
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."

Fire & Ice Spa w/ Private Sauna!
Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh and unwind in your very own private spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! Make Fire & Ice your next vacation destination and reconnect in a most romantic, relaxing suite!

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

The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

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.

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

(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.

Resort Condo in Friday Harbour
Exquisite 1 Bedroom condo with separate pull out couch. Get ready to relax and unwind. Only 45 minutes from Toronto. Great getaway for couples, singles, work travelers and those just wanting to relax or some adventure. Enjoy the marina, boardwalk, shops, restaurants, nature trails, golf course and much more. Visit: friday harbour .com for complete list of activities and explore all that FH has to offer. Owner only restrictions apply.

Bohemian Luxury at Friday Harbour Resort Simcoe
Welcome to a Bohemian Paradise in the Heart of Friday Harbour. Treat yourself to a relaxing experience only 1hr from Toronto. This beautifully designed condo was designed to make your experience at Friday Harbour the best it can be. **Convenience** One of the few condos with direct walkout to the courtyard’s Firepit and BBQs. Steps away from Restaurants, Nature Trails, Beach & Boardwalk, Golfing, Live Music Events every Weekend.

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.

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
Weekly condo rentals

Entire DT Condo • Parking • Msg me 4 discount

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

Entire Unit | Walk Everywhere

Cedar Hill Hideaway

Charming 2 Bed/2 Bath at Friday Harbour Resort

Toronto Skyline view | Walk Everywhere

Lux Condo by Downtown Kitchener

Your cozy haven is ready for you!
Pet-friendly condo rentals

Luxury and Spacious 1BR + Den - Financial District

Beautiful suite in Downtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

Humber Bay Family Friendly condo w Terrace&Parking

Pet friendly 2 BR with a private terrace at FH

Designer Condo with beautiful harbour view.

Modern 1BR Toronto Downtown Condo, King size bed

Beautiful Lake View Studio Condo + 1 free Parking
Condo rentals with a pool

Golf, Spa & Spring Vibes Getaway at Friday Harbour

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

Downtown Markham Unionville

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

Charming Condo w Parking, CN Tower View & Pool

Closest condo to Rogers Centre/CN tower in Toronto

Luxury Downtown Condo For 6 (CN Tower View)
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 $69 CAD per night before taxes and fees

Verified guest reviews
Over 350 verified reviews to help you choose

Wifi availability
10 of Caledon vacation rentals include wifi 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
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Pocono Mountains Vacation rentals
- Northeast Ohio Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Niagara Falls Vacation rentals
- Pittsburgh Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Cleveland Vacation rentals
- Guesthouse rentals Caledon
- Rentals with pools Caledon
- Rentals with a firepit Caledon
- Pet-friendly rentals Caledon
- Rentals with a patio Caledon
- Rentals with a fireplace Caledon
- Rentals with an EV charger Caledon
- Fitness-friendly rentals Caledon
- Rentals with a hot tub Caledon
- Townhouse rentals Caledon
- Apartment rentals Caledon
- Rentals with lake access Caledon
- Rentals with outdoor seating Caledon
- Bed and breakfasts Caledon
- Waterfront rentals Caledon
- Smoking-friendly rentals Caledon
- Private suite rentals Caledon
- Family-friendly rentals Caledon
- House rentals Caledon
- Rentals with breakfast Caledon
- Rentals with a washer and dryer Caledon
- Condo rentals Peel
- Condo rentals Ontario
- Condo rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Blue Mountain Village
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Financial District
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- York University





