Waterfront vacation rentals in East Gwillimbury

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in East Gwillimbury

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view showcases the waterfront area featuring a marina with docked boats, a clubhouse with outdoor seating, and a sandy beach area. Nearby, tennis courts are visible, set against a backdrop of colorful autumn trees lining the shore.

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 favorite

Bungalow in Willow Beach

5 out of 5 average rating, 6 reviews

Waterfront Paradise Isle w/ Hot Tub!

Spectacular waterfront cottage combines modern finishes and rustic country charm! Inside be spoiled with all the luxuries with beautiful big bedrooms, separate loft with bedroom/bath/kitchen, open concept living and dining rooms with stunning views of Lake Simcoe, cozy fireplace, lots of games and fully equipped kitchen! Outside, enjoy the huge beautifully maintained private lot surrounded by cedars, fire pit area, huge porch with seating, and the best part of all your very own private hot tub!

Guest favorite

The modern kitchen showcases stainless steel appliances, including a gas range and refrigerator. A spacious island provides additional prep space with seating for three. A dining table for four sits beside large windows, which allow natural light to brighten the room, complemented by beach-themed artwork on the wall.

Condo in Innisfil

4.88 out of 5 average rating, 25 reviews

The Boathouse: *pools*courtyard lounge*firepit*

Immerse in maritime charm at our nautical Airbnb. Sea-inspired decor, pool view, and cozy comfort await. Enjoy some welcome snacks and grill up some food while taking in the balcony view. Head down to the pools to catch some sun on the comfy patio furniture. After a long day, sink into the Endy mattress for a sleep experience you will not forget. Simply pull out the couch to reveal a second full bed to provide a good night's rest. Bring the kids or gather some friends and sail into relaxation.

Superhost

Cottage in Brock

4.96 out of 5 average rating, 26 reviews

Unique waterfront Cottage -1.5 hours from T0

Unique, tranquil spot that sits right on the water. This 2 bed (Queens) 2 full bathroom (Main is Rainhead shower and Jacuzzi bathtub) (Other rainhead) modern cozy pad has all new Frigidaire pro appliances, double oven, induction cooktop, full sized fridge/freezer in stainless with a double sink in the island. Stone counters and tons of storage cabinets. Right beside the playground and splashpad park, beach and pier. Washer dryer, 85 inch tv, wifi. Deck over water with 2 balconys, free parking.

Superhost

A light-filled living area features a soft gray sectional sofa with a decorative 'SMILE' pillow. A round coffee table rests on a plush area rug, while a sliding glass door provides views of the outdoor space and water beyond.

Home in Richmond Hill

4.85 out of 5 average rating, 39 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

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, 208 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 favorite

A well-arranged outdoor seating area is displayed, featuring vibrant red and blue Muskoka chairs surrounding a circular fire pit. A wooden dock extends into the lake, with additional seating positioned nearby. Lush green grass borders the space, creating a comfortable setting for gatherings.

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 favorite

An aerial view of the renovated home showcases a spacious yard with green grass, a circular fire pit surrounded by blue Muskoka chairs, and a private dock along the waterfront. The surrounding neighborhood includes a blend of homes and a nearby road, providing easy access.

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

Guest favorite

A spacious cottage exterior is shown, featuring a large deck with red and teal chairs. Lush green grass surrounds the structure, and tall trees create privacy. The cottage has a modern design with a peaked roof and large windows, inviting natural light.

Cottage in Kirkfield

4.84 out of 5 average rating, 121 reviews

Beautiful 4 Bedroom Waterfront Cottage

Beautiful waterfront 4 Bedroom cottage for families and group up to 8 adults . Lot size 75 ft x 350 ft deep. The cottage is renovated in 2016 Hardwood floor through out,large modern kitchen, New Large deck with spectacular lake view. kids play ground and two fire Pit, firewood is provided. Free WiFi, BBQ, parking (6 cars) and boat docking (4 boats) . In addition, Free of use for 1 x canoe and 1 x 14 ft aluminum boat with oars 2 x kayaks and 1 x puddle boat.

Superhost

A view of the serene lakefront, showcasing a propane fire pit surrounded by a stone patio. Lush green grass leads to a wooden dock extending into the calm water under a clear blue sky, with trees providing natural shade nearby.

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

Top guest favorite

An outdoor patio is surrounded by a railing, featuring a sectional sofa and a coffee table. Two umbrellas provide shade. Below, a private dock accommodates boats, and the water reflects the vibrant blues of the surroundings.

Townhouse in Innisfil

5 out of 5 average rating, 13 reviews

3 Bed Waterfront Townhouse +Dock

Discover relaxation at our waterfront 3-bedroom townhome at Friday Harbour Resort! This cozy retreat comfortably sleeps 6, offering the perfect space for a serene getaway. Enjoy three patios for outdoor dining, a private dock for your boat or PWC, and easy access to Lake Simcoe. Savor meals at nearby waterfront restaurants or explore scenic nature trails. Your stay promises comfort, adventure, and unforgettable lakeside memories!

Superhost

A spacious wooden dock features seating areas and shaded umbrellas, surrounded by a well-maintained lawn and vibrant greenery. A circular fire pit is visible, inviting relaxation by the water. The tranquil lagoon reflects the sunlight, with a backdrop of nearby homes and foliage.

Cottage in Brechin

4.77 out of 5 average rating, 137 reviews

Beautiful Four Bedroom Lagoon City Waterfront Home

Four bedroom waterfront home in beautiful Lagoon City. Hot tub open all year. Canal connects to Lake Simcoe. Walk to beach, hotel (Pier One), and local bar/restaurant. Nearby Marina. Includes use of canoe, kayak, paddle boards, trampoline and 2 bicycles. 20 minute drive to Casino Rama and Orillia. High Speed internet included and there is good wifi signal in the area.