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 4 best family friendly cottage rentals

Gorgeous Winfield Chalet Cottage - Midland
9.9 91 reviews

Gorgeous Winfield Chalet Cottage

cottage, Midland
This charming cottage is situated in Victoria Harbour, just a 10-minute walk from the local sandy beach, restaurants, and a supermarket, and within a 15-minute drive of Midland Cultural Centre and Mount St. Louis. The property has received excellent ratings for user experience, location, and cleanliness.
The cottage has three bedrooms and one bathroom, comfortably accommodating up to nine guests. Enjoy a fully equipped kitchen, a spacious recreation room with games, a heated swimming pool, and a large garden with a fire pit, trampoline, and swing set for entertainment.
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.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 11 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.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 2 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.

Best Midland cottages with a garden

Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 11 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.
Gorgeous Winfield Chalet Cottage - Midland
9.9 91 reviews

Gorgeous Winfield Chalet Cottage

cottage, Midland
This charming cottage is situated in Victoria Harbour, just a 10-minute walk from the local sandy beach, restaurants, and a supermarket, and within a 15-minute drive of Midland Cultural Centre and Mount St. Louis. The property has received excellent ratings for user experience, location, and cleanliness.
The cottage has three bedrooms and one bathroom, comfortably accommodating up to nine guests. Enjoy a fully equipped kitchen, a spacious recreation room with games, a heated swimming pool, and a large garden with a fire pit, trampoline, and swing set for entertainment.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 2 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.
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.

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 2 best cottage rentals with a jacuzzi

Forest Oasis In Tay W/large Jacuzzi Hottub - Midland
9.7 103 reviews

Forest Oasis In Tay W/large Jacuzzi Hottub

cottage, 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.
Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 11 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.

Best pet friendly Midland cottage rentals

Among the 21 accommodations in Midland, here are the 2 best pet friendly cottage rentals

Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 2 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.
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.
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