Cottage vacation rentals in Midland

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Top-rated cottage rentals in Midland

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Guest favorite

Cottage in Orillia

4.94 out of 5 average rating, 103 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, ski, or skate too! 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.

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 Brechin

4.85 out of 5 average rating, 100 reviews

Lakefront Cottage with Gorgeous Sunset Views

Cozy cottage with gorgeous views right on the lake. Perfect lake for water play, great fishing right off the dock, plenty of nature trails and boat launch nearby. Enjoy your evenings as you take in the sunset around 1 of 2 firepits, whether you choose to have a fire right at the water's edge or up top. There is also a boathouse you can relax on top of under the shade of the trees. Enjoy eating outside on the oversized deck as you take in the views of the lake. Lots of outdoor space to play.

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, 213 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 favorite

Cottage in Bracebridge

4.98 out of 5 average rating, 136 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 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, 465 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, 146 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.

Guest favorite

Cottage in Port Carling

4.94 out of 5 average rating, 105 reviews

Breathtaking View Lake Front Cottage

The most spectacular sunsets Muskoka has to offer. Facing Northwest, amongst towering pines, this beauty mesmerizes all who stay. Rustic décor throughout, you will get that "Muskoka feel" as you enter the cottage and face a wall full of windows enveloping the lake. Amenities are 4km away in beautiful Port Carling, the hub of the big three lakes. Treat yourself to nature, space, and tranquil times on Brandy Lake. Weekly summer rates (Fri-Thurs)

Superhost

Cottage in Tiny

4.82 out of 5 average rating, 147 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

Guest favorite

Cottage in Lafontaine

4.82 out of 5 average rating, 221 reviews

Beach house (with pool open May-Oct)

Georgian Bay Beach club. Cute cottage perfect for families, couples, or anyone wanting to relax! 2 bedrooms, 1 bathroom, furnished, pool and private beach on the shores of beautiful Georgian Bay! Cottage is part of a 12 cottage community that shares the pool and beach area. Always super clean, professionally cleaned after every guest! Note: pool is closed October to mid May.