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.

%{current} / %{total}1 / 1
Guest favorite
Condo in Brampton
4.9 out of 5 average rating, 109 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."

Top guest favorite
A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.
Condo in Innisfil
5 out of 5 average rating, 211 reviews

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!

Top guest favorite
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
4.93 out of 5 average rating, 178 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 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 dĂŠcor.
Condo in Yorkdale
5 out of 5 average rating, 132 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

Top guest favorite
Condo in Innisfil
4.93 out of 5 average rating, 213 reviews

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

Top guest favorite
Condo in Innisfil
4.98 out of 5 average rating, 101 reviews

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.

Guest favorite
A bright living area features a modern fireplace surrounded by decorative plants. A dark wooden coffee table and a light-colored sofa are highlighted in the cozy space. Large windows allow natural light, offering views of the outdoors complemented by artwork on the walls.
Condo in Elora
4.87 out of 5 average rating, 169 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 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, 144 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
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
4.89 out of 5 average rating, 232 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, 135 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

Superhost
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
4.91 out of 5 average rating, 138 reviews

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.

Top guest favorite
A colorful seating area features a bright, multi-colored sofa alongside a contemporary black shelf. A mirror is positioned above the shelf, which holds decorative items and books. Natural light enters through large windows, illuminating the warm wood flooring.
Condo in Innisfil
4.99 out of 5 average rating, 306 reviews

Boho by the Bay

BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

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 € 43 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

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Peel
  5. Caledon
  6. Condo rentals