Cottage vacation rentals in Midland

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Top-rated cottage rentals in Midland

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Guest favorite

Cottage in Brechin

4.9 out of 5 average rating, 86 reviews

Cottage on Lake Simcoe Amazing lake Views

Lovely, well maintained three bedroom, two bath cottage on a protected bay of Lake Simcoe. The cottage is located right on Lake Simcoe beside shared community park. cristal shallow water for Swim and kayak. The views are beautiful. With the property facing south enjoy plenty of sunshine from late morning to sunset. Great spot for winter fishing. Fully equipped kitchen Please note the water behind the backyard is shared by few neighbors and it’s not private , and the beach area is not private.

Superhost

Cottage in Brechin

4.92 out of 5 average rating, 143 reviews

COTTAGE ON LAKE SIMCOE -4 BEDROOMS /2WSHRMS

Welcome to our cozy cottage in Simcoe County, just a short drive from Toronto. It's the perfect spot for bringing together family and friends. Here, laughter fills the home, and nature's beauty is right outside your door. Dive into clear waters for some fun kayaking and boating, and wake up to beautiful sunrises from our private dock. Take a walk on scenic paths, enjoy outdoor BBQs, and paddle around in our kayaks. Book your special getaway today and start making heartwarming memories that last.

Superhost

Cottage in Tiny

4.86 out of 5 average rating, 219 reviews

PrivateBeach@ThunderBeach100 acres Georgian Bay

THIS IS NOT a waterfront cottage, but it includes a separate PRIVATE gated beach LAKEFRONT property for your EXCLUSIVE USE! Other guests will not be using your private beach only your family! Our private two acre gated beach at Marks Point the western tip of Thunder Beach is ten minutes by car from the cottage. 2nd beach option (public) is the unsurpassed 3km sand Thunder beach 5 minutes by foot! The cottage is on our private 100 acres. Hike, snowshoe, ski, swim, and snorkel in paradise!

Guest favorite

Cottage in Wasaga Beach

4.94 out of 5 average rating, 216 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

Cottage in Tiny

4.88 out of 5 average rating, 105 reviews

The Lakeview cottage w/ hot tub

Welcome to our 4 season, 2 family cottage with Georgian Bay views and a hot tub. 3 min walk to the cutest small beach that has stunning sunsets, 12 min to Awenda Provincial Park which has great hiking, beaches, biking and winter activities. Short drive to Balm Beach. Downtown Midland has great restaurants and everything a quaint downtown has to offer. Winter has so much to offer including ice fishing, OFSC snowmobile trails, cross country skiing and much more. Max occupancy is 8 adult.

Guest favorite

Cottage in Orillia

4.93 out of 5 average rating, 106 reviews

Spacious Cottage Escape with Lakeside Hot Tub

Escape from the usual! Bring your crew to our spacious 5 bdrm, 2 wshrm, beautiful Lake Front cottage and RELAX. Enjoy the warmth of the fireplace and the beautiful view from the sunroom. Soak in the hot tub and watch the sunset. Hiking, skiing, frozen lake to walk or ski on. Proximity to Orillia's cute shops and restaurants. Casino Rama is 2km away for a completely different kind of fun with concerts, gaming, restaurants, and spa. Kayaks in spring and fall. Hot tub and bbq year round.

Guest favorite

Cottage in Torrance

4.95 out of 5 average rating, 137 reviews

The Lantern Cottage - Lake Muskoka

This Muskoka cottage is a perfect getaway. It has a stylish, clean, airy decor. Small hot tub off the back deck. Good distance from neighbours for privacy. Suitable for couples, small families (max 5 people). Situated 60 m from Lake Muskoka with direct access to public dock, boat launch, sunset views, and fishing. Water access is a one minute stroll to the dock. Cottage has a lovely porch with screened in sitting area. Primary guest must be a responsible adult based on reviews.

Guest favorite

Cottage in Bracebridge

4.89 out of 5 average rating, 467 reviews

Cottage on the Muskoka River

The cottage has a nice private setting as part of a parcel of land which is almost 20 acres along the Muskoka River, close to 3 waterfalls and on the Trans Canada Trail. You’ll love our place because of the access to many trails for hiking, yet only a few minutes to downtown Bracebridge and central to most Muskoka Attractions. To really enjoy the river location you need to love walking and exploring. The cottage is offered in its pre-renovation state as the pictures indicate.

Guest favorite

Cottage in Port Carling

4.99 out of 5 average rating, 150 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

Start planning your retreat at this four season luxury private residence on lake Muskoka. Located in the heart of Muskoka’s pristine natural beauty. Relax and enjoy a truly unforgettable experience from the moment you arrive and create life long memories with loved ones. Home features a chef kitchen, butlers pantry, cozy double sided wood burning fireplace, heated floors in bathrooms, wrap around balcony, complete privacy from neighbours. Additional services available.

Superhost

Cottage in Brechin

4.85 out of 5 average rating, 103 reviews

Lakefront Cottage with Gorgeous Sunset Views

Your cozy winter getaway in a cottage overlooking the lake. Snuggle up indoors with the wood stove, or if you prefer the outdoors, there are plenty of activities. You can also bundle up and enjoy the outdoor firepit overlooking the lake. Enjoy ice fishing, snowshoeing or cross-country skiing within steps from the cottage. For snowmobilers, the B104 trail is 5 mins up the road (or across the lake - whichever way you prefer to go!) Ski resorts are less than an hour away.

Guest favorite

Cottage in Torrance

4.97 out of 5 average rating, 215 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.

Superhost

Cottage in Tiny

4.8 out of 5 average rating, 148 reviews

Tiny Beach Cottage

Beautiful, newly-renovated 6 bedroom cottage. All of the modern comforts of a home while maintaining the cottage feel you expect when trying to escape the busy city life. Situated on a "no exit" road resulting in a peaceful and quite area. Cottage has a central air conditioning and furnace ideal for all seasons. Featuring two large decks, perfect for outdoor dining or relaxing. STRTT-2024-126