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Condo holiday rentals in Caledon

Find and book unique condos on Airbnb

Quick stats about condo rentals in Caledon

  • Total holiday rentals

    Explore 10 holiday rentals in Caledon

  • Nightly prices starting at

    Caledon holiday rentals start at $70 AUD per night before taxes and fees

  • Verified guest reviews

    Over 370 verified reviews to help you choose

  • Wi-Fi availability

    10 of Caledon holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Caledon rentals

  • 4.8 Average rating

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

Top-rated condo rentals in Caledon

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

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Superhost
Condo in Brampton

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."

FamilyValueNearby

4.89 out of 5 average rating, 114 reviews
Guest favourite
The living area presents a spacious layout, featuring a white sofa and a glass coffee table. A large television is mounted on the wall. Decorative glass vases in teal shades are placed nearby. Natural light filters through the open space, creating a welcoming ambiance.
Condo in Oakville

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

FamilyValueWalkability

4.87 out of 5 average rating, 124 reviews
Guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator, oven, and microwave, arranged around a warm, wooden countertop. White cabinetry complements the neutral walls, while a sleek sink is positioned near the countertop, enhancing functionality in the space.
Condo in Orangeville

Modern Private Suite | Full Kitchen, Self Check-In

Welcome to our fully renovated 700 sq ft, lower-level suite, complete with a full kitchen. Basement suite is accessed through a shared front foyer, private locked door and self check-in via keypad. A 2 min walk to the hospital, and a short drive to arenas and downtown. Ideal for medical stays, hockey families, and anyone looking for quiet. Parking for one car on the driveway (free street parking May-October). Our 5-day cancellation policy ensures your dates are held exclusively for you.

FamilyLocationCleanliness

4.84 out of 5 average rating, 106 reviews
Guest favourite
A spacious living area is furnished with a comfortable sectional sofa and a coffee table, complemented by an area rug. Natural light floods in from a large window, illuminating the modern kitchen with wood cabinetry and bar seating in the background.
Condo in Elora-Salem

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.

LocationFamilyAccuracy

4.93 out of 5 average rating, 190 reviews
Top Guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Condo in Yorkdale

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

LocationFamilyLaundry

5.0 out of 5 average rating, 166 reviews
Guest favourite
A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.
Condo in Mississauga

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.

ValueLocationPool

4.9 out of 5 average rating, 169 reviews
Top Guest favourite
Condo in Downtown Toronto

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

Welcome to this luxury 3-bedroom, 2-bath lakeview condo in downtown Toronto. Enjoy stunning views of Lake Ontario and the CN Tower in a modern, comfortable space perfect for families, business travelers, or groups. Only a 3-minute walk to TTC Osgoode Subway Station, and about 15 minutes by subway to BMO Field, one of the 2026 FIFA World Cup venues. Close to Toronto’s best restaurants, shopping, nightlife, entertainment, and major attractions. *Not ideal for parties *Must be quiet

FamilyValueHot tub

4.96 out of 5 average rating, 194 reviews
Guest favourite
A spacious living area features a comfortable patterned armchair, a wooden coffee table, and a stylish sectional sofa. A wall-mounted television is positioned above a modern fireplace, enhancing the room's inviting layout. Natural light fills the space through large windows, complemented by tasteful decor.
Condo in Elora-Salem

(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.

FamilyLocationCheck-in

4.86 out of 5 average rating, 198 reviews
Top Guest favourite
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 Hamilton

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!

FamilyLocationIndoor spaces

4.95 out of 5 average rating, 197 reviews
Superhost
A cozy sleeping area is furnished with a spacious bed adorned with a patterned blanket. On both sides of the bed, bedside tables hold stylish lamps. Above the bed, a decorative wall art piece spells 'HOME,' enhancing the simple decor of the room.
Condo in Brampton

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.

FamilyValueAmenities

4.89 out of 5 average rating, 257 reviews
Superhost
Condo in Mississauga

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

FamilyValueLong stay

4.89 out of 5 average rating, 159 reviews
Guest favourite
The living area features modern furniture with a blue sofa and a wooden coffee table. A piece of wall art depicting floral arrangements is displayed above the sofa. Large windows allow ample natural light and showcase city views.
Condo in Kitchener

Resort Condo with Bowling and Spa Hot Tub

Stunning 2BR/2BA corner suite in the heart of Kitchener, directly across from Google Kitchener Downtown. Enjoy city views, a fully equipped space for up to 7 guests, and amazing amenities like a hot tub, bowling alley, sauna, rooftop patio & gym. Includes free parking. This fully licensed Airbnb offers a seamless, worry-free stay in a vibrant, walkable neighborhood with easy access to the LRT and GO Station.

ValueFamilyAir conditioning

4.92 out of 5 average rating, 150 reviews

Popular amenities for Caledon condo rentals

Pet-friendly condo rentals

Guest favourite
An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.
Condo in Downtown Toronto

Modern 1BR Toronto Downtown Condo, King size bed

FamilyValueGetting around

4.95 out of 5 average rating, 116 reviews
Guest favourite
A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.
Condo in Downtown Toronto

Rooftop Pool Condo with CN Tower View

ValueLocationKitchen

4.94 out of 5 average rating, 178 reviews
Guest favourite
Condo in Downtown Toronto

Debonair Condo Heart of Toronto w/Free Parking

ValueLocationCleanliness

4.96 out of 5 average rating, 111 reviews
Top Guest favourite
A cozy living area features a gray sectional sofa adorned with decorative pillows. A round coffee table sits in front, positioned on a patterned rug. Large windows provide natural light and views of the city, with sheer dark curtains on either side.
Condo in Downtown Toronto

Cozy Condo • Free Parking• Steps from the CN Tower

LocationValueAccess

4.98 out of 5 average rating, 102 reviews
Guest favourite
Condo in Downtown Toronto

Bright & Cozy Condo w/ Private Balcony - Ent. Dist

ValueLocationDecor

4.89 out of 5 average rating, 134 reviews
Top Guest favourite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Condo in Downtown Toronto

Charming Condo w Parking, CN Tower View & Pool

FamilyValueSleep quality

4.94 out of 5 average rating, 150 reviews
Guest favourite
A bright living area is featured with an open-concept layout, showcasing a modern kitchen with sleek appliances and a dining table surrounded by black leather chairs. Floor-to-ceiling windows offer ample natural light, while a cozy seating area provides a welcoming atmosphere.
Condo in Downtown Toronto

College Park :2Bd+2bth + Free parking

LocationFamilyParks

4.93 out of 5 average rating, 227 reviews
Guest favourite
Condo in Parkdale

Expansive Suite & Stunning Lake Views

ValueLocationBathroom

4.85 out of 5 average rating, 108 reviews

Condo rentals with a pool

Top Guest favourite
A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.
Condo in Downtown Toronto

Luxury Downtown Condo For 6 (Near CN Tower)

ValueLocationAccuracy

4.97 out of 5 average rating, 192 reviews
Guest favourite
A modern living area is highlighted by large windows offering views of the outside. A spacious sectional sofa is complemented by decorative cushions. A sleek kitchen island with stone countertops provides ample space, and a dining area is visible, accented by natural light.
Condo in Downtown Toronto

3BR Penthouse with Panoramic Views + Large Terrace

ValueLocationOutdoor spaces

4.89 out of 5 average rating, 119 reviews
Guest favourite
A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.
Condo in Downtown Toronto

Stylish 1BR on Toronto’s Harbourfront

ValueFamilyNearby

4.93 out of 5 average rating, 126 reviews
Top Guest favourite
Condo in Downtown Toronto

Luxury Downtown Condo For 6 (CN Tower View)

FamilyLocationNearby

4.98 out of 5 average rating, 129 reviews
Superhost
Condo in Downtown Toronto

DownTown 2Bd 2Bat W Stunning View STEPTo CN Roger

LocationFamilyCondition

4.77 out of 5 average rating, 191 reviews
Guest favourite
A balcony view captures the iconic CN Tower alongside a modern building structure. The expansive glass windows reflect the urban skyline and lake in the distance, evoking a sense of openness and connection to the city.
Condo in Downtown Toronto

Toronto CN Tower 2 Bed 2 B w Master King w Parking

LocationFamilyWalkability

4.85 out of 5 average rating, 205 reviews
Guest favourite
The living area features a white leather sofa adorned with blue floral cushions, paired with a glass coffee table. A plant is positioned beside the floor-to-ceiling windows, allowing natural light to brighten the space. In the background, the kitchen is visible with modern appliances.
Condo in Downtown Toronto

1BR+Den|Parking&Pool|UnionStation|CNTower&Arena

FamilyValueNearby

4.91 out of 5 average rating, 139 reviews
Guest favourite
A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.
Condo in Downtown Toronto

Prime location • Amazing views • FREE parking

FamilyLocationBathroom

4.96 out of 5 average rating, 100 reviews