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Waterfront vacation rentals in Caledon

Find and book unique waterfront rentals on Airbnb

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Popular amenities for Caledon waterfront rentals

Waterfront apartment rentals

Guest favorite
An open-plan living area showcases a round wooden dining table set for four, surrounded by black chairs. A modern kitchen features dark cabinetry and stainless steel appliances. Natural light fills the space through large windows, providing a view of the cityscape.
Apartment in Entertainment District
4.87 out of 5 average rating, 86 reviews

Good Looking Condo Across from CN TOWER & MTCC

Bobbi-LynRating, 5 stars1 month ago
Great location to go watch Blue Jays games! Would highly recommend.
Guest favorite
A charming exterior view of the home showcases a well-maintained facade with brick and siding elements. The inviting front porch is furnished, and two garage doors are visible. Lush green grass frames the walkway leading to the entrance, contributing to the overall welcoming appeal.
Apartment in Brampton
4.88 out of 5 average rating, 48 reviews

Elegant & Private 2 BR Apartment With a Patio

ZoRating, 5 stars1 month ago
My family had a wonderful stay at this Airbnb! The place was spotless, cozy, and exactly as described. The host was very responsive and made check-in a breeze. The neighborhood was quiet and conveniently located near stores and public transport. Would definitely recommend staying here!
Guest favorite
The living room features a comfortable leather reclining sofa and a simple grey couch, complemented by a coffee table and a media stand with a television. Natural light filters through the large windows adorned with light curtains, creating a bright and welcoming atmosphere.
Apartment in Alliston
4.87 out of 5 average rating, 52 reviews

Stunning 1 Bedroom unit

MahmoodRating, 5 stars3 months ago
Very nice place, If I want to rent a place in Alliston, this will be my first choice.
Guest favorite
A spacious living area features a modern leather sofa complemented by a stylish coffee table. A workspace with a desk and chair is present, with natural light streaming in from the window. Decorative elements include wall art and a serene color scheme.
Apartment in Hamilton
4.97 out of 5 average rating, 165 reviews

Harbour House

CoralRating, 5 stars1 week ago
Simon and Hayley put so much work into setting up the place with stylish furniture, decor and everything you’d possibly need. A spotless place to stay if you are in town.
Superhost
A serene outdoor space is presented with four lounge chairs and a small table on a wooden deck overlooking the water. The bright blue sky reflects in the calm lake, while lush green grass frames the area.
Apartment in Long Branch
4.83 out of 5 average rating, 120 reviews

Waterfront Cozy Escape

MelissaRating, 5 stars2 weeks ago
Cute little place for a quick getaway. Clean and friendly neighborhood.
Top guest favorite
A spacious living area is highlighted by floor-to-ceiling windows that provide panoramic views of the city skyline. A sleek kitchen island features a dark granite countertop, with modern bar stools nearby. Natural light fills the room, accentuating the elegant design and contemporary furnishings.
Apartment in Fort York
4.94 out of 5 average rating, 53 reviews

Penthouse Corner Suite w/ Panoramic 12 FT Windows

MaddieRating, 5 stars2 weeks ago
This was the perfect place to stay! Ryan was so helpful and answered any and all questions I had. The views were phenomenal & everything was within walking distance too, which was perfect! Definitely recommend staying here:)
Superhost
A spacious kitchen features a large island with bar seating and stainless steel appliances. Adjacent, a dining area showcases a wooden table surrounded by upholstered chairs, complemented by a stone accent wall. Soft overhead lighting enhances the inviting atmosphere.
Apartment in Elora
4.83 out of 5 average rating, 546 reviews

Elora Gingerbread Suite

CareyRating, 5 stars3 days ago
Everything was perfect! John was even nice enough to suggest a nice restaurant when I asked. Great location. We will be back for sure!
Guest favorite
A minimalist entryway features a light-colored console table topped with decorative plants and framed art. A round mirror hangs above, reflecting the soft light. A woven basket sits underneath, adding warmth to the serene space.
Apartment in Niagara Falls
4.9 out of 5 average rating, 244 reviews

Luxury Clifton Hill -Skywheel Views-Mins to Falls!

ConnorRating, 5 stars2 weeks ago
The location was perfect for the things we had planned, and the place was amazing. First thing me and my friends did when we walked in was compliment the apartment, It looked and felt amazing. I will definitely be booking here again whenever I go back to Niagara Falls Canada.

Waterfront house rentals

Guest favorite
A serene lakefront view showcases a vibrant sunset over calm waters. The sky displays a gradient of warm colors, while soft clouds are gently illuminated as the sun approaches the horizon.
Home in Ransomville
4.91 out of 5 average rating, 120 reviews

Spacious House on the shores of Lake Ontario

HeatherRating, 5 stars1 week ago
Rent this home!! If you’re looking for a calm and restful place, this is it. We traveled back to western NY to visit family and this lake house was absolutely perfect for us. Peaceful with stunning views and had everything we needed. Communication with our host was very prompt and positive, answering all questions we had. The home was clean and well equipped. My family loved it!
Superhost
A patio area with a table and four chairs is visible, positioned directly beside the water. The tranquil lake extends into the horizon, with soft waves created by the gentle breeze. A muted sky adds to the serene atmosphere.
Home in Stoney Creek
4.9 out of 5 average rating, 249 reviews

Stunning house on lake Ontario

HaarleenRating, 5 stars3 weeks ago
I had a wonderful time with my family. Ish was exceptionally helpful and responsive throughout our stay. The house was beautiful and peaceful, providing the perfect setting for a relaxing getaway. I would highly recommend this place to anyone.
Top guest favorite
Two lounge chairs are positioned on a lush green lawn, surrounded by trees. The background features a serene sunset with soft hues of orange and pink blending into the sky. A calm lake can be faintly seen through the trees.
Home in Lincoln
4.99 out of 5 average rating, 106 reviews

Lakehouse On Vineyard in Lincoln-Beamsville!

JoannaRating, 5 stars5 days ago
We had an absolutely incredible stay at Mike and Rachel’s Lakehouse! From the moment we arrived, we felt right at home. The house was spotless, beautifully decorated, and stocked with everything we could possibly need for a relaxing getaway. You can really tell they put a lot of thought and care into making this place special. Mike and Rachel were amazing hosts—friendly, responsive, and respectful of our privacy. They also gave us great local tips that made our stay even more enjoyable. Would highly recommend this peaceful and serene Airbnb.
Top guest favorite
Home in Port Dalhousie
4.95 out of 5 average rating, 286 reviews

Nautica Beach House on Lake Ontario

DorisRating, 5 stars1 week ago
Lakeside Bliss! We were so very lucky to have landed this Air BnB for our recent stay in Port Dalhousie. We were visiting for a Rowing Regatta- and the location cannot be beat. Warren's home is truly a home away from home. We walked through the door, and it was welcoming- almost familiar. It is so very well appointed and comfortable. The kitchen was stocked with quality and abundant gear- appliances top notch. The bedrooms and all linens high end. Warren was easy to communicate with and quick in responses- although honestly we lacked for nothing during our stay. I am not sure Warren's home could have been any cleaner- it was immaculate! ( and I am picky -so that is saying a lot). The best part of the stay however - is the backyard and the view. We were so sad to leave! Thank you Warren, we do plan on returning- often.
Guest favorite
A serene view of lush greenery features a winding stone path leading towards the sparkling waters of the Niagara River. Tall trees cast gentle shadows over the expansive grassy area, creating a peaceful outdoor atmosphere.
Home in Niagara-on-the-Lake
4.96 out of 5 average rating, 102 reviews

🥂Breathtaking Views of the Niagara River

AaronRating, 5 stars4 days ago
The location is perfect right on the water and there are convenient walking paths to explore the surrounding area. The house has great exterior spaces for enjoying the beautiful views of the river. Billie was very communicative and proactive in sharing recommendations, would highly recommend!
Superhost
A modern kitchen features sleek cabinetry and a large central island with seating for four. Pendant lights hang above the island, illuminating the space. Large sliding glass doors provide access to outdoor areas, enhancing natural light within the open layout.
Home in Hamilton Beach
4.9 out of 5 average rating, 136 reviews

Luxurious 6BR Beach House with Firepit

NinaRating, 5 stars1 week ago
Great stay in Hamilton. Place is clean and spacious as advertised. Jennifer was prompt and helpful in her responses. Would definitely stay again!
Top guest favorite
A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.
Home in Hamilton
4.96 out of 5 average rating, 121 reviews

Harbour front CHA CHA - Lake view house

TomRating, 5 stars5 months ago
We enjoyed our stay at Katy’s place, loved the park right across the street, and easy parking was nice. Great area for walking too, would stay again.
Guest favorite
A modern living area features a comfortable sectional sofa and a sleek coffee table, with a fireplace and TV mounted on the wall. A spacious bedroom showcases a king-sized bed and contemporary decor. A private indoor sauna adds a unique wellness element to the condo.
Home in Innisfil
4.91 out of 5 average rating, 105 reviews

Sauna*King Bed*Fireplace*SmartTV

MuskanRating, 5 stars3 weeks ago
Tristan’s stay was amazing! From booking to checking out the entire process was seamless, not to mention the amenities in the AIRBNB were amazing - remember to bring your own toiletries but other than that - FANTASTIC stay chef’s kiss! Will definitely check out Tristan’s other listings given his hospitality and professionalism. Thank you again!

Waterfront condo rentals

Top guest favorite
A comfortable outdoor balcony area features two lounge chairs and a glass-top table. Planters with various plants are positioned around the space, enhancing the natural ambiance. A textured rug adds warmth, completing the inviting outdoor setting.
Condo in Innisfil
4.96 out of 5 average rating, 166 reviews

Stylish getaway condo, resort living

DebbyRating, 5 stars4 weeks ago
We had a great stay at this stylish comfortable condo in a nice neighbourhood. The condo itself is very clean and has everything,and more,than you need. The brita filter is a big plus ! Comfortable beds, luxurious linnen and a good washer an dryer made us not wanting to leave... Thank you Ron (and Anna)
Guest favorite
A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.
Condo in Humber Bay Shores
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars1 month ago
Super convenient area for getting around the city. Very clean and super friendly host.
Guest favorite
A wide wooden boardwalk is shown alongside a marina, with modern buildings lining the waterfront. Soft sunlight reflects off the water and the boats docked. Comfortable blue chairs are placed on the green lawn, inviting relaxation while enjoying the serene harbor view.
Condo in Innisfil
4.93 out of 5 average rating, 211 reviews

Designer Condo with beautiful harbour view.

EdwardRating, 5 stars3 weeks ago
Very beautiful place and surroundings. Host was very helpful with giving us advice and answering any questions we had
Guest favorite
The spacious living area features a comfortable sectional sofa, a glass coffee table, and a large smart TV positioned for easy viewing. Decorative art and plants enhance the ambiance, while a dining table for two is visible in the background, creating a functional and inviting space.
Condo in Harbourfront
4.91 out of 5 average rating, 170 reviews

Sleek 40+ Floor Oasis with CN Tower and Lake Views

AlysiaRating, 5 stars4 days ago
The photos were exactly as the apartment looked, the view of the CN tower was beautiful especially at night when it was lit up! I only stayed for night and wish I was able to stay longer. It’s a 5 minute walk from union station and has a perfect view of the water. Will definitely be back in the future!
Guest favorite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Condo in Entertainment District
4.95 out of 5 average rating, 136 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

KellyRating, 5 stars2 weeks ago
David was a fantastic host. The accommodations were clean and quiet, very close to attractions such as CN tower, rogers center for a Jays game. so close to the union station making outside the city more accessible or easy access to travel to pearson International Airport. highly recommend and will be back. Thanks again David.
Superhost
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
4.95 out of 5 average rating, 146 reviews

Riverview...A Gorgeous Condo on the Grand

LeslieRating, 5 stars5 days ago
This was our third visit, and I know we will return again and again! This place is absolute perfection for visiting Elora! The view is spectacular, the location cannot be beat, the home is cozy, comfortable, clean and great value! As always, thank you for another enjoyable stay!!
Guest favorite
An open-concept living space features modern furnishings and sleek cabinetry. A spacious grey sofa and an accent chair are set around a coffee table. The kitchen area includes stainless steel appliances and a breakfast bar with four stools, creating a warm and functional atmosphere.
Condo in Innisfil
4.84 out of 5 average rating, 180 reviews

Marina view at Friday Harbour 2bd/2bth Pool option

Joanna LRating, 5 stars12 months ago
Immaculately clean, spacious, and Beautiful condo. It had everything we need and a few steps to the marina. Easy instructions to get inside and parked. I highly recommend!
Guest favorite
A modern living space features a dark gray sofa with accent pillows, positioned adjacent to a round glass coffee table. Soft lighting is provided by two lamps on side tables. A flat-screen television is mounted on the wall, and large windows offer a view of the outdoor greenery.
Condo in Innisfil
4.88 out of 5 average rating, 281 reviews

Resort Condo in Friday Harbour

MadelineRating, 5 stars3 weeks ago
Great place to stay! Close to everything!

Quick stats about waterfront rentals in Caledon

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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