
Condo holiday 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.

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.

Spacious 1 Bed + Den + Downtown + Free Parking
Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Modern & Luxury 1+Den Condo w/Parking
Large & Cozy 1+Den Condo in Brampton w/Free Underground Parking & High Speed Internet Large Windows, 9' Ceilings, Kitchen Fully Stocked, Queen Sized Bed & Full Size Sofa Bed. Separate Office Area With Desk & Chair. Smart TV & Laundry. Can Accommodate Up To 4 People Walking Distance to Mount Pleasant GO Station with Direct Access To Downtown Toronto in 50 Minutes Centrally Located Close To Shopping, Highways, Parks & More Amenities No Stairs Involved To Get Into Unit & Wheelchair Accessible

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

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games
**Hydro spa hot tubs are open! **Fully licensed Airbnb - no hassle during your stay! **Stunning Interior decor, guests'' unique experience **Unmatched amenities in town! you must check out the amenities' pictures **Corner unit with stunning city views ** Location! Heart of Kitchener, centrally located to grocery stores, hip restaurants/bars, cute local shops, parks & happening city life ** 3 mins walk GO Station. 126 Weber St. W **Across Goo-gle Head office w/ LRT rail at doorsteps

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!

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.

Cozy Oakville Oasis | Modern & Peaceful Stay
Enjoy a peaceful stay in this stylish apartment near Saw Whet Golf Club and beautiful Bronte Creek Provincial Park. 3 min from the QEW, Bright, open-concept living space, full kitchen, private balcony, high-speed WiFi, and free parking. Just a short drive to Bronte Village with its waterfront trails, cafes, and shops. Ideal for couples, solo travelers, or business guests seeking comfort and convenience in Oakville.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
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 swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Liberty Village Luxurious 1 Bed + Free Parking
STR-2307-HDGHHW Welcome to Toronto! Enjoy a cozy 1-bedroom suite in vibrant Liberty Village. With free parking, it's perfect for solo travelers or couples. Explore nearby restaurants, bars, and shops, or take a short walk to the Entertainment District for more fun. Relax in comfort in this thoughtfully designed space. Can't wait to host you and make your Toronto stay memorable!

Bright & Stylish 1 Bedroom Condo in King West
My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!

Cozy Basement Apartment (700 sq ft) & Full Kitchen
Welcome to our newly renovated 700 sq ft basement apartment with full kitchen. Centrally located we're a 2 min walk to the hospital, a 5 min drive to Orangeville's two hockey arenas and a short drive to downtown. Free parking for one car on the driveway, unlimited free parking on the street 24/7 from May to October.
Popular amenities for Caledon condo rentals
Weekly condo rentals

Cozy Apartment Milton | Balcony + Parking | 30+

Beautifully Upgraded One Bedroom and Den + Balcony

City Views & Private Balcony | Gym, Pool & More!

Chic Richmond hill Condo

Elegant Open-Concept Condo in Downtown-KW

Stunning 1+Den Condo by the Lake

Elegant & Modern Condo

Modern 1BDRM Condo | Easy Airport & DT Access
Pet-friendly condo rentals

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Modern Eclectic Condo in King West Area

Stylish Yorkville Studio: Near U of T & ROM

Humber Bay Family Friendly condo w Terrace&Parking

Admire City Views from Bed at this Chic Apartment

The Beaches pied-á-terre (Woodbine Beach)

Beautiful Lake View Studio Condo + 1 free Parking

Stylish Apartment in Toronto - Long term available
Condo rentals with a pool

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Gorgeous 2 bedroom Penthouse

Lux Waterfront Condo Pool Hot Tub Free Parking

Lakeside Condo Studio In Downtown Toronto

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

Resort Style Lake View Condo
Quick stats about condo rentals in Caledon

Total holiday rentals
Explore 20 holiday rentals in Caledon

Nightly prices starting at
Caledon holiday rentals start at $33 NZD per night before taxes and fees

Verified guest reviews
Over 340 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Caledon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- Blue Mountain Village
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Wasaga Beach Area
- Lakeridge Ski Resort




