Waterfront holiday rentals in Simcoe County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Simcoe County

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

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Guest favourite

Bungalow

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!

Superhost

Apartment

4.87 out of 5 average rating, 23 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.

Guest favourite

Cottage

4.94 out of 5 average rating, 225 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!

Guest favourite

Cottage

4.94 out of 5 average rating, 155 reviews

Spacious waterfront cottage w/ spectacular sunsets

Hi welcome to Sunset Shores Vacations on beautiful Lake Dalrymple. Enjoy the perfect vacation with the most spectacular sunsets viewable from the living room/kitchen, large upper deck, lower patio or right down at the waters edge. The fishing is great you can even catch fish off the dock. Swimming is great especially for young children cause the water is shallow off the dock. Explore the lake with the use of canoes, kayaks and paddle boat. Enjoy ice fishing, snowmobiling or a winter retreat.

Guest favourite

Cottage

4.91 out of 5 average rating, 266 reviews

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

Escape to this stunning cottage retreat, just 7 minutes from the 404 and 45 minutes from Toronto. Professionally landscaped with an open-concept design, this spacious home easily accommodates large groups. Enjoy southwest-facing views with breathtaking sunrises and 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.

Superhost

Guest house

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

4.93 out of 5 average rating, 205 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

4.97 out of 5 average rating, 104 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

Superhost

Home

4.94 out of 5 average rating, 54 reviews

Breathtaking RiverFrontOasis with a HOT Sauna

Beautifully renovated home with 140 feet of waterfront on Green River with cathedral ceilings, 1.5 bathrooms, 2021 kitchen with quartz counters. 3 bedroom home plus pull out couch in a semi private reading nook, as well as bunkie with queens size bunk beds for bonus sleeping quarters. Enjoy wine or mimosa on the dock while the kids play on the sandy beach. Great for kayaking, and stand up paddle boarding. Deep water perfect for fishing, bass, pickerel and muskie.

Guest favourite

Cottage

4.97 out of 5 average rating, 219 reviews

Beautiful Nine Mile Lake

Beautiful Muskoka getaway! Modern 4 season waterfront cottage! Stunning views! Located on picturesque Nine Mile Lake. Over 70% of the lake is crown land. Perfect for kayaking and canoeing to enjoy all the beauty Muskoka is known for. We have kayaks a canoe and a paddle board for you to enjoy. Plenty of sun exposure on the dock you can swim all day long. Close to hiking and snowmobile trails. May 15-Oct 2 Minimum 6 nights with a Sunday check in.

Guest favourite

Home

4.85 out of 5 average rating, 34 reviews

The Waterfront Paradise

Welcome to our cozy waterfront cottage in Severn, minutes from Orillia and 1.5 hours from Toronto. Enjoy private water access, a sunny dock, and kayaks for lake adventures. The fully equipped kitchen and BBQ grill make meals easy and fun. Located just 30 minutes from Horseshoe Valley Resort, it’s perfect for skiing, hiking, and year-round fun. Relax by the lake or explore nearby attractions!

Superhost

Cottage

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.