Waterfront holiday rentals in Midland

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Midland

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

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Guest favourite

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 favourite

Apartment 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.

Guest favourite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 232 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 in Georgina

4.91 out of 5 average rating, 269 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 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

Cottage in Bracebridge

4.97 out of 5 average rating, 140 reviews

Muskoka Waterfront Cottage Retreat.

In the heart of Muskoka,surrounded by nature,beautiful and modern 4+2 Bdr fully renovated 4 season Cottage on crystal clear Muskoka river.Very well landscaped open flat lot with full privacy,sandy beach and short paddle to High Falls Lagoon. Separate 2 Bdr Guest/Entertainment house with seasonal w/c. A/C,Hottub,woodburning Sauna, big deck, screened Gazebo, watercrafts, playground, treehouse, BBQ, smoker, fire pit. Hiking/snowmobile/skiing trails closeby. Close to town/plazas/stores/lcbo.

Guest favourite

Home in Barrie

4.97 out of 5 average rating, 106 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 in Washago

4.95 out of 5 average rating, 56 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 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.

Guest favourite

Cabin in Elmvale

4.95 out of 5 average rating, 20 reviews

The White Cottage with infinity views

Incredible views of the lake. Heated Cottage! Less than 15 mins from Mount St Louis and Horseshoe Valley Resort. Your cottage has its own gas bbq, deck and firepit. We have our own private beach, close to trails for snowmobiling or hiking. Orr Lake golf & LCBO across the st. We are close to Simcoe County Forest (hiking trails). A short drive to shopping, the zoo for the kids and restaurants. 20 mins from Vetta Spa!! Wifi and excellent cell service.

Guest favourite

Cottage in Bracebridge

4.93 out of 5 average rating, 103 reviews

Waterfront cottage on quiet Spence lake

Lovely cottage on quiet Spence Lake, wide space, waterfront, Hot tub, easy access, large patio, walkout basement to a spacious backyard and spectacular lake view, fire pit. Perfect fit for someone looking for a quiet get away. Not ideal for party or loud music/loud noise. Well equipped Kitchen with all appliances, toaster and microwave. Close to town with options for restaurants and shopping. Professionally cleaned and sanitized between guests

Top guest favourite

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!