Holiday Rentals in Midland

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Midland holiday rentals
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198 Holiday rentals and Airbnb in Midland

Best family friendly Midland holiday rentals

Among the 198 accommodations in Midland, here are the 4 best family friendly rentals

Life's A Beach House -Perfect Beachfront Vacation Rental - Midland
10 1 review

Life's A Beach House -Perfect Beachfront Vacation Rental

apartment, Tiny
This beachfront flat in Tiny offers direct access to Balm Beach, situated just a short walk from local amenities and within proximity to Lake Huron and Georgian Bay.
Accommodating up to seven guests across three bedrooms, this property features a patio with sunset views, a fire pit, and is ideal for those seeking beach access, swimming, and paddleboarding opportunities.
Chic Brick Interior Condo Lit By String Lights - Midland
9.0 11 reviews

Chic Brick Interior Condo Lit By String Lights

apartment, Midland
This two-bedroom apartment is conveniently located in Midland, close to both the city centre and the hospital. It has received excellent user ratings, making it a popular choice for travellers.
The spacious 149 square metre apartment comfortably accommodates up to eight guests and boasts a fully equipped kitchen, a dedicated office space, and a terrace with a garden. Guests can enjoy entertainment options such as smart TVs, a games room with foosball and a Nintendo console, and a variety of board games.
4 Bdrm Beachfront Oasis-sunsets! - Midland
10 40 reviews

4 Bdrm Beachfront Oasis-sunsets!

apartment, Midland
This three-bedroom waterfront holiday home in Victoria Harbour, Midland, offers direct sandy beach access and is conveniently located near Midland's attractions.
The property boasts two living areas, a fully equipped kitchen, a patio with BBQ, and outdoor amenities including paddleboards and life jackets, comfortably sleeping six guests.
The Quiet Escape - Midland
9.6 15 reviews

The Quiet Escape

bungalow, Midland
This one-bedroom flat is situated in a quiet neighbourhood in Midland, offering privacy and peaceful surroundings.
The apartment sleeps up to four guests and features a fully equipped kitchenette, a dining area, a queen-sized bed, and a pull-out sofa bed, providing ample space for relaxation and comfortable living.

Best Midland holiday rentals with parking

Forest Oasis In Tay W/large Jacuzzi Hottub - Midland
9.8 104 reviews

Forest Oasis In Tay W/large Jacuzzi Hottub

apartment, Midland
This charming cottage is located in Victoria Harbour, just under 160 kilometres north of Toronto, on the southernmost point of Georgian Bay. The cottage has consistently received excellent ratings for its cleanliness, location and overall experience.
This three-bedroom holiday home can accommodate up to six guests and comes equipped with a fully equipped kitchen, a hot tub, a fire pit, and a private garden, offering a range of activities for all seasons. Guests can enjoy the nearby Tay Shore Trail for biking, Mount St. Louis for skiing and snowboarding, or simply relax in the secluded forest setting with access to kayaking and paddleboarding.
Condo #227 - Midland
9.7 23 reviews

Condo #227

apartment, Midland
This apartment is conveniently located within walking distance of a major grocery store, numerous shopping options, and a variety of restaurants in Midland, making it a great base for exploring the town. The apartment has received excellent ratings for location, cleanliness and user experience.
The flat is well-equipped and comfortable, suitable for a couple. It offers a fully equipped kitchen, a private bathroom, air conditioning, and a garden with a swimming pool. Guests can also enjoy free parking and Wi-Fi.
4br Honey Harbour Cottage | Hot Tub & Fire Pit - Midland
9.5 152 reviews

4br Honey Harbour Cottage | Hot Tub & Fire Pit

house, Georgian Bay
This charming holiday home is located in Honey Harbour, a picturesque village on the shores of Georgian Bay, just 24 miles from the Tay River Basin and 35 miles from Lake Simcoe Regional Airport. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has four bedrooms, comfortably accommodating up to eight guests, with a total floor area of 111 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, a hot tub, and a terrace, as well as free Wi-Fi, private parking, and access to a range of outdoor activities in the surrounding area.
The Wright House - Modern 3bdrm Home In Midland! - Midland
10 37 reviews

The Wright House - Modern 3bdrm Home In Midland!

apartment, Midland
This modern three-bedroom townhouse is situated in a quiet Midland neighbourhood, within walking distance of Georgian Bay General Hospital and local shops, and a short drive (approximately 8km) from Midland's town centre and attractions such as Marty's Shrine and St. Marie Among the Hurons.
The self-catering property sleeps six guests, offering a newly renovated open-plan living space with modern amenities including stainless steel appliances, a Keurig coffee maker, and a Samsung Smart TV; it also includes a garage for bike storage and a 10% discount on Georgian Spirit Cruises is available.

Frequently asked questions about holiday rentals in Midland

  • What are the top family-friendly attractions in Midland?

    Midland is a great place for families. The Huronia Museum is a popular choice, with interactive exhibits on the history of the region. You can also take a scenic boat tour on Georgian Bay, or spend a day at the beach at Little Lake Park. For a fun day out, head to the Midland Bay Landing, with its playground, splash pad, and scenic walking trails.
  • What are the best Airbnb and holiday rentals in Midland?

  • When is the best time to book a vacation rental in Midland?

    The best time to book a vacation rental in Midland is during the shoulder seasons, from April to May and September to October. You'll find fewer crowds and lower prices during these months, making it a great time to enjoy the town's attractions without the summer rush.
  • What are the most popular Airbnbs in Midland?

  • What events or festivals should visitors check out in and around Midland?

    The Midland Waterfront Festival is a popular event that takes place in July, featuring live music, food vendors, and family activities. The annual Midland Fall Fair, held in September, is another great option, with agricultural displays, live entertainment, and carnival rides. In the surrounding area, you can also check out the Collingwood Elvis Festival and the Barrie Ribfest.
  • What are the best holiday rentals with a pool in Midland?

  • What are the best budget-friendly activities in Midland?

    Midland has plenty of budget-friendly activities. You can explore the town's scenic walking trails, such as the waterfront trail along the Georgian Bay. The Midland Public Library offers free events and programs throughout the year. You can also enjoy a picnic at Little Lake Park or take a free guided tour of the Huronia Museum.
  • What are the best rentals for families and kids in Midland?

  • What are the best restaurants with local dishes in Midland?

    For local cuisine, you should try The Old Stone Restaurant, known for its fresh seafood and classic Canadian dishes. Another favourite is The Bayside Grill, offering a casual atmosphere and delicious burgers and fries. For a more upscale dining experience, head to The Georgian Bay Club, renowned for its fine dining and panoramic views of the bay.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

  • What are the best walking or cycling routes in Midland?

    The Waterfront Trail is a popular choice for both walking and cycling, offering stunning views of Georgian Bay. For a longer ride, consider the scenic route to Penetanguishene, passing through charming villages and picturesque farmland. If you're looking for a more challenging route, the trail to the top of Mount St. Louis Moonstone offers breathtaking views of the surrounding area.
  • Are there pet-friendly attractions in Midland?

    Yes, Midland is very pet-friendly. Little Lake Park has a designated dog park, and many restaurants and shops welcome well-behaved dogs. You can also enjoy scenic walks with your furry friend along the waterfront trail or through the town's parks.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy compared to hotels, often at a more affordable price. You can enjoy the comforts of home, such as a fully equipped kitchen and laundry facilities. Many rentals also have unique features and amenities that cater to specific needs and preferences.

Popular destinations

Best Midland holiday rentals with a balcony

Balm Beach Bungalow - 3 Bedrooms - Midland
9.4 3 reviews

Balm Beach Bungalow - 3 Bedrooms

apartment, Tiny
This holiday cottage in Tiny offers direct access to Balm Beach and is situated just 10 minutes by car from Midland and Penetanguishene, placing you within easy reach of local restaurants, an arcade, shops, and Georgian Bay attractions such as St Marie Among the Hurons.
This family-friendly apartment, spanning 55 square metres and accommodating up to six guests, features three bedrooms, one bathroom, a fully-equipped kitchen, air conditioning, high-speed WiFi, and outdoor amenities including a deck with a BBQ, fire pit, and balcony, alongside extensive beach gear for all-season enjoyment.
Right At Home-midland Hot Tub - Midland
8.2 32 reviews

Right At Home-midland Hot Tub

apartment, Midland
This comfortable house is situated in the Wydewood Estates neighbourhood, just a short distance from popular attractions like Scharbauer Sports Complex, Midland Park Mall, and First American Bank Ballpark. It has received very good ratings from previous guests.
The property offers three bedrooms, accommodating up to six guests. Guests can enjoy a range of amenities including a private garden, a spa tub, a fully equipped kitchen, and free Wi-Fi.
Los Pinitos Charming 1-bedroom Cottage - Midland
10 2 reviews

Los Pinitos Charming 1-bedroom Cottage

cottage, Midland
This detached bungalow in Midland is a 3-minute drive from Scharbauer Sports Complex and a 4-minute drive from Astound Broadband Stadium, offering convenient access to local attractions and recreational spots like Bowlero Midland and Bush Tennis Centre.
This accommodation for up to three guests features a kitchenette with a fridge and microwave, air conditioning, complimentary Wi-Fi, a sunroom, and a garden with barbecue facilities, all within easy reach of the I-20 Wildlife Preserve and Sibley Nature Centre.
Ideal Townhouse For Relaxation - Midland
9.6 7 reviews

Ideal Townhouse For Relaxation

apartment, Midland
This Midland apartment is conveniently located near the I-20 Wildlife Preserve, within easy driving distance (approximately 10 km) of the Museum of the Southwest and Scharbauer Sports Complex.
The two-bedroom, two-bathroom property sleeps four guests and features a fireplace, private balcony, fridge, microwave, dishwasher, washer, dryer, and covered parking; nearby attractions include the Jenna Welch Nature Study Centre and the George W. Bush Childhood Home.

Best pet friendly Midland holiday rentals

Among the 198 accommodations in Midland, here are the 4 best pet friendly rentals

Right At Home-midland Northtown Place - Midland
8.4 35 reviews

Right At Home-midland Northtown Place

apartment, Midland
This house is conveniently located in Midland, just under 5km from Midland Park Mall, Scharbauer Sports Complex, Midland College, First American Bank Ballpark, and Grande Communications Stadium. It has a very good user rating, making it a popular choice for travellers.
The home has two bedrooms and two bathrooms, comfortably accommodating up to four guests. You will enjoy amenities such as a fully equipped kitchen, a washing machine, free Wi-Fi, a dining area, and barbecue grills for outdoor dining.
Beachfront Estate Perfect For Large Families In The Heart Of Balm Beach - Midland
10 1 review

Beachfront Estate Perfect For Large Families In The Heart Of Balm Beach

cottage, Tiny
This lakefront holiday home in Balm Beach, a short distance from Midland, offers proximity to both Lake Huron and Georgian Bay.
This spacious property includes a 4-bedroom main house with a loft and a separate 3-bedroom guest house, accommodating up to 18 guests with direct access to a private lakefront beach and nearby restaurants, plus Wi-Fi and air conditioning.
3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park - Midland
No reviews

3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park

apartment, Midland
This Port McNicoll flat, ideal for travellers visiting Midland, is located on a quiet street just 200 metres from the 14-acre Patterson Park waterfront, offering walking trails and Georgian Bay views.
This family-friendly apartment accommodates up to six guests and features a private outdoor space with a deck, gazebo, and fire pit, a lower-level games room with a pool table and foosball, and a fully equipped kitchen, with easy access to year-round activities.
Georgian Bay Retreat - Apartment In Midland - Midland
9.7 72 reviews

Georgian Bay Retreat - Apartment In Midland

apartment, Midland
This basement flat is located in Midland, a short distance from Georgian Bay and the best sandy beaches in Ontario. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The self-contained suite has a separate bedroom with a queen-size bed, and can accommodate up to two guests. It comes with modern amenities, including unlimited internet, a full kitchen, a fireplace, a private garden area, and a washer and dryer, as well as being close to local attractions like Georgian Bay, the Midland Waterfront, and Little Lake Park.
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