House vacation rentals in Midland

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Top-rated house rentals in Midland

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Guest favorite

A cozy dwelling is surrounded by a snowy landscape, with a stone chimney and wooden steps leading to the entrance. Four white chairs are positioned in front, partially covered in snow, while tall evergreen trees frame the scene under a bright blue sky.

Home in Gravenhurst

4.97 out of 5 average rating, 126 reviews

Sawdust city haus

Bringing it back to our roots. This 800 sq/ft home from the 50’s has undergone major renovations with you in mind. Located steps from Lake Muskoka, a short drive to the Gravenhurst wharf, an even shorter drive to town & Dr Bethune; just the beginning of what this home has to offer. Enjoy walking trails, a boat launch with private mooring space, sawdust city brewery, the oar restaurant, Muskoka boat rentals, steamship tours, parasailing, local events, etc. all from the privacy of a dead end road.

Guest favorite

Home in Midland

4.82 out of 5 average rating, 49 reviews

Our vacation home. Fully equipped. Pool. Fire Pit.

Stylish. Privacy. Location. Our Vacation Home, is in vibrant Downtown Midland. We’ve recently renovated our amazing century home and it is ready for you to enjoy! – its beauty matches the beauty of the town. Our spacious home features a great backyard for you to relax in. When venturing out to explore the area we know you’ll enjoy Midland Harbour. This picturesque natural attraction has been a favourite of tourists and boaters from around the world. Our home is just a few minutes’ walk away!

Guest favorite

A welcoming exterior showcases a well-maintained brick facade and a neatly trimmed lawn. A large tree offers shade to the entrance, where a typical front door is framed by shining windows. Round shrubs add greenery to the charming front yard.

Home in Midland

4.88 out of 5 average rating, 78 reviews

Close to Hospital and school 4 bedroom bungalow

Relax with the whole family or friends at this peaceful location with a private backyard facing a mature ravine. Rent Skiis/Snowboards at Mt.St. Louis and hit the slopes in the winter. Maybe bring your gear and try Ice Fishing in the Georgean Bay. Visit in the summer and enjoy a walk along the Aberdeen Boulevard, catch a tan at the sandy Balm Beach or at the Little Lake! Be sure to visit the 'Sainte-Marie among the Hurons' museum and immerse yourself into the lives of early European settlers.

Top guest favorite

A welcoming entrance features a decorative front door with intricate design flanked by large windows. A well-maintained garden with colorful flowers, including marigolds, enhances the space, while a manicured lawn provides a vibrant green backdrop.

Home in Penetanguishene

4.97 out of 5 average rating, 167 reviews

White Rolling Sands of Penetang by Theatre

Shores of Georgian Bay - enjoy a firepit in the backyard of a deep lot backing onto woods with trails. Local walking and cycling routes, vege and flower gardens from private sunny back deck. Fully licensed and located close to Kings' Wharf Theatre / Discovery Harbour. Experience the natural beauty of Tiny Beaches, Georgian Bay Islands N.P and Awenda P.P. nearby (Park pass available for use). Marinas, beaches, boat cruise of the islands, Ste Marie Among the Hurons and Wye Marsh (Midland) nearby.

Guest favorite

A welcoming entryway features a wooden bench and a staircase with dark railings leading to the upper level. Light grey walls enhance the space, while natural wood flooring extends throughout. A glimpse of the living area is visible in the background, showcasing a cozy environment.

Home in Orillia

4.88 out of 5 average rating, 116 reviews

Orillia TwnHse Oasis w King Bed

Have fun with the whole family at this stylish townhouse oasis. The townhouse features 3 bedrooms, 2.5 bathrooms and 4 beds. The principle bedroom has a king bed, the 2nd bedroom has a queen bed, and the third bedroom has a queen bunk bed (qn bttm, qn top). The house features a large deck with a gas bbq, outdoor dining, and lots of lounging space. Right behind the townhouse is a beautiful nature ravine with lots of trails. Come, enjoy and relax. The property offers super high speed internet.

Top guest favorite

A charming single-story house is framed by lush greenery and a well-maintained garden. A wooden deck invites entry, while a shaded seating area provides a relaxing spot. The clear blue sky creates a bright backdrop, enhancing the inviting outdoor space.

Home in Port McNicoll

4.91 out of 5 average rating, 34 reviews

Cozy Cottage with Private Beach Access

This charming house with access to a private beach is just steps away, located in the heart of trendy Paradise Point. Many attractions nearby including Ste Marie Among the Hurons, Pioneer Village, biking and hiking trails. Cottage has a dedicated work space with very fast internet. *** UPDATE *** AC split heat pump system has been installed in the living room. Cools down the cottage or it can be used in the winter to heat up the cottage, providing comfortable environment during your stay.

Guest favorite

Home in Georgian Bay

4.97 out of 5 average rating, 106 reviews

A-Frame in the Woods of GeorgianBay, Muskoka

Welcome to our A-frame in the heart of Georgian Bay, Ontario! Perfect for family escapes and relaxing couples weekends in Muskoka. This cozy retreat has three bedrooms and accommodates up to six guests. With Six Mile Lake and Whites Bay just a stroll away, indulge in serene swims or explore the local golfing, breweries, and skiing at Mount St. Louis. Immerse yourself in nature's embrace while relishing the comforts of our picturesque A-Frame home—a perfect family getaway for every season!

Top guest favorite

The interior of the tiny house features warm wood paneling and high ceilings. A spacious living area includes a dark gray couch and a coffee table atop a soft rug. A staircase leads to the loft bedroom, and the kitchen is visible in the background.

Home in Gravenhurst

4.98 out of 5 average rating, 182 reviews

Woodland Muskoka Tiny House

Enjoy the sounds of nature when you stay in this unique tiny house. This 600 sq ft home is nestled amongst 10 acres of towering trees, granite rock and trails to explore. The tiny home will not feel so tiny once inside. With high ceilings, plenty of windows, and surprisingly spacious rooms - it is the perfect hideaway for those wanting to unplug in Muskoka. The three season, screened in porch invites you to enjoy your coffee (or wine!) in nature without being bothered by the mosquitos!

Top guest favorite

A snow-covered path leads up to the cabin, framed by tall trees blanketed in white. The log exterior of the cabin features a steeply pitched roof, and a small overhang provides shelter at the entrance. Soft light filters through the trees, creating a serene winter atmosphere.

Home in Bracebridge

4.94 out of 5 average rating, 410 reviews

Muskoka Hideaway-hot tub/private trails/wood stove

Hidden amongst the trees in the middle of Muskoka, this Hemlock log cabin boasts high ceilings and a true "cabin in the woods" feel. Its not hard to relax and unwind with a coffee in front of the fire, or go and explore along the private forest trails (1-2k of walking trails). As well, downtown Bracebridge is a convenient 10 minute drive away with all amenities. There is a veggie garden on the property and depending when you come you can pick away at it :) Pets are welcome in the home!

Top guest favorite

The exterior of a modern home is highlighted at sunset, showcasing large windows that reflect warm interior lighting. A spacious backyard features green grass, a dining area under a gazebo, and a hot tub on the deck, creating an inviting outdoor space.

Home in Barrie

4.97 out of 5 average rating, 116 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 kitchen area is showcased with a wooden dining table surrounded by four chairs. A refrigerator is visible alongside light wood cabinetry and a patterned backsplash. A simple table runner and floral centerpiece enhance the setting, complemented by soft lighting fixtures in the ceiling.

Home in Barrie

4.76 out of 5 average rating, 300 reviews

Spacious Barrie Basement with Separate Entrance

This newly renovated 2-bedroom basement is bright and spacious, it offers a kitchenette, a bathroom, two bedrooms and laundry. Wifi/Bedding/Towels/Dishes/Bath Accessories/Free parking spot on our driveway and free street parking (ONLY Available Apr-Dec). This is a great choice for your family summer/winter vacation! A few minutes' drive to downtown Barrie and beautiful Lake Simcoe waterfront, various restaurants, Costco, Walmart and unique shops.

Top guest favorite

A light-filled living area features a soft sectional sofa adorned with various cushions. A unique, sculptural black piece resembling a cow is placed on a textured area rug. A dining table is visible in the background, surrounded by chairs, with large windows bringing in natural light.

Home in Port McNicoll

5 out of 5 average rating, 34 reviews

Steps From the Beach and Hiking Trails!

Relax with the whole family at this updated cottage. Three bedrooms include two double beds, and one twin bed that pulls out for an added guest. Hang out steps from three local beaches - one exclusively for neighbourhood residents! Cook delicious meals in the stylish, renovated kitchen. Two nearby parks for added family fun! BBQ in the backyard or roast marshmallows over the bonfire! Shallow sandy beach is perfect for water sports!