegant.
Condo in Strathcona
4.97 out of 5 average rating, 149 reviews

Gallery Suite

The Gallery Suite near Locke St. and McMaster is ideal for business or leisure stays. This bright, open-concept suite with a separate bedroom features unique artwork by Guelph artist Ryan Price. Located above a quiet RMT clinic, you'll enjoy a peaceful and private stay. Walking distance to trendy shops and cafes. Free parking is included for your convenience. Book now to experience a blend of comfort, art, and convenience!

Superhost
Condo in Brampton
4.89 out of 5 average rating, 237 reviews

Cozy Condo-Apartment/Suite in Brampton

Welcome to our beautiful, Pristine & Spacious 1-queen Bed, well decorated Condo Studio-Apartment/Suite in Brampton west, the apartment is a minute walk to Mount Pleasant Go Station which connects you to anywhere in Greater Toronto Area, and some few steps to shops, parks. Close access to Airport, Hwy 410, 401, 407 & Mount pleasant village. Providing the experience to see the nice beauty of Mount pleasant /Brampton west.

Guest favorite
Condo in Mississauga
4.9 out of 5 average rating, 139 reviews

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a well equippedand gym and games room. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto

Popular amenities for Caledon condo rentals

Quick stats about condo rentals in Caledon

  • Total vacation rentals

    Explore 10 vacation rentals in Caledon

  • Nightly prices starting at

    Caledon vacation rentals start at R811 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Wi-Fi availability

    10 of Caledon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Caledon rentals

  • 4.8 Average rating

    Caledon stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

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

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