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House vacation rentals in Midland

Find and book unique houses on Airbnb

Quick stats about house rentals in Midland

  • Total vacation rentals

    Explore 50 vacation rentals in Midland

  • Nightly prices starting at

    Midland vacation rentals start at G$12,550 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,840 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Midland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Midland rentals

  • 4.7 Average rating

    Midland stays receive an average rating of 4.7 out of 5 from guests

Top-rated house rentals in Midland

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

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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, 173 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
The living room features two spacious sofas adorned with soft throw pillows, complemented by glass coffee tables. A large piece of abstract artwork hangs above, while natural light filters through the large windows, enhancing the bright ambiance of the space.
Home in Barrie
4.9 out of 5 average rating, 129 reviews

Cozy main floor apartment with backyard in Barrie

Welcome to Your Cozy Retreat in Barrie! Tucked away in a quiet neighborhood, our modern main-floor apartment offers the perfect mix of comfort, style, and convenience. Relax in your private backyard with a gazebo and BBQ, cook in a fully equipped kitchen, and stay connected with high-speed Wi-Fi. Just 5 minutes from Lake Simcoe and 3.5 km from the GO Station, you’ll enjoy easy access to both nature and the city. Perfect for short getaways or longer stays — everything you need to feel at home.

Top guest favorite
A cozy seating area is highlighted by two comfortable chairs facing a round table beneath large windows. Natural light floods the space, revealing views of the landscaped yard outside. A stylish shelving unit displays decorative items, contributing to a welcoming ambiance.
Home in Penetanguishene
4.96 out of 5 average rating, 55 reviews

Georgian Bay Water/Beach front Cottage

Amazing Waterfront & Sunset views. Trans CanadaTrail & Rotary Park literally a 30 second walk including a beach, skate park, Bball court & beach volleyball. Watch the most gorgeous sunsets from the colourful adirondack chairs on the front deck while enjoying your favourite beverage or watching the kids play in the park & splash pad. World famous Dock Lunch a short walk away. Area beaches 20 min drive. Snowmobile OFSC Distict 8 trail & icefishing. Ski Horseshoe & Mount St Louis 30 min drive.

Guest favorite
Home in Midland
4.89 out of 5 average rating, 18 reviews

The Midland Nest | A Stylish Home Away From Home

Bright, stylish, and comfortable, The Midland Nest is a 3-bedroom, 1-bath upper bungalow in central Midland, sleeping up to 6 guests. Cozy king, queen, and twin beds, a mid-century/retro inspired living area, and a fully equipped kitchen make it easy to relax and unwind. Step onto your private deck overlooking the spacious, tree-lined backyard. Centrally located near downtown, the harbour, restaurants, and attractions, it’s perfect for families, small groups, or visiting professionals.

Top guest favorite
A spacious living area is viewed, featuring a comfortable dark sectional sofa with plush cushions. A wooden coffee table sits nearby, with a green plant adding a touch of nature. The sleeping area includes a cozy bed and a window allowing natural light to illuminate the room.
Home in Coldwater
4.98 out of 5 average rating, 167 reviews

Luxury Guest House with Private Hot Tub and Trails

Equipped with a 4 person Hot Tub and 60 acres of Private Trails, you're sure to find tranquility in our unique Guest House. And if you're feeling more adventerous, there's lots to do in the area. From Tree Top Treking to Golfing, and Skiing in the winter of course, Oro-Medonte is truly a four season destination that is sure to capture your heart. We are pet friendly! We allow up to three pets total. It’s $50 per pet, we charge for 3 pets upfront. Rebates are issued accordingly.

Top guest favorite
A charming brick house is observed with a well-maintained front garden featuring small plants. The entrance is framed by a covered porch with a railing. Windows along the front allow natural light, and a clear blue sky is visible above, enhancing the inviting setting.
Home in Gravenhurst
4.95 out of 5 average rating, 162 reviews

Royal House Muskoka

We welcome guests to our comfortable home in Gravenhurst Ontario. Original natural wood trimmed home in the center of downtown Gravenhurst, within walking distance from downtown, Sawdust City Craft Brewery, Gull Lake beach, restaurants, grocery stores and the historic Lake Muskoka Wharf attractions . A popular year round destination in the heart of beautiful Muskoka. The hub for endless seasonal activities. Located less than 2 hours from Toronto. 4 bedrooms, 6 beds and 2 bathrooms

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, 151 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. Minutes to Marina for Seadoo/boat rentals. Wlking distnce to fine dining/pubs & stores. Kite surf & ice fishing

Top guest favorite
A spacious living area features a sectional sofa with light-colored throw blankets. Recessed lighting and a chandelier highlight the wooden beams of the vaulted ceiling. The adjacent dining area is furnished with a large table surrounded by chairs, with views of a well-equipped kitchen in the background.
Home in Port McNicoll
5 out of 5 average rating, 25 reviews

Home Grandview

Amazing custom-built 3,400 sqf home overlooking the beautiful Georgian Bay, Magnus Beach is just across the road. 4 bedrooms, 3 full baths spacious kitchen, sunroom and wrap-around deck are fully equipped and stocked with all your needs. Pool table, Weber BBQ, Dynamic Infrared Sauna, fire pit, 1.5Gb WiFi, 3-car garage with EV Charger. Close to numerous resorts and parks for summer and winter fun. Guests will enjoy all the entertainments both inside and outside all year round.

Guest favorite
A bright and spacious living area features a comfortable white sofa paired with dark blue accent chairs. A stylish dining table is set for meals, while a gas fireplace and mounted television create a cozy atmosphere. Natural light fills the room through large windows.
Home in Horseshoe Valley
4.86 out of 5 average rating, 115 reviews

King Bed, Pool, Gym, Ravine View, Your Getaway!

Enjoy a stylish experience in this spacious and serene space at Highland Estates Resort. You get a completely equipped designer suite that is perfect for couples sneaking away, or families looking for the perfect vacation. Enjoy a peaceful night in your private Jacuzzi then snuggle up in a King Bed. The next day, prepare your own meal in the fully equipped kitchen with Microwave and Electric Stove. Access Netflix, Prime, Disney+. Get Some Fun in the Sun and Book Today

Top guest favorite
A modern living area is highlighted by a comfortable blue sofa and a matching armchair. A round coffee table sits in the center, with a decorative plant nearby. Natural light streams through large windows, enhancing the spacious feel of the room.
Home in Barrie
4.95 out of 5 average rating, 121 reviews

Luxury Home Mins to Lake & Beach

Welcome to Your Modern Retreat minutes away from the Lake and Beach! Experience comfort and style in our newly built, beautifully furnished 3-bedroom house, perfect for families, groups, or business travellers. Located in the heart of Barrie, our home offers a serene escape with all the amenities you need for a memorable stay. 50 m to nearest bus stop 1.5 km to grocery stores and Bayfield Mall 3 km to Downtown 4 km to Centennial Beach and Park 6 km to Johnson's Beach

Superhost
A spacious wooden deck features a glass-top dining table surrounded by six chairs, set under a pergola. A gas barbecue is positioned nearby, with views of the lush greenery beyond the deck.
Home in Barrie
4.83 out of 5 average rating, 162 reviews

Entire House, Private/Clean 5bdr 6 Beds/Sleeps 12

If you are looking to get away for fun with friends or family, Shopping, or planning a trip, this house is exactly the spot for your Barrie stay! Perfect for a family vacay, a wedding trip or a get to gather with friends. We are 5 minutes from downtown Barrie & top attractions, 10 minutes from shopping malls, and ski resorts of Barrie. Brand new furnishings, professionally cleaned & sanitized after each check-out for added peace of mind. Check our recent reviews.

Top guest favorite
A hot tub is positioned beneath a covered patio, offering views of the waterfront. The clear water of the hot tub contrasts with the lush green surroundings and the calm blue of the lake in the distance. Sunlight filters through the patio overhead.
Home in Port McNicoll
4.92 out of 5 average rating, 111 reviews

Breathtaking 5 bedroom Waterfront Home W/ Hot Tub!

Stunning five-bedroom waterfront home on Georgian Bay! Located in a quiet area with stunning views and amazing sunsets! In the summer, the lake is perfect for swimming, kayaking, paddle boarding or fishing! Just bring water shoes as there are some rocks and zebra muscles. Equipped with a hot tub overlooking the lake, this five-bedroom waterfront home is perfect for a summer or winter getaway! *Please note this cottage is Pet Free.

Popular amenities for Midland house rentals

When is the best time to visit Midland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$44,760 GYDG$35,348 GYDG$36,603 GYDG$34,093 GYDG$37,440 GYDG$41,205 GYDG$49,153 GYDG$46,643 GYDG$46,852 GYDG$44,760 GYDG$43,296 GYDG$44,760 GYD
Avg. temp-7°C-6°C-1°C6°C12°C17°C20°C19°C15°C9°C3°C-3°C

Destinations to explore

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