
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.

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."

#1 on Airbnb | 2 BR | Free Parking | Sleeps 6 | DT
This luxury downtown Toronto condo features exclusive modern décor furnishings. It’s a short 10-minute walk to the iconic CN Tower and moments from Toronto’s vibrant waterfront, restaurants, bars, nightclubs, parks, and grocery stores. Nearby attractions include the Rogers Centre, Ripley’s Aquarium, Entertainment District, King St W, Union Station, TIFF Bell Lightbox, Harbourfront, Kensington Market, and Metro Toronto Convention Centre, offering a comfortable experience in the CORE of Toronto.

Stylish 1BR Condo by Square One
Welcome to this modern, sophisticated, and fully furnished 1-bedroom apartment located in the heart of Mississauga’s Square One district. Features 65” living room TV, bedroom TV, full kitchen with cookware and basics, washer/dryer, and fast Wi-Fi. Enjoy building amenities like a gym, secure fob access, parking, grocery store on-site, and close proximity to restaurants and LCBO. Just 15 minutes to Pearson Airport and 25 minutes to downtown Toronto attractions. Perfect for a couple & small groups.

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

Chic High Rise Urban Retreat with CN Tower View
Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

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

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.

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.

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.

Lively 1+1 Lakeview Condo near CN Tower + Free Prk
Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.
Popular amenities for Caledon condo rentals
Weekly condo rentals

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

Our cozy casa

LuxCondo in the downtown kitchener uptown waterloo

Luxe 2BR Retreat + Free Parking

Luxury 1BD Condo w/ Stunning Views - Toronto

1 BR Boutique Charm, Urban Calm!

Entire Luxury Condominium in Mississauga

Open concept w/ city views
Pet-friendly condo rentals

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

Modern Eclectic Condo in King West Area

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

Charming Condo w Parking, CN Tower View & Pool
Condo rentals with a pool

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

Downtown Markham Unionville

Lux Waterfront Condo Pool Hot Tub Free Parking

Lakeside Condo Studio In Downtown Toronto

Stylish Downtown Toronto Condo with Free Parking

Luxury 1 Bedroom Suite In Heart Of Toronto

Luxury 2 bedroom + den full condo in Square One

Luxury Downtown Condo For 6 (Near CN Tower)
Quick stats about condo rentals in Caledon

Total vacation rentals
Explore 20 vacation rentals in Caledon

Nightly prices starting at
Caledon vacation rentals start at $50 per night before taxes and fees

Verified guest reviews
Over 250 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

4.6 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
- University of Toronto
- Blue Mountain Village
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Snow Valley Ski Resort
- Rouge National Urban Park
- Christie Pits Park
- Toronto City Hall
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