Waterfront holiday rentals in Caledon

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Caledon

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Superhost

Home in Hamilton

4.79 out of 5 average rating, 115 reviews

Modern Waterfront Villa | Hot tub, Kayak

Experience lakeside living with unobstructed views of Lake Ontario and the Toronto skyline. This spacious and modern-styled lake house boasts a private balcony, perfect for savoring morning coffee or sunsets over the water. With direct lakefront access, enjoy summer on the water right at your fingertips. Hot tub Stunning views Wine fridge BBQ 4 luxurious queen beds Walk to the nearby Fifty Point Conservation Area Short drive to nearby wineries 30 min drive to Niagara Falls & Niagara-on-the-Lake

Top Guest favourite

Condo in Innisfil

4.97 out of 5 average rating, 164 reviews

Stylish getaway condo, resort living

Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lake views of Friday Harbour All Seasons Resort. Features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more. King bed, Queen bed, sleeps 4. Smart TV, High Speed WiFi. 1 reserved parking spot and paid per night lot parking, BBQ, In-Suite Laundry NOTE: short stay of 2-3 nights must book full weekends and not break up weekend dates

Guest favourite

Guesthouse in Hamilton Beach

4.84 out of 5 average rating, 200 reviews

Hamilton Beach Guesthouse with guest Kayaks

LAKEFRONT* renovated lakefront small cottage with two Kayaks situated on the Hamilton Waterfront beach trail. Enjoy fantastic views of the Toronto Skyline and secluded sandy beach. Relax on large deck, overlooking the lake. Right on the waterfront trail, roller blade, bike, kayak or enjoy the sandy beach. Very central for a Niagara winery and Toronto trip. Includes: Smart TV, 1 Parking spot, Tetherball, good Wi-Fi, Fire-pit , BBQ, Kayaks Queen size bed Coffee, condiments &cooking ingredients

Guest favourite

Home in Ransomville

4.91 out of 5 average rating, 117 reviews

Spacious House on the shores of Lake Ontario

Enjoy a beautiful lake front home on the southern Lake Ontario Shores, minutes away from the famous Niagara Falls State Park, Old Fort Niagara, the Niagara wine trail, and much more. Jump on the nearby Lewiston-Queenston bridge and you will be in Canada in minutes, visiting Niagara on the Lake or Toronto for the day. If relaxing on a beautiful deck overlooking the waters of Lake Ontario is what you desire this is also the place for you. WE DO NOT ALLOW PARTIES or FAMILY REUNIONS 8 person max

Guest favourite

Condo in Innisfil

4.93 out of 5 average rating, 207 reviews

Designer Condo with beautiful harbour view.

Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Guest favourite

Home in Georgina

4.91 out of 5 average rating, 270 reviews

Beach House-S/W Exposure! Hot Tub, Sandy Water!

Escape to this stunning vacation home, Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy S/W views with breathtaking sunsets, and swim safely in the sandy-bottomed lake, 3-6 feet deep within 150 meters of shore. Nestled in a quiet neighborhood yet close to supermarkets, restaurants, and LCBO, this retreat has everything for an unforgettable stay. Search "Beach House-S/W Exposure " for more info on both of our properties!...

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 107 reviews

Waterfront home, city/sunset view & steps to beach

Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay views w/summer sunsets+sunrise. Steps to Minet's Point beach & park. 4 proper bdrms & 2 pull out couches(Queen & Twin) 3 full bthrms + sauna, over 2400+sqft. Prking for 3 cars, additnal prking available via lot beside. Gas BBQ, fire pit, 2x gas FP, fast Wifi & 77" TV, wshr/dryr. 48amp EV pwr. Minuts to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Top Guest favourite

Cottage in Ransomville

5 out of 5 average rating, 101 reviews

Restful Retreat - Waterfront

Welcome to our beautiful lakefront cottage on Lake Ontario. Convenient to Niagara Falls, Niagara on the Lake, Lewiston, and the Niagara Wine Trails. Our cottage exudes a beach vibe and has been fully remodeled to accommodate guests with a flair for design. Enjoy our clean, beautifully decorated private cottage that has all the amenities you need. Relax during the evening in the hot tub or start a fire and watch the stars. Weber gas grill, Jenn Air electric double oven.

Superhost

Cottage in Youngstown

4.86 out of 5 average rating, 257 reviews

SHELL COTTAGE

Sitting on the shore of Lake Ontario, SHELL COTTAGE is a cozy retreat to watch boats sail by or head out to the area's many attractions. Enjoy a campfire while the sun sets over the lake. Our lakeside haven is good for couples and families (with kids). We are accessible should you need anything during your stay. Niagara Falls is minutes away. Let us help make your visit to Western New York special. We also have Woodcliff Cottage available next door. Book SHELL COTTAGE!

Top Guest favourite

Home in Port Dalhousie

4.95 out of 5 average rating, 281 reviews

Nautica Beach House on Lake Ontario

License 23 110691 STR. Enjoy extraordinary sunsets and views of Lake Ontario and the Toronto Skyline while sitting in comfortable Muskoka chairs around a fire pit, enjoying a cup of coffee or a glass of wine. My home offers high-speed internet, multiple Smart HD TVs, indoor fireplace, 2 outdoor fire pits, and a large backyard with stairs leading to a Private Beach. Just a short walk to Lakeside Beach, downtown Port Dalhousie, and a short drive to Niagara wineries!

Superhost

Cottage in Richmond Hill

4.93 out of 5 average rating, 152 reviews

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Superhost

Home in Hamilton

4.89 out of 5 average rating, 245 reviews

Stunning house on lake Ontario

Nicely done up modern bungalow/cottage on Lake Ontario. It has open concept Living/dining and kitchen area. Enjoy the magnificent views of sunset while sitting on patio by lake. Close to Fifty Point Conservation Area on Lake Ontario, a magnificent 80-hectare park with superb marina facilities. Also close to Water park, Costco, food stores etc. Free access to unlimited high speed internet. Smart TV hooked up with Wifi.