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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.

Historic Coach House Hosted By John & Donna - Midland
10 97 reviews

Historic Coach House Hosted By John & Donna

apartment, Midland
This one-bedroom condo is situated on a historic street in Midland, providing a quiet setting with easy access to local attractions.
This rental features a private deck, a fully equipped kitchen with a dishwasher, air conditioning, and free parking for one vehicle, accommodating up to two guests.
Cozy Georgian Bay Getaway In Midland - Midland
9.3 11 reviews

Cozy Georgian Bay Getaway In Midland

apartment, Midland
This one-bedroom condo in Midland offers a stylish retreat with a fully equipped kitchen, air conditioning, and internet, conveniently situated near Georgian Bay.
This accommodation provides a comfortable stay for up to two guests, featuring a luxurious sectional couch and proximity to local attractions for both work and leisure.
Georgian Bay Retreat - Apartment In Midland - Midland
9.7 72 reviews

Georgian Bay Retreat - Apartment In Midland

apartment, Midland
This one-bedroom basement apartment in Midland is located a short walk from the downtown area and just minutes from the beautiful sandy beaches of Georgian Bay. The apartment features a full kitchen, washer/dryer, high-speed internet, and a cozy gas fireplace, comfortably accommodating up to two guests.
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.

Compare Family-Friendly Lodgings in Midland

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

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.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.6 8 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This Tiny, Ontario waterfront vacation home is a 10-minute walk from Lake Huron and Georgian Bay, and within 9 miles of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 3000-square-foot family-friendly retreat boasts four bedrooms, three bathrooms, sleeps eight, and includes a fully equipped kitchen, jacuzzi, sauna, tennis court, game room, and private balcony.
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.
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi - Midland
10 1 review

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi

apartment, Georgian Bay
This four-bedroom townhouse is located in Georgian Bay, directly across from the Oak Bay Golf Course clubhouse, offering a peek-a-boo view of the bay and convenient access to the course.
This 2100 square foot end unit accommodates up to 8 guests with 4 bedrooms and 3 bathrooms, featuring a modern kitchen, in-unit laundry, a garage, and an electric car charging station.

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

Perfect Summer Gateway.lots To Do Here - Midland
9.7 69 reviews

Perfect Summer Gateway.lots To Do Here

apartment, Midland
This charming cottage is located on the southern tip of Georgian Bay in Victoria Harbour, just a short two-hour drive from Toronto. The cottage offers stunning waterfront views and mesmerizing sunsets over the bay.
This vacation rental comfortably sleeps six guests and features a fully equipped kitchen, a game room, and a spacious living area. Enjoy the outdoor amenities, including a fire pit, barbecue, and a year-round hot tub, or explore the nearby hiking trails, fishing spots, and water sports opportunities.
Georgian Bay Waterfront Cottage W/ Hot Tub-4 Bedrm - Midland
9.9 45 reviews

Georgian Bay Waterfront Cottage W/ Hot Tub-4 Bedrm

apartment, Midland
This charming cottage is located on Georgian Bay, just 90 minutes north of Toronto, close to Midland and Victoria Harbour, offering a peaceful escape in a tranquil cove. The cottage has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The 3,000 square foot cottage comfortably sleeps 12 guests in its four bedrooms. It offers a variety of amenities and activities, including a fully equipped kitchen, a spacious entertainment area, a private pool, a jacuzzi, and a tennis court, making it an ideal choice for families and groups seeking a relaxing and fun-filled vacation.
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.
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.

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.

Forever Memories - Midland
10 1 review

Forever Memories

cabin, Midland
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