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

Compare Family-Friendly Lodgings in Midland

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

3 Bedroom Waterfront Oasis / Water Toys! - Midland
Midland
06/28 – 07/03
$479/nighttotal: $2395 (5 )

3 Bedroom Waterfront Oasis / Water Toys!

4 2
apartment , Midland
This beachfront rental in Penetanguishene, a short 5-minute drive from both Awenda Provincial Park and Penetanguishene Rotary Park, offers easy access to outdoor recreation.
This 970-square-foot apartment features four bedrooms, one bathroom, and can comfortably accommodate eight guests, boasting a fully equipped kitchen, in-unit laundry, free Wi-Fi, and on-site parking.
Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi - Midland
10 1 review
Midland
06/26 – 06/27
$925/nightfor 1 night

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

4 2
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.
Stunning Waterfront Cottage & Bunkie! - Midland
9.9 183 reviews
Midland
06/28 – 07/03
$477/nighttotal: $2385 (5 )

Stunning Waterfront Cottage & Bunkie!

1 2
apartment , Midland
This cottage is located on Georgian Bay, just outside of Midland, Ontario, within a 30-minute drive of Awenda Provincial Park, Wasaga Beach, and Balm Beach. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The property includes a two-bedroom cottage and a separate one-bedroom bunkie, providing ample space for larger groups or families. The cottage offers a full kitchen, a private beach, a fire pit, a kayak, and amenities like Wi-Fi, satellite TV, and a DVD player.
Charming Cottage 2 Min Walk From A Private Beach On Georgian Bay - Midland
8.8 3 reviews
Midland
09/03 – 12/20
$123/nighttotal: $13284 (108 )

Charming Cottage 2 Min Walk From A Private Beach On Georgian Bay

3 2
cottage , Port McNicoll
This 3-bedroom cottage in Tay is a short 5-minute walk from Lake Huron and Georgian Bay, offering easy access to both bodies of water. It has a very good user rating and is a great option for travelers looking for a comfortable and convenient getaway. This vacation rental provides a spacious layout for up to 6 guests, perfect for families or groups of friends. The cottage features modern amenities like Wi-Fi, air conditioning, and linens, as well as essential supplies, ensuring a comfortable stay.

Best Midland lodging with a kitchen

Your Happy Place - Midland
9.8 9 reviews
Midland
06/28 – 07/03
$232/nighttotal: $1160 (5 )

Your Happy Place

4 3
apartment , Midland
This four-bedroom, two-bathroom apartment rental in Port McNicoll, Ontario, offers easy access to Georgian Bay beaches and nearby hiking trails.
Sleeping nine guests comfortably, this spacious home includes a fully equipped kitchen, air conditioning, parking, internet access, and additional sleeping arrangements with a queen air mattress; note that the garden area is currently under development.
Georgian Bay Cottage - Midland
Midland
07/12 – 07/29
$1255/nighttotal: $21335 (17 )

Georgian Bay Cottage

3 2
apartment , Midland
This 3-bedroom apartment in Midland offers exclusive use of a private 2.2-acre gated beach property with 184 feet of shoreline at Marks Point, situated on 100 private acres and a 5-minute walk to Thunder Beach.
This rental accommodates up to 6 guests and features a high-end kitchen, a living room with a smart TV, a patio with a barbecue, and an optional hot tub, all located 90 miles from Toronto.
The Midland Nest | Cozy 2br Walkout Suite - Midland
10 2 reviews
Midland
07/10 – 07/12
$217/nighttotal: $434 (2 )

The Midland Nest | Cozy 2br Walkout Suite

2 2
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.
7-11: Lake Beach Kayaks Fishing Swim: All Included - Midland
9.5 36 reviews
Midland
06/28 – 07/03
$352/nighttotal: $1760 (5 )

7-11: Lake Beach Kayaks Fishing Swim: All Included

1 3
apartment , Tiny
This Tiny, Ontario lakeside house boasts private beach access, a boat ramp, and docks, perfect for water activities and close to a tennis/pickleball court.
The 4-bedroom, 2-bathroom dwelling sleeps eight guests, features a fully equipped kitchen with dishwasher, central air conditioning, a BBQ, and a deck, offering comfortable self-catering and outdoor relaxation.

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.

Destinations nearby

Best Midland lodging with laundry available

The Wright House - Modern 3bdrm Home In Midland! - Midland
10 33 reviews
Midland
07/10 – 07/12
$348/nighttotal: $696 (2 )

The Wright House - Modern 3bdrm Home In Midland!

1 2
apartment , Midland
This three-bedroom, two-bathroom townhouse in Midland, Ontario offers convenient access to Georgian Bay General Hospital, downtown Midland, and major attractions like Martyrs' Shrine and St. Marie Among the Hurons, all within a short drive.
The modern, open-concept rental features a fully equipped kitchen with dishwasher and Keurig, accommodates six guests, includes a garage for three vehicles and bike storage, and provides an exclusive discount on Georgian Spirit Cruises.
Reunion B & B For Family/friends - Midland
9.3 3 reviews
Midland
06/28 – 07/03
$117/nighttotal: $585 (5 )

Reunion B & B For Family/friends

1 2
B&B , Midland
This Midland, Texas B&B offers family-friendly lodging within walking distance of Midland's Main Street restaurants and shops, and the nearby dock.
This three-bedroom, two-bathroom guesthouse sleeps six, features a kitchen with a refrigerator and microwave, air conditioning, internet access, and on-site parking.
Floating Suite In Georgian Bay: Commodore Suite - Midland
9.0 44 reviews
Midland
07/10 – 07/12
$214/nighttotal: $428 (2 )

Floating Suite In Georgian Bay: Commodore Suite

2 2
B&B , Midland
This Midland bed and breakfast is situated on a floating dock in a 500-slip marina on the southernmost edge of the city, offering a unique waterfront experience. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The B&B features a shared BBQ cabana and outdoor docks, providing a communal space for guests to socialize. The property can accommodate up to 5 guests, and offers a range of amenities including private bathrooms, satellite TV, free Wi-Fi, a mini fridge, a coffee maker, a microwave, and access to kayaks, a paddleboard, and a swimming pool.
Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews
Midland
06/28 – 07/03
$555/nighttotal: $2775 (5 )

Stunning Waterfront Cottage & Bunkie!

3 2
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.

Best Midland lodging with air conditioning

Bright Midland Apartment | 1br, Full Kitchen - Midland
9.6 19 reviews
Midland
07/12 – 07/29
$123/nighttotal: $2091 (17 )

Bright Midland Apartment | 1br, Full Kitchen

1 2
apartment , Midland
This apartment is located in Downtown Midland, a short walk from the bustling Midland Harbour. It has excellent user, location, and cleanliness ratings.
The apartment has one bedroom, one bathroom, and comfortably sleeps two guests. It features modern amenities like a 50-inch Smart TV, Alexa voice control, and high-speed Wi-Fi, as well as a full kitchen and a dedicated office space.
Quiet & Pristine Georgian Bay Escape Near Trails - Midland
9.7 92 reviews
Midland
07/10 – 07/12
$128/nighttotal: $256 (2 )

Quiet & Pristine Georgian Bay Escape Near Trails

1 2
apartment , Midland
This one-bedroom apartment is located just a block from a park on Georgian Bay, offering a peaceful retreat within walking distance of Midland's shops, restaurants, and attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has a separate entrance and a private patio, perfect for relaxing or storing bikes. The kitchen is well-equipped with modern appliances, including a full-size fridge, freezer, microwave, induction plate, and a Nespresso Vertuo. Enjoy the fireplace, WiFi, smart TV, and access to the Champlain Rotary Trail and Tiny Trails system for hiking and biking.
The Haunted House Apt 301 - Midland
9.8 313 reviews
Midland
07/25 – 07/26
$135/nightfor 1 night

The Haunted House Apt 301

2 2
apartment , Midland
This 2-bedroom apartment is located in a historic Victorian house in Midland, just a short walk from the town museum and the railway tracks. The apartment has received excellent ratings for cleanliness, location, and user experience.
The apartment is self-contained and can accommodate up to 3 guests. It features a fully equipped kitchen, a dining area, a living room with Netflix, and parking in the rear of the building. You can also enjoy smoking on the front porch and have the flexibility of self check-in after 3 PM.
Discounted Rates. Farm + Atv Trails + Fire Pit - Midland
9.0 2 reviews
Midland
07/25 – 07/26
$431/nightfor 1 night

Discounted Rates. Farm + Atv Trails + Fire Pit

1 2
apartment , Tay
This cabin-style home is located in Tay, Ontario, just 5 minutes from a major shopping center and under 1 minute from bike, ATV, and snowmobile trails, making it a great option for exploring the area. It has received excellent ratings for location, user experience, and cleanliness.
The cabin comfortably sleeps 10 people and offers a spacious layout with a full kitchen, laundry facilities, and a large outdoor space. Guests can enjoy amenities like a fire pit, gardens, fruit trees, a trampoline, a soccer field, and access to Crown land for even more outdoor adventures.
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