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

Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & Lake - Midland
10 1 review
Midland
27/07 – 31/07
$1224/nighttotal: $4896 (4 )

Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & Lake

8 3
apartment , Midland
This seven-bedroom house is located in the mountains of Midland, just 2 km from Lake Huron, Georgian Bay, and Martyrs' Shrine, offering stunning views and easy access to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
The property can accommodate up to 14 guests and features a fully equipped kitchen, a private pool, a jacuzzi, a terrace, a garden, and an arcade/game room, providing a comfortable and entertaining stay for families and groups.
Beautiful All Season Cottage In Tiny, On - Midland
9.9 56 reviews
Midland
21/06 – 07/09
$641/nighttotal: $49998 (78 )

Beautiful All Season Cottage In Tiny, On

3 1
apartment , Tiny
This holiday home in Tiny, located on a quiet lane just 250 metres from Jackson Beach Park, offers a prime position with multiple public beach entrances a mere 3-minute walk away.
This spacious cottage accommodates up to 10 guests with 3 bedrooms and a pullout couch, featuring a fully-equipped kitchen (excluding a dishwasher), a hot tub, gas BBQ, pool table, foosball, and complimentary Wi-Fi, with recreational trails and Awenda Provincial Park within easy reach.
White Rolling Sands Of Penetang By Theatre - Midland
9.9 170 reviews
Midland
27/07 – 31/07
$327/nighttotal: $1308 (4 )

White Rolling Sands Of Penetang By Theatre

1 3
apartment , Midland
This Midland holiday home is conveniently located near Kings Wharf Theatre and Discovery Harbour, offering easy access to Tiny Beaches, Georgian Bay Islands National Park, and Awenda Provincial Park by car.
Sleeping up to seven guests in three bedrooms and two bathrooms, this property boasts a large private backyard with a firepit, shared use of a deck, laundry facilities for longer stays, and a rollaway bed for extra guests; it also includes a fully equipped kitchen with dishwasher and air conditioning.
Charming Cottage 2 Min Walk From A Private Beach On Georgian Bay - Midland
8.8 3 reviews
Midland
20/06 – 27/06
$264/nighttotal: $1848 (7 )

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

3 2
cottage , Port McNicoll
This charming three-bedroom cottage is located in Tay, Ontario, just five minutes' walk from Lake Huron and Georgian Bay, offering easy access to stunning natural landscapes. It has received very good user ratings.
The cottage comfortably sleeps six guests and provides a range of amenities including Wi-Fi, air conditioning, towels, and linens. Guests can enjoy a short drive to Little Lake Park (11km) and Cawaja Beach (24km) for a variety of outdoor activities and entertainment.

Best Midland vacation rentals with parking

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.
The Quiet Escape - Midland
9.6 15 reviews
Midland
06/07 – 12/07
$381/nighttotal: $2286 (6 )

The Quiet Escape

1 3
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.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews
Midland
03/07 – 06/07
$1871/nighttotal: $5613 (3 )

Cheerful 4-bedroom Cottage In Nature Setting

4 8
cottage , Waubaushene
This five-bedroom lakeside property in Waubaushene, Ontario, offers stunning waterfront views of Lake Huron and Georgian Bay, being less than 1.6km from Juanita Island and Bayview Park.
Sleeping eight guests, the self-catering holiday home boasts a fully equipped kitchen, a patio, garden, and parking, plus access to swimming, boating, and fishing opportunities.
Cozy Cottage With Private Beach Access - Midland
9.8 39 reviews
Midland
03/09 – 20/12
$154/nighttotal: $16632 (108 )

Cozy Cottage With Private Beach Access

1 1
apartment , Port McNicoll
This Port McNicoll holiday home is situated near Sainte-Marie Among the Hurons and Pioneer Village, offering easy access to local biking and hiking trails.
Sleeping six guests, this three-bedroom, one-bathroom dwelling boasts a private beach, fire pit, dedicated workspace with high-speed internet, and a new split heat pump system for year-round comfort; the entire property (excluding outbuildings) is available for use.

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

Private Lakehouse Getaway Hot Tub On The Water - Midland
Midland
03/07 – 06/07
$1356/nighttotal: $4068 (3 )

Private Lakehouse Getaway Hot Tub On The Water

1 8
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.
Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews
Midland
28/06 – 03/07
$863/nighttotal: $4315 (5 )

Stunning Waterfront Cottage & Bunkie!

3 3
cottage , Midland
This Tay Township holiday home enjoys a beachfront location on Lake Huron and Georgian Bay, just under 5 km from Martyrs' Shrine.
The 150-square-metre property sleeps six across three bedrooms and two bathrooms, offering a fully equipped kitchen, Wi-Fi, a spa, and a terrace overlooking the garden; housekeeping is available.
Modern 4br Cottage, Hot Tub & Sauna On Tay Trail - Midland
9.4 233 reviews
Midland
27/07 – 31/07
$645/nighttotal: $2580 (4 )

Modern 4br Cottage, Hot Tub & Sauna On Tay Trail

4 3
house , Tay
This four-bedroom house is located in Waubaushene, just 19 kilometres from Orillia Community Centre Arena and 12 kilometres from Midland Cultural Centre. The area offers a peaceful setting with easy access to Georgian Bay, trails, and nearby attractions. This property has received excellent user ratings for location, cleanliness, and overall experience.
This spacious 111 square metre property comfortably accommodates up to eight guests. The house is equipped with modern amenities including a fully equipped kitchen, a fireplace, a hot tub, a sauna, a tennis court, and a private garden, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Little Lake Escape | Waterfront 2 Bedroom Getaway - Midland
10 2 reviews
Midland
27/07 – 31/07
$638/nighttotal: $2552 (4 )

Little Lake Escape | Waterfront 2 Bedroom Getaway

2 3
apartment , Midland
This two-bedroom lakefront flat in Midland offers direct access to Little Lake, with stunning water views and sunset vistas, and is located just minutes by car from downtown Midland's shops and restaurants.
This family-friendly apartment, covering 60 square meters and accommodating up to four guests, features a fully equipped kitchen, a gas fireplace, a sunroom with yoga mats, and private outdoor amenities including a putting green, fire pit, and dock with provided kayaks and a paddleboard for exploring the lake.

Best pet friendly Midland vacation rentals

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

Georgian Bay Cottage/ Beach Access •Yard• Sleeps 8 - Midland
10 2 reviews
Midland
03/09 – 20/12
$347/nighttotal: $37476 (108 )

Georgian Bay Cottage/ Beach Access •Yard• Sleeps 8

1 1
apartment , Midland
This three-bedroom Tay cottage, a short walk from Patterson Park and Grandview beaches, offers easy access to Midland and Awenda Provincial Park (a short drive away).
Sleeping eight comfortably across three bedrooms and a sofa bed, the property includes a kitchen with fridge and microwave, air conditioning, parking, high-speed Wi-Fi, Netflix, and a spacious yard ideal for barbecues; nearby attractions include the Waterfront Trail.
Your Happy Place - Midland
9.8 9 reviews
Midland
06/07 – 12/07
$396/nighttotal: $2376 (6 )

Your Happy Place

1 3
apartment , Midland
This four-bedroom, two-bathroom apartment in Port McNicoll, near Midland, Ontario, offers easy access to Georgian Bay's beaches and hiking trails.
Sleeping up to nine guests, this self-catering property features a fully equipped kitchen, air conditioning, parking, internet access, and a queen-size air mattress; nearby attractions require further investigation to determine precise distances.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
9.7 60 reviews
Midland
03/07 – 06/07
$1269/nighttotal: $3807 (3 )

Cheerful 4-bedroom Cottage In Nature Setting

1 8
house , Tay
This charming cottage is situated just 8 kilometres from the town of Waubaushene and a short walk from the southeast shore of Georgian Bay, offering easy access to both the stunning beauty of the area and the Tay Shore Trails. It has received excellent user, location, and cleanliness ratings.
The 139 square metre cottage has four bedrooms and one bathroom, comfortably accommodating up to eight guests. The well-equipped kitchen, spacious living area with a fireplace, large backyard deck, and access to a fire pit, plus a 65-inch Smart TV, air conditioning, and fast internet, make this a perfect choice for families looking for a relaxing getaway.
Cozy Cabin On The Water - Midland
10 1 review
Midland
27/06 – 28/06
$365/nightfor 1 night

Cozy Cabin On The Water

1 2
cabin , Georgian Bay
This Georgian Bay cottage, ideal for families, is conveniently located near local amenities, offering easy access to the region's attractions; precise distances to specific towns require further clarification.
Sleeping four guests, the one-bedroom, one-bathroom lodge features a kitchen, air conditioning, parking, and internet access; details on the property's size, layout, and additional amenities are unavailable.
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