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House vacation rentals in Midland

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Top-rated house rentals in Midland

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An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

4.87 out of 5 average rating, 116 reviews

Lakefront detached house on the little lake

♥️an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city Barrie with gorgeous lake views as far as the eye can see. ♥️ Only one hour drive from Toronto. Walking distance to everywhere (shoppers,restaurants, cinemas….) ♥️This home including new furniture, microwave, coffee maker, washing machine and all other appliances ! Walk out the back door and be greeted by our updated dock where you can fish for pike, perch, pickerel and bass.

A charming entrance features a dark wooden door adorned with a seasonal wreath. Flanking the door are planted chrysanthemums in varied colors. A wicker bench and a blue Adirondack chair are positioned on the spacious deck, alongside pumpkins adding a festive touch.

Home in Gravenhurst

4.97 out of 5 average rating, 115 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.

A private swimming pool is surrounded by well-maintained gardens, featuring vibrant green shrubs and flowers. A spacious patio area with outdoor furniture is also visible. The clear blue sky enhances the serene ambiance of this inviting outdoor space.

Home in Midland

4.8 out of 5 average rating, 46 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!

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, 74 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 vibrant garden showcases a variety of colorful flowers, with a prominent rock identified by the number 14. Lush greenery surrounds the area, adding to the inviting outdoor space in front of a brick house. Well-maintained lawns complement the floral displays.

Home in Penetanguishene

4.97 out of 5 average rating, 162 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.

Top guest favorite

The large bedroom features a queen canopy bed with detailed linens. A decorative rug in warm tones complements the wooden furniture. Natural light filters through the window blinds, and a chair is situated in one corner, adding comfort to the space.

Home in Midland

5 out of 5 average rating, 81 reviews

Historic Coach House hosted by John & Donna

Approx. 600 sq ft of living space. 2 guests. 1 large bedroom with queen canopy bed - includes linens. 1 bath with original claw tub and shower - includes soap, toilet paper, towels. Great location on historic street. Kitchen - fridge, stove, dishwasher, coffee maker, toaster Dining room with antique table and chairs. Sitting room. Free parking for 1 car on premises. Air conditioning and heating. Wi-Fi. Private entrance. Large deck. Minimum stay 2 nights. Please no pets. No smoking or vaping.

A spacious living area features a comfortable sofa and a television on an entertainment unit. A dining table with chairs is positioned nearby. Large glass doors open to a fenced outdoor space with patio furniture, enhancing the bright and airy atmosphere.

Home in Orillia

4.88 out of 5 average rating, 106 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

An exterior view of a modern black tiny house is depicted, surrounded by trees and natural foliage. Two sets of stairs lead to the entrance, with a gravel pathway visible. Window placements create a unique design, and soft lighting illuminates the scene against the evening sky.

Home in Gravenhurst

4.98 out of 5 average rating, 174 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!

A serene sunset is captured over Georgian Bay, with warm orange and gold hues reflecting on the water. Silhouetted figures are seated on a dock, gazing out towards the horizon, creating a sense of tranquil evening ambiance.

Home in Victoria Harbour

4.84 out of 5 average rating, 149 reviews

Georgian Bay Paradise

Enjoy a relaxing vacation away from the hustle & bustle in this delightful 3 bedroom waterfront cottage. Just 90 minutes north of Toronto, this newly-renovated, gorgeous retreat is right on Georgian Bay, one of the world's most sought after destinations. Revel in breathtaking views, amazing sunsets and the privacy of numerous cedars. You will love the sun, sand, rock and waves which will captivate you. Access your own deck, lawn, and beach as well as many fun winter activities.

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.

4.97 out of 5 average rating, 108 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

A spacious living room features a large sectional couch and a round coffee table. Natural light floods the space through multiple windows, illuminating a cozy bay window seating area. A decorative plant and a mounted flat-screen TV add to the welcoming ambiance.

4.85 out of 5 average rating, 122 reviews

King Bed Farmhouse- w/ Fire-pit, 75" TV, Ping Pong

Great location- 7 min to Waterfront, 18 min to Horseshoe Resort and Snow Valley Ski Resort, 18 min to Vetta Spa. Entire Private and Cozy 4 Bedroom 2 bath Home - Fully Equipped Kitchen! - Media Room w/ 75" Smart TV, Ping Pong & Foosball table!! - Outdoor Patio with Fire-pit area! - Fast Wifi and Parking for 4 Cars!! - 5 Beds and a Sofa Bed. - Park Across the Street... - Comfy Bay Window Seating!!!

Home in Georgina

4.91 out of 5 average rating, 278 reviews

Lakefront Luxury · Private Beach ·Hot Tub · Sunset

Welcome to Lake Simcoe Beach House! Escape to a peaceful lakefront retreat designed for families and groups seeking comfort and adventure in every season. Located on the pristine shores of Lake Simcoe, this spacious home offers breathtaking sunsets, sandy-bottom waters safe for swimming, and an array of indoor and outdoor activities for an unforgettable getaway.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Midland house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A pristine in-ground pool is surrounded by a well-maintained patio and grassy area. The house features a modern exterior with a sloped roof and accessible steps leading to a deck adorned with planters. Sunlight reflects off the water, creating a calming ambiance.

Home in Orillia

4.94 out of 5 average rating, 33 reviews

Cute and Cozy House

A community heated outdoor swimming pool is surrounded by lush greenery and a variety of seating options, including blue umbrellas. The clear blue water reflects the sky, creating a serene setting for relaxation. Lounge chairs are positioned along the poolside for guest use.

Home in The Blue Mountains

4.89 out of 5 average rating, 235 reviews

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

A serene outdoor space features a sparkling pool surrounded by a mix of greenery, including a neatly trimmed tree and ornamental stones. A wooden fence provides privacy, while decorative white stones add a clean touch to the pool area.

4.9 out of 5 average rating, 101 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

The exterior of a spacious two-story house features a combination of brick and dark siding. Surrounded by lush greenery, the entryway is adorned with planters and a wooden staircase leading to a welcoming porch, creating an inviting atmosphere.

Home in Waubaushene

4.94 out of 5 average rating, 18 reviews

GreenDream Estate

Home in The Blue Mountains

4.87 out of 5 average rating, 116 reviews

Blue Mountain Retreat w/ Pool + Village Shuttle

Home in The Blue Mountains

4.95 out of 5 average rating, 202 reviews

Pool Open / Serene mountainside home View/Shuttle

A clear view of the outdoor pool is presented, featuring sparkling blue water. The surrounding patio is equipped with lounge chairs, and a bright house with white siding and dark roofing is visible in the background, accompanied by trees providing shade.

Home in Victoria Harbour

4.95 out of 5 average rating, 19 reviews

Family & Friends Retreat

A modern living room is depicted with large windows offering a view of Orr Lake. Comfortable seating includes leather sofas adorned with colorful cushions. A round coffee table rests in the center, while natural light fills the space from the sliding glass doors that lead to the outdoor area.

Home in Elmvale

4.88 out of 5 average rating, 81 reviews

Ski, Swim, Soak, Boat & Golf

Weekly house rentals

A spacious enclosed porch offers a panoramic view of Lake Couchiching through large windows. Comfortable seating includes a round table surrounded by four chairs, complemented by additional lounge chairs visible on the lawn. A ceiling fan enhances air circulation in this bright and inviting space.

Home in Orillia

5 out of 5 average rating, 11 reviews

The Captains Lake House

Four red Adirondack chairs are arranged in a semicircle facing the calm water of the lake. Lush green grass surrounds the seating area, with a fire pit at the center. Trees and gentle foliage frame the serene lakeside view.

Home in Waubaushene

4.76 out of 5 average rating, 49 reviews

All season/Ski/Waterfront/Fish Modern Cottage

A spacious private room is visible, featuring a comfortable couch and a wooden coffee table on a soft area rug. A double bed is positioned along one wall, with natural light streaming in through patio doors that open to the outside deck.

Home in Washago

4.92 out of 5 average rating, 72 reviews

Waterfront Muskoka guest suite near Casino Rama

The exterior of a spacious Scandinavian-style cottage is presented, featuring a red-tiled roof and wooden facade. The building is set on a lush green lawn, surrounded by tall trees. A small wooden bench and a children's play structure are visible in the yard.

4.69 out of 5 average rating, 237 reviews

Private log cottage on 2 acres

The exterior of the retreat is displayed, featuring a modern white structure with a metal roof. Surrounded by manicured grass and trees, the property is situated near the tranquil waters of Georgian Bay, showcasing a serene environment and ample parking space.

Home in Port McNicoll

5 out of 5 average rating, 14 reviews

Swan Cove Waterfront Retreat

A serene waterfront scene captures a cozy black cottage set against a vibrant sunset sky. The sandy beach is lined with smooth stones, and a fire pit surrounded by rocks is positioned on the shore, inviting gatherings by the water.

Cottage on Private Beach

A modern retreat is presented with a striking angular design and abundant glass windows, surrounded by lush greenery and autumn-colored trees. A gravel path leads to the entrance, enhancing the inviting atmosphere of the spacious home nestled in its natural setting.

Home in Bracebridge

4.94 out of 5 average rating, 18 reviews

Modern Riverfront Escape w/Sauna, Gym, Dock

Top guest favorite

A cozy living area includes a navy blue sofa and a light armchair positioned on a patterned area rug. Decorative wall mirrors and plates are displayed above the seating. A lamp and a small table add to the brightness, while bar stools are positioned near the kitchen counter.

4.99 out of 5 average rating, 71 reviews

Bright basement apt with private entrance, Barrie

Private house rentals

A modern living area is furnished with a sectional sofa and a coffee table atop a geometric rug. A flat-screen TV is mounted on the wall, while a billiard table occupies one corner. Soft lighting enhances the neutral color palette.

Home in Orillia

4.94 out of 5 average rating, 35 reviews

New Build Luxury - Family Cozy Orillia Home

An aerial view captures the serene landscape of River's End, showcasing a winding inlet river bordered by trees. The property includes a pathway leading to the water and nearby homes. The lush greenery and natural beauty of the area invite outdoor exploration.

Home in Port Severn

5 out of 5 average rating, 15 reviews

River's End: Explore the river by kayak or canoe!

A spacious living area features large windows that provide views of the surrounding trees and Muskoka Lake. Comfortable seating is arranged around a central coffee table, with decorative pillows and a rug adding warmth to the space. A BBQ grill is visible on the deck outside.

Home in Port Carling

5 out of 5 average rating, 16 reviews

Villa Marina Haven|BBQ|Firepit|Waterfront|Cozy

A bright and airy corner of the living room features two black chairs facing a large window, allowing natural light to illuminate the space. A decorative plant sits in a sleek pot, while a cozy white area rug adds warmth to the wooden flooring.

4.83 out of 5 average rating, 24 reviews

Luxury 3BR Villa w/ 2.5 Baths & Glowing Backyard

A spacious dock extends into the calm water, featuring two blue Adirondack chairs oriented toward a picturesque view of greenery across the lake. The area is tranquil, offering a serene spot for relaxation or enjoying the sunset.

5 out of 5 average rating, 6 reviews

La Belle Vue - Beautiful Sunsets on Long Lake

The exterior of a two-unit house is shown, featuring a light beige façade and a two-car garage. A stone walkway leads to the front door, flanked by neatly trimmed shrubs and seasonal flower pots. Leafy trees provide a natural backdrop in the surrounding yard.

5 out of 5 average rating, 17 reviews

Beautiful Family Friendly Renovated Barrie Home

An aerial view captures a modern boathouse situated over water, featuring a spacious deck supported by stilts. Bright red chairs are arranged along the deck's edge, surrounded by lush greenery and colorful trees. A pathway leads from the deck to the nearby shoreline.

4.88 out of 5 average rating, 74 reviews

Modern Bala Retreat

The cozy living room features wood-paneled walls and soaring ceilings, with large windows framing views of the surrounding trees. A comfortable sofa and accent chairs are arranged around a circular coffee table, while a decorative plant adds a natural touch.

Home in Coldwater

4.98 out of 5 average rating, 56 reviews

Fireside Haven Chalet

Quick stats about house rentals in Midland

Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore