Cottages in Midland at the best prices

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Midland cottages
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21 Best cottages in Midland

Best family friendly Midland cottage rentals

Among the 21 accommodations in Midland, here are the 1 best family friendly cottage rentals

Water Access Only Cottage On Georgian Bay - Midland
10 3 reviews

Water Access Only Cottage On Georgian Bay

cottage, Tay
This charming waterfront holiday home is situated in Tay, just 10km from Sainte-Marie among the Hurons and Martyrs' Shrine, offering easy access to the area's rich history and natural beauty. Guest reviews consistently rate this property as excellent, highlighting its peaceful location and comfortable amenities.
The cottage has five bedrooms and can accommodate up to 10 guests, making it ideal for families or groups of friends. Guests can enjoy a well-equipped kitchen, a relaxing patio with a barbecue, and a spa tub for ultimate relaxation after a day exploring the local area.

Best Midland cottages with a garden

Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews

Stunning Waterfront Cottage & Bunkie!

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.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 6 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This family-friendly Tiny lakeside retreat, a 10-minute walk from Lake Huron and Georgian Bay, is situated within 15km of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 279 square metre property boasts four bedrooms, three bathrooms, sleeping eight guests, and features a fully equipped kitchen, jacuzzi, sauna, tennis court, and free Wi-Fi.
The Relaxation Station - Midland
10 11 reviews

The Relaxation Station

cottage, Tiny
This waterfront holiday home in Tiny, Ontario, is situated 550 metres from Awenda Provincial Park and a 15-minute drive from Discovery Harbour.
This 88 square metre cottage accommodates up to 10 guests across 3 bedrooms and features a private terrace with barbecue, air conditioning, and on-site watersports equipment, with free Wi-Fi and parking provided.
Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This luxurious waterfront holiday home in Tiny, Ontario, is a 20-second stroll from a child-friendly beach with shallow waters and offers easy access to Lake Huron, with Sainte-Marie among the Hurons and Martyrs' Shrine within driving distance.
The 242-square-metre (2600 sq ft) property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private hot tub, swimming pool, spa, and extensive amenities such as a gas fireplace, bicycles, and high-speed internet with access to popular streaming services.

Frequently Asked Questions about cottages in Midland

  • What would be a good 2-days itinerary for visiting Midland?

    On your first day, head to the Midland Bay Marina to see the boats and enjoy the view. Afterwards, take a stroll along the waterfront and visit the Steamship Discovery, a historic vessel. For your second day, explore the charming downtown area with its shops and cafes. You can also visit the Huronia Museum to learn about the area's history.
  • What are the best cottage rentals in Midland?

  • What part of Midland is ideal for renting a cottage?

    The best spot for a cottage rental is along the shores of Georgian Bay. The area around Little Lake is particularly popular as it offers a mix of waterfront views and proximity to town amenities.
  • What are the best cottage rentals with a pool in Midland?

  • When is the best time to rent a cottage in Midland?

    Midland is lovely year-round, but the peak season for cottage rentals is from June to August. If you prefer a quieter experience, consider visiting during the shoulder seasons of spring or autumn.
  • What are the best cottage rentals with a jacuzzi in Midland?

  • What are the can't-miss sights in Midland?

    You can't miss the Steamship Discovery, a historic vessel that offers tours and events. The Midland Bay Marina is also a must-see, with its picturesque views and bustling atmosphere. Don't forget to visit the Huronia Museum to learn about the area's rich history.
  • What are the best cottage rentals for families and kids in Midland?

  • Why consider renting a cottage in Midland for your stay?

    Renting a cottage in Midland provides a unique opportunity to experience the beauty of Georgian Bay. You'll have access to a private waterfront, perfect for swimming, boating, or simply relaxing. Plus, you'll be close to the town's attractions and amenities.
  • What are the best pet friendly cottage rentals in Midland?

  • Can you easily explore Midland on foot or by bike?

    Midland is a very walkable town, with most attractions within easy reach. You can also rent bikes for a more adventurous exploration of the town and its surroundings.
  • What are the best cottage rentals with parking in Midland?

  • What are the best restaurants in Midland with nature views?

    The Wooden Boat Restaurant has a fantastic view of the marina, and the Bayside Restaurant offers stunning waterfront views of Georgian Bay. Both are great options for a meal with a scenic backdrop.
  • What family-friendly activities are available in Midland?

    Midland offers a variety of family-friendly activities, including the splash pad at the waterfront, the Midland Bay Marina, and the Huronia Museum. The town also has a number of parks and playgrounds perfect for children.

Popular destinations

Best Midland cottage rentals with jacuzzi

Among the 21 accommodations in Midland, here are the 4 best cottage rentals with a jacuzzi

Amazing Lakeview Retreat With Hot Tub, Sauna And Private Loft! - Midland
8.8 3 reviews

Amazing Lakeview Retreat With Hot Tub, Sauna And Private Loft!

cottage, Tiny
This modern lakeside retreat in Tiny, Ontario, is situated steps from Awenda Provincial Park and minutes from local beaches, offering easy access to Penetanguishene and other nearby attractions.
Sleeping up to 14 guests, this five-bedroom, three-bathroom property boasts a Jacuzzi, sauna, hot tub, and fully equipped kitchen including a dishwasher, providing year-round enjoyment with access to water activities, ATV/bike trails, snowmobiling, and proximity to Ste-Marie Among the Hurons and Martyrs' Shrine.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 6 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This family-friendly Tiny lakeside retreat, a 10-minute walk from Lake Huron and Georgian Bay, is situated within 15km of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 279 square metre property boasts four bedrooms, three bathrooms, sleeping eight guests, and features a fully equipped kitchen, jacuzzi, sauna, tennis court, and free Wi-Fi.
Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This luxurious waterfront holiday home in Tiny, Ontario, is a 20-second stroll from a child-friendly beach with shallow waters and offers easy access to Lake Huron, with Sainte-Marie among the Hurons and Martyrs' Shrine within driving distance.
The 242-square-metre (2600 sq ft) property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private hot tub, swimming pool, spa, and extensive amenities such as a gas fireplace, bicycles, and high-speed internet with access to popular streaming services.
Waterfront Cottage With Hot Tub - Midland
9.0 26 reviews

Waterfront Cottage With Hot Tub

cottage, Severn
This family-friendly cottage is located just 500 metres from the waterfront of Lake Huron and Georgian Bay, a short 15-minute drive from Waubaushene Beaches Provincial Park and the Matchedash Bay Trail Trailhead. It has received excellent ratings for its cleanliness, location and user experience.
This 93 square metre property has three bedrooms and one bathroom, comfortably sleeping up to 12 guests. It offers a private outdoor pool, a spa tub, an arcade/game room, a garden, barbecue grills, free Wi-Fi, and a fully equipped kitchen.

Best pet friendly Midland cottage rentals

Among the 21 accommodations in Midland, here are the 4 best pet friendly cottage rentals

Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
No reviews

Luxury 4br Lakefront Cottage W/ Sauna & Dock!

cottage, Midland
This waterfront holiday home in Tay offers direct access to shallow waters via a private dock and is located approximately 1.6 to 2.4 kilometres from the Huronia Museum and Ste-Marie among the Hurons.
This spacious 230 square metre lodge comfortably accommodates up to 10 guests across four bedrooms, featuring a modern kitchen with a wine fridge, a gas fireplace, a wood-burning barrel sauna, kayaks, and parking for seven vehicles.
Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This luxurious waterfront holiday home in Tiny, Ontario, is a 20-second stroll from a child-friendly beach with shallow waters and offers easy access to Lake Huron, with Sainte-Marie among the Hurons and Martyrs' Shrine within driving distance.
The 242-square-metre (2600 sq ft) property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private hot tub, swimming pool, spa, and extensive amenities such as a gas fireplace, bicycles, and high-speed internet with access to popular streaming services.
The Relaxation Station - Midland
10 11 reviews

The Relaxation Station

cottage, Tiny
This waterfront holiday home in Tiny, Ontario, is situated 550 metres from Awenda Provincial Park and a 15-minute drive from Discovery Harbour.
This 88 square metre cottage accommodates up to 10 guests across 3 bedrooms and features a private terrace with barbecue, air conditioning, and on-site watersports equipment, with free Wi-Fi and parking provided.
Cottage With Ping Pong & Short Walk From The Beach - Midland
9.0 42 reviews

Cottage With Ping Pong & Short Walk From The Beach

cottage, Tiny
This spacious holiday home is located a 10-minute walk from Wahnekewaning Beach, a sandy beach on Georgian Bay.
The 186 square meter property accommodates eight guests across four bedrooms and two bathrooms, offering a large open-plan kitchen, a games area with a ping pong table, and extensive outdoor living space with a barbecue and fire pit, plus beach amenities.
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