Waterfront holiday rentals in Caledon

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Caledon

Guests agree: these waterfront rentals 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

Guest favourite

Guest house 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

Cottage in Wasaga Beach

4.94 out of 5 average rating, 233 reviews

Charming riverside cottage, walk to beach

Charming riverside cottage available on Wasaga Beach. Just a 4-minute stroll from a pristine sand beach. Immerse yourself in nature's beauty while enjoying modern amenities, including a private hot tub for relaxation. Unwind with a friendly round of mini-golf or gather around the fire pit for cozy evenings under the stars.Create lasting memories at this perfect oasis that combines riverside tranquility, mini-golf fun, hot tub relaxation, and the warmth of a fire pit. Your dream getaway awaits!

Superhost

Guest house in Wasaga Beach

4.86 out of 5 average rating, 107 reviews

2 -Sun Angel Court Couples Cabin 2

We are a group of ten unique and pretty cottages, located directly In front of Beach 2. We back onto the Nottawasaga River(excellent for fishing). We are extremely clean and have a separate washroom facility for our cottages. There is a common picnic area , overlooking the river with 2 full Bbq's available for guest use. We have a fire pit for late night hotdogs, smores and marshmallow roasting. We are a 5 min walk from the waterfront square- this is where all the special events take place.

Guest favourite

Apartment in Innisfil

4.93 out of 5 average rating, 206 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.

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

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.

Top guest favourite

Bungalow in Hamilton Beach

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.