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Midland short term rentals
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Best Short term and Weekly rentals in Midland

Browse Short-Term Rentals in the Historic District of Midland

Skip long transit commutes by selecting central short-term rentals in Midland, rendering top urban attractions entirely walkable.

The Wright House - Modern 3bdrm Home In Midland! - Midland
10 8 reviews

The Wright House - Modern 3bdrm Home In Midland!

apartment, Midland
This newly renovated townhouse in Midland is centrally located, within walking distance to Georgian Bay General Hospital and shops, and a 5-minute drive to downtown attractions including Marty's Shrine, St. Marie Among the Hurons, and Wye Marsh Wildlife Centre.
This 1500 sq ft home accommodates up to 6 guests with 3 bedrooms, features a full kitchen with a dishwasher and microwave, air conditioning, a deck, garden, spa, and on-site parking for 3 cars, offering unlimited high-speed internet and cycle-friendly garage storage.
Antique Retreat Private Apt Midtown Midland - Midland
9.5 12 reviews

Antique Retreat Private Apt Midtown Midland

apartment, Midland
This 2-bedroom apartment is located in mid-Midland, within walking distance of the Midland Arena and Cultural Centre, and less than a 5-minute drive to the city center and other attractions. The apartment features a dedicated workspace, a 19-foot sunroom with a 43-inch smart TV, a private patio, and a fenced area, perfect for relaxing or enjoying meals al fresco.
Close To Hospital And School 4 Bedroom Bungalow - Midland
9.7 85 reviews

Close To Hospital And School 4 Bedroom Bungalow

apartment, Midland
This Midland apartment is located near attractions like Mt. St. Louis, Balm Beach, and the Sainte-Marie among the Hurons museum, making it a convenient base for exploring the area. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
This spacious home has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy the private backyard overlooking a ravine, a fully equipped kitchen, a basement with a fireplace, and multiple outdoor decks with BBQs and a swingset.
The Midland Nest | Cozy 2br Walkout Suite - Midland
9.7 7 reviews

The Midland Nest | Cozy 2br Walkout Suite

apartment, Midland
This lower unit apartment in Midland offers a central location, providing convenient access to downtown, the harbour, restaurants, and local attractions, all within a short distance.
This spacious 2-bedroom, 1-bathroom dwelling accommodates up to 3 guests with a king bed in the primary bedroom and a single bed in the second, featuring a private walkout to a large backyard and patio, a sunroom, and an open-concept living and dining area.

Compare Family-Friendly Lodgings in Midland

These short-term rentals in Midland are perfectly suited for families, offering easy access to city attractions.

Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This waterfront home in Tiny, Ontario, is a short walk from a Lake Huron beach, near Sainte-Marie among the Hurons and Martyrs' Shrine.
This 2600-square-foot, four-bedroom, three-bathroom vacation rental sleeps ten and boasts a private pool, hot tub, and extensive amenities including bicycles, a volleyball net, and high-speed internet with streaming services.
Terrific Cottage At The Lakeside, Relax And Cozy. - Midland
No reviews

Terrific Cottage At The Lakeside, Relax And Cozy.

cottage, Georgian Bay
This Georgian Bay lake house is located steps from Lake Huron, offering unparalleled waterfront access and proximity to Nicholson and Zumrud Islands, within 2 miles.
This 1,000-square-foot vacation rental boasts three bedrooms, two bathrooms, and sleeps six, featuring a fully equipped kitchen, Wi-Fi, a hot tub, and a fireplace.
Bayside-beach, Dock, Firepit, Kayak, Bbq, Games - Midland
9.8 37 reviews

Bayside-beach, Dock, Firepit, Kayak, Bbq, Games

apartment, Midland
This Georgian Bay vacation home near Midland, Ontario, offers easy access to Midland's restaurants and hiking trails, approximately 90 minutes from Toronto.
The 1500+ square foot property boasts four bedrooms, two bathrooms, and sleeps ten, featuring two living rooms, two dining areas, a fully equipped kitchen, private boat dock with kayaks, a 45-foot private beach, and ample outdoor space with a BBQ and fire pit.
Stunning Waterfront Cottage & Bunkie! - Midland
9.4 6 reviews

Stunning Waterfront Cottage & Bunkie!

cottage, Midland
This Tay Township cottage offers beachfront access to Lake Huron and Georgian Bay, located just three miles from the Martyrs' Shrine in Midland, Ontario.
This 1,610-square-foot vacation home features three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, Wi-Fi, a fireplace, and a private garden with a spa.

Frequently Asked Questions about short term rentals in Midland

  • Which top landmarks you shouldn't miss in Midland?

    You should definitely check out the Midland Cultural Centre. It's a great place to catch a show or see an exhibit. The Huronia Museum is also a popular spot, offering a glimpse into the region's history and culture. And of course, no trip to Midland is complete without a visit to the waterfront, especially the iconic Midland Bay Marina.
  • What are the best short term rentals in Midland?

  • What kind of weather can travelers expect in Midland?

    Midland has a humid continental climate with four distinct seasons. Summers are warm and humid, with average highs in the 70s and 80s Fahrenheit. Winters are cold and snowy, with average lows in the 20s. Spring and fall are mild and pleasant, with temperatures in the 50s and 60s. You'll definitely want to pack for all types of weather when visiting Midland!
  • What are the best short term rentals with a pool in Midland?

    Gorgeous Winfield Chalet Cottage, Kids Paradise Chickens - Pool - Trampoline and Georgian Bay Escape are the best short term rentals with a pool in Midland.

  • What are the most popular festivals and events in Midland?

    Midland has a vibrant events scene throughout the year. The Midland Waterfront Festival is a big draw in the summer, with live music, food vendors, and family-friendly activities. The Midland Fall Fair is another popular event, featuring agricultural exhibits, live entertainment, and carnival rides. And don't forget about the annual Santa Claus Parade in December, a festive tradition that brings the community together.
  • What are the best short term rentals with a jacuzzi in Midland?

  • Are there any famous stadiums or sports arenas in Midland?

    Midland doesn't have any major professional sports stadiums or arenas. However, the town is home to the Midland Minor Hockey Association, which hosts games at the North Simcoe Arena. There are also a few other smaller recreational facilities where you can catch local sporting events.
  • What are the best short term rentals for families and kids in Midland?

  • What notable natural landmarks are near Midland?

    Midland is surrounded by beautiful natural scenery. Georgian Bay is a must-see, offering stunning views and opportunities for swimming, boating, and fishing. The nearby Tiffin Conservation Area is a great place to hike, bike, or simply enjoy the peace and quiet of nature. And for a unique experience, check out the nearby Sainte-Marie Among the Hurons, a living history museum that recreates a 17th-century Huron village.
  • What part of Midland is ideal for finding lodging?

    The downtown area is a great place to stay, offering a variety of hotels, motels, and bed and breakfasts. You'll be within easy walking distance of shops, restaurants, and attractions. If you prefer a more secluded setting, there are also some accommodations available in the surrounding rural areas.

Popular destinations

Best Midland Short term rentals with a jacuzzi

Among the 191 accommodations in Midland, here are the 4 best rentals with a jacuzzi

Modern Waterfront Home On Georgian Bay W/ Hot Tub! - Midland
9.6 14 reviews

Modern Waterfront Home On Georgian Bay W/ Hot Tub!

apartment, Midland
This waterfront home is located just a 10-minute drive from Midland, offering easy access to the town's amenities and attractions. It's also close to the Tay Shore Trail, Wye Marsh Wildlife Centre, and Awenda Provincial Park, making it a great base for exploring the area. This rental has excellent user ratings and is a great option for families and pet owners.
The 1610-square-foot home has 4 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy stunning waterfront views from the deck, relax in the hot tub, and take advantage of the private beach access, tennis court, and other amenities.
Awenda Provincial Park Dream Cottage - Midland
10 95 reviews

Awenda Provincial Park Dream Cottage

apartment, Tiny
This 3-bedroom cottage in Tiny is conveniently located just a 5-minute walk from Awenda Provincial Park, Lake Huron, and Georgian Bay.
The cottage includes a fully equipped kitchen, a fireplace, a jacuzzi, and a private fenced yard, making it ideal for families looking for a relaxing getaway.
Still Waters | Private Beach  Waterfront  Hottub - Midland
10 2 reviews

Still Waters | Private Beach Waterfront Hottub

apartment, Georgian Bay
This private 13-acre estate on Georgian Bay offers secluded accommodation approximately 1 hour 45 minutes to 2 hours 15 minutes from Toronto, featuring over 850 feet of exclusive sandy shoreline.
This family-friendly, pet-friendly vacation home accommodates up to 14 guests across seven bedrooms in three separate buildings, boasting amenities like a hot tub, pizza oven, dock with non-motorized watercraft, Starlink internet, and year-round comfort.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 56 reviews

Sandy Beach/boating/swimming/hot Tub/marina/trails

apartment, Midland
This Midland cottage is a short walk from Lake Huron and Georgian Bay, and is close to Sainte-Marie among the Hurons and Martyrs' Shrine, making it a great base for exploring the area's history and natural beauty. It has received excellent ratings for location, cleanliness, and overall experience.
This 3-bedroom vacation rental comfortably accommodates up to 12 guests and has a well-equipped kitchen, a cozy fireplace, and a private garden. Enjoy amenities like air conditioning, a jacuzzi, a tennis court, and direct waterfront access for swimming, kayaking, and relaxing.

Traveler-Approved 5-Star Lodgings in Midland

Experience the pulse of the city from a luxury rental in central Midland, where every urban convenience is at your fingertips.

Farm Stay Getaway - Midland
No reviews

Farm Stay Getaway

cabin, Tay
This secluded bunkie, a unique cabin, is located on a 100-acre property in Tay, offering a countryside escape surrounded by forests and a river.
This cabin accommodates two guests with one bedroom and one bathroom, featuring a double bed, basic kitchen amenities, electricity, potable water, an outhouse, and a fire pit, with access to hiking trails and a river for swimming and fishing.

Find the Best Pet-Friendly Short-Term Rentals in Midland

Enjoy city life with your pet in rentals positioned perfectly for local dog parks and scenic urban walks in Midland.

The Little Lake House-cozy 2bdrm - Midland
8.0 4 reviews

The Little Lake House-cozy 2bdrm

apartment, Midland
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