Compare Vacation Rentals & Airbnb in Midland

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Midland vacation rentals
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115 Rentals and Airbnb in Midland

Best family friendly Midland vacation rentals

Among the 115 accommodations in Midland, here are the 4 best family friendly rentals

3br Townhome, Georgian Bay, Free Parking - Midland
10 2 reviews
Midland
28/06 – 03/07
$287/nighttotal: $1435 (5 )

3br Townhome, Georgian Bay, Free Parking

3 3
apartment , Midland
This three-bedroom townhouse in Midland is conveniently located near Little Lake, 3.9km from the Tay River Basin, and 2.4km from the Midland Cultural Centre.
The 150 square metre property sleeps up to 15 guests and boasts a fully equipped kitchen, two bathrooms with walk-in showers, free Wi-Fi, private parking, and air conditioning.
3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park - Midland
Midland
28/06 – 03/07
$635/nighttotal: $3175 (5 )

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

1 3
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.
3br Townhome, Georgian Bay, Free Parking - Midland
9.8 7 reviews
Midland
28/06 – 03/07
$307/nighttotal: $1535 (5 )

3br Townhome, Georgian Bay, Free Parking

3 3
apartment , Midland
This family-friendly holiday home in Midland is situated within a 2.4km walk of Little Lake Park and Georgian Bay General Hospital, and within 3.2km of Midland Golf and Country Club and the Huronia Museum.
This 153 square metre property boasts three bedrooms, three bathrooms, sleeps eight guests, and includes a fully equipped kitchen, swimming pool, on-site water park, in-house laundry, free Wi-Fi, and smart TV.
Discounted Rates. Farm + Atv Trails + Fire Pit - Midland
9.0 2 reviews
Midland
28/06 – 03/07
$357/nighttotal: $1785 (5 )

Discounted Rates. Farm + Atv Trails + Fire Pit

1 3
apartment , Tay
This cabin is located in Tay, just five minutes from a major shopping centre and surrounded by forest, gardens, and fruit trees. It has excellent user, location and cleanliness ratings, making it a great choice for travellers.
The property spans seven acres and can accommodate up to ten guests. It features a fully equipped kitchen, a private trampoline and soccer field, a fire pit, a BBQ, and access to nearby bike, ATV, and snowmobile trails.

Best Midland vacation rentals with parking

Cabin Peace And Cozy On Tay Trail Georgian Bay, Ski/snowboard/snowmobile/walks - Midland
9.4 3 reviews
Midland
28/06 – 03/07
$303/nighttotal: $1515 (5 )

Cabin Peace And Cozy On Tay Trail Georgian Bay, Ski/snowboard/snowmobile/walks

1 2
cabin , Tay
This one-bedroom Tay cottage offers a peaceful retreat near Lake Huron and Georgian Bay, a short 0.8km walk from the lake and within 1.8km of Waubaushene Public Library and Waubaushene Beach Provincial Park.
The 28 square metre self-catering property sleeps two guests and includes free Wi-Fi, a Smart TV, on-site parking, and a garden, with essential amenities provided.
4br Honey Harbour Cottage | Hot Tub & Fire Pit - Midland
9.6 143 reviews
Midland
28/06 – 03/07
$560/nighttotal: $2800 (5 )

4br Honey Harbour Cottage | Hot Tub & Fire Pit

4 2
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.
3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park - Midland
Midland
10/07 – 12/07
$668/nighttotal: $1336 (2 )

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

3 2
apartment , Midland
This Port McNicoll flat is located in a quiet residential area of Tay Township, a short walk from the 14-hectare Patterson Park waterfront and a brief drive to Midland's town centre shops and eateries.
This 180 square metre residence accommodates up to six guests, offering three bedrooms, one bathroom, a fully equipped kitchen, a games room with a pool table and foosball, and a spacious private deck with a BBQ and fire pit, alongside convenient keyless entry and parking.
The Quiet Escape - Midland
9.6 15 reviews
Midland
25/07 – 26/07
$351/nightfor 1 night

The Quiet Escape

1 2
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.

Frequently Asked Questions about vacation rentals in Midland

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

    The Huronia Museum is a great place to learn about the history of the region, and the Midland Bay Landing is a fun place to take the kids for a picnic or to play on the playground. And of course, a visit to the Midland Bay Marina is a must for any family.
  • What are the best Airbnb and vacation rentals in Midland?

    The Haunted House Apt 302, Nest By The Bay - Downtown Midland / Private Loft and Perch By The Bay - Downtown Midland / Private Loft are the most popular Airbnb and vacation rentals in Midland among travelers.

  • 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 summer months, from June to August. This is when the weather is warmest and there are lots of events and festivals happening. You can also find good deals on rentals in the shoulder seasons, from May to June and September to October.
  • 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 in July, with live music, food vendors, and family activities. If you're here in September, check out the annual Midland Fall Fair, which features agricultural displays, competitions, and entertainment.
  • What are the best vacation rentals with a pool in Midland?

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

    For budget-friendly activities, you can explore the waterfront trails, visit the free Midland Public Library, or take a walk through the beautiful gardens at the Midland Cultural Centre.
  • What are the best rentals for families and kids in Midland?

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

    For local dishes, try the fish and chips at The Boat House or the burgers at The Red Dog Tavern. Both are popular spots with great food and a friendly atmosphere.
  • 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 great option for walking or cycling. It stretches for several kilometres along the shore of Georgian Bay and offers stunning views. You can also check out the trails at the nearby Tiffin Centre, which are perfect for a longer hike.
  • Are there pet-friendly attractions in Midland?

    Yes, many of the parks and trails in Midland are pet-friendly. You can also take your furry friend to the dog beach at the Midland Bay Marina.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy than hotels, and they often come with kitchen facilities, so you can save money by cooking some of your own meals. They can also be a great option for families or groups of friends travelling together.
  • What are the top sports attractions and facilities in Midland?

    Midland has a great sports scene, with the Midland Cultural Centre hosting a variety of events, and the local community centre offering a range of programs and activities. You can also find a number of golf courses and tennis courts in the area.

Destinations nearby

Best Midland vacation rentals with a balcony

Balm Beach Bungalow - 3 Bedrooms - Midland
9.0 2 reviews
Midland
28/06 – 03/07
$648/nighttotal: $3240 (5 )

Balm Beach Bungalow - 3 Bedrooms

3 3
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.
Private Lakehouse Getaway Hot Tub On The Water - Midland
Midland
10/07 – 12/07
$1356/nighttotal: $2712 (2 )

Private Lakehouse Getaway Hot Tub On The Water

1 2
house , Tay
This holiday let is located in a district of Tay providing easy access to local attractions and amenities, with key landmarks and attractions within easy reach.
This 186 square meter holiday home accommodates up to 23 guests and features a fully equipped kitchen, two bathrooms, free high-speed WiFi, and complimentary private parking, with a private balcony for enjoying the Tay atmosphere.
Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly ** - Midland
10 94 reviews
Midland
12/07 – 29/07
$599/nighttotal: $10183 (17 )

Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly **

2 2
cottage , Tiny
This three-bedroom cottage in Tiny is situated just 800 metres from Awenda Provincial Park and Lake Huron, with Georgian Bay a mere 160 metres away. The property boasts a fully equipped kitchen, a spa tub, laundry facilities, a games room, a garden, and barbecue grills, ensuring a comfortable and enjoyable stay for families and groups.
Spacious 4 Bdrm, Lake Views, Steps From The Beach - Midland
Midland
28/06 – 03/07
$836/nighttotal: $4180 (5 )

Spacious 4 Bdrm, Lake Views, Steps From The Beach

4 3
house , Tiny
This spacious 275 square metre detached house in Honey Harbour is situated 26 kilometres from the Tay River Basin and 25 kilometres from the Midland Cultural Centre.
Ideal for families and groups of up to 15, this property offers direct beach access, stunning lake views from a balcony with outdoor furniture, a fully equipped kitchen, an outdoor fireplace and barbecue, children's play equipment, ski storage, and proximity to skiing, cycling, and hiking, with complimentary Wi-Fi and private parking.

Best pet friendly Midland vacation rentals

Among the 115 accommodations in Midland, here are the 4 best pet friendly rentals

Private Lakehouse Getaway | Hot Tub On The Water - Midland
Midland
04/07 – 11/07
$1476/nighttotal: $10332 (7 )

Private Lakehouse Getaway | Hot Tub On The Water

3 5
cottage , Waubaushene
This Tay holiday home offers convenient access to Lake Huron and Georgian Bay within a 4-minute drive, and is also close to local parks and historical sites.
This property accommodates up to 12 guests with 3 bedrooms and 2 bathrooms, featuring amenities such as Wi-Fi and air conditioning for a comfortable stay, and is an ideal base for exploring the Tay region.
Georgian Bay Tiny Cabin - Bunkie Loft With A/c - Midland
9.7 46 reviews
Midland
10/07 – 12/07
$296/nighttotal: $592 (2 )

Georgian Bay Tiny Cabin - Bunkie Loft With A/c

1 2
cabin , Midland
This off-grid bunkie is situated in a quiet campground on Georgian Bay, approximately 145 kilometres north of Toronto. The property is highly rated, with excellent reviews for its location, cleanliness, and overall user experience.
The bunkie is a cosy dwelling with a double bed in a loft, a sofa, a small fridge, and battery-powered lights. Guests can enjoy a range of amenities, including a shared sandy beach, a water pad, a canoe, a kayak, paddleboards, a fire pit, and a BBQ area.
3 Bedroom Waterfront Oasis / Water Toys! - Midland
Midland
28/06 – 03/07
$669/nighttotal: $3345 (5 )

3 Bedroom Waterfront Oasis / Water Toys!

4 2
apartment , Midland
This beachfront flat in Penetanguishene, a short 8km drive from both Awenda Provincial Park and Penetanguishene Rotary Park, offers easy access to Midland attractions.
The 90 square metre property sleeps eight guests in four bedrooms, one bathroom, and boasts a fully equipped kitchen, private garden, spa, parking, and free Wi-Fi.
Casa Tranquility - Midland
10 19 reviews
Midland
10/07 – 12/07
$203/nighttotal: $406 (2 )

Casa Tranquility

1 2
apartment , Midland
This one-bedroom flat is situated in Victoria Harbour, a charming town just 10 kilometres from Midland, 25 kilometres from Orillia, 40 kilometres from Barrie, and 45 kilometres from Wasaga Beach. The apartment offers a peaceful setting close to the scenic Georgian Bay, ideal for a relaxing getaway.
The flat features an open-plan kitchen and living area, perfect for couples or a small family. It comes equipped with modern amenities like Wi-Fi, smart TVs, and an outdoor BBQ area, as well as a private entrance and dedicated parking space.
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