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Midland cottages
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21 Best cottages in Midland

Search Cottages near the Old Town in Midland

Navigate local attractions easily on foot from centrally positioned cottages in Midland, putting historic districts steps away.

Stylish Sandy Beach 4-bed Waterfront - Midland
9.6 8 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This Tiny, Ontario waterfront vacation home is a 10-minute walk from Lake Huron and Georgian Bay, and within 9 miles of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 3000-square-foot family-friendly retreat boasts four bedrooms, three bathrooms, sleeps eight, and includes a fully equipped kitchen, jacuzzi, sauna, tennis court, game room, and private balcony.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 1 review

Luxury 4br Lakefront Cottage W/ Sauna & Dock!

cottage, Midland
This waterfront cottage in Tay offers direct lake access and is approximately a 15-20 minute drive to Midland's cultural attractions, including the Huronia Museum and Sainte-Marie among the Hurons.
This pet-friendly, family-friendly rental spans 2480 square feet, accommodating up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a modern kitchen with a wine fridge, a private dock, a wood-burning barrel sauna, and outdoor living spaces with a fire pit and BBQ.
The Relaxation Station - Midland
10 11 reviews

The Relaxation Station

cottage, Tiny
This waterfront cottage in Tiny offers a prime location, just a 6-minute walk to Awenda Provincial Park and a 15-minute drive to Discovery Harbour.
This 950 square foot rental accommodates up to 10 guests with 3 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, free Wi-Fi, and on-site water sports equipment.
Water Access Only Cottage On Georgian Bay - Midland
10 3 reviews

Water Access Only Cottage On Georgian Bay

cottage, Tay
This waterfront vacation home in Tay is conveniently located just six miles from Sainte-Marie among the Hurons and Martyrs' Shrine, offering easy access to both historical sites and the scenic beauty of Lake Huron and Georgian Bay. Guests consistently rate this property as excellent, making it a popular choice for families and groups seeking a relaxing getaway.
This five-bedroom cottage comfortably sleeps up to 10 guests, providing ample space for everyone to relax and enjoy their time together. Enjoy the convenience of a fully equipped kitchen, a private patio for outdoor dining, a fireplace for cozy evenings, and a spa tub for ultimate relaxation.

Top Family-Friendly Cottages in Midland

Kid-friendly cottages in Midland place city attractions within easy reach, making for a stress-free family vacation.

Cozy Beachside Getaway  Steps From Balm Beach! - Midland
10 2 reviews

Cozy Beachside Getaway Steps From Balm Beach!

cottage, Tiny
This cozy cottage in Tiny is located just steps from Balm Beach, offering convenient access to swimming and the shoreline, with local restaurants, an arcade, and shops within walking distance, and is a 10-minute drive from Midland and Penetanguishene.
This 290-square-foot rental accommodates up to four guests with two bedrooms and one bathroom, featuring a fully-equipped kitchen with a fridge and microwave, air conditioning, high-speed WiFi, a garden with a fire pit and BBQ, a sunroom with lake views, and an office/playroom, plus a 10% discount on a Georgian Spirit Cruise.

Frequently Asked Questions about cottages in Midland

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

    On your first day, check out the Midland Bay Marina and enjoy the views of Georgian Bay. Then, head over to the Huronia Museum to learn about the history of the area. On day two, spend some time at the Midland Cultural Centre for some entertainment, and afterwards, take a stroll along the waterfront trail for some fresh air.
  • What are the best cottages in Midland?

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

    The best spots for cottages are along the shores of Georgian Bay, especially around the areas of Little Lake and the Penetanguishene Road. You'll find plenty of options with stunning views and easy access to water activities.
  • What are the best cottages with a pool in Midland?

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

    The peak season for cottage rentals in Midland is during the summer months, from June to August. However, if you prefer a quieter experience, spring and fall offer pleasant weather and fewer crowds.
  • What are the best cottages with a jacuzzi in Midland?

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

    You have to visit the Midland Bay Marina, the Huronia Museum, and the Midland Cultural Centre. The waterfront trail is a must-do for a scenic walk or bike ride, and don't forget to check out the historic Steamship Midland for a glimpse into the past.
  • What are the best cottages for families and kids in Midland?

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

    Renting a cottage in Midland gives you the opportunity to experience the beauty of Georgian Bay firsthand. You can enjoy swimming, boating, fishing, and relaxing in a peaceful setting. Plus, it's a great way to escape the city and reconnect with nature.
  • What are the best pet friendly cottages in Midland?

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

    Midland is a very walkable city, especially the downtown area. You can easily explore the shops, restaurants, and attractions on foot. If you want to venture further, the waterfront trail is perfect for a leisurely bike ride.
  • What are the best cottages with parking in Midland?

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

    Try the The Docks Restaurant & Bar, with its stunning views of the marina, or The Wooden Paddle for a more casual dining experience with a patio overlooking the water. Both offer delicious food and breathtaking scenery.
  • What family-friendly activities are available in Midland?

    Midland has plenty of family-friendly activities, like visiting the Huronia Museum, taking a boat tour on Georgian Bay, or enjoying a picnic at the park. The splash pad at the waterfront is a big hit with kids, and the Midland Cultural Centre often hosts children's shows and events.

Popular destinations

Guest-Favorite Cottages with a Hot Tub in Midland

A private hot tub at your cottage makes every trip to Midland truly unforgettable after a day in the city.

Stylish Sandy Beach 4-bed Waterfront - Midland
9.6 8 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This Tiny, Ontario waterfront vacation home is a 10-minute walk from Lake Huron and Georgian Bay, and within 9 miles of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 3000-square-foot family-friendly retreat boasts four bedrooms, three bathrooms, sleeps eight, and includes a fully equipped kitchen, jacuzzi, sauna, tennis court, game room, and private balcony.
Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This waterfront home in Tiny, Ontario, is a short walk from a Lake Huron beach, near Sainte-Marie among the Hurons and Martyrs' Shrine.
This 2600-square-foot, four-bedroom, three-bathroom vacation rental sleeps ten and boasts a private pool, hot tub, and extensive amenities including bicycles, a volleyball net, and high-speed internet with streaming services.

Best Midland cottages with a kitchen

Cottage On Water At Oak Bay Gulf Club - Midland
9.8 6 reviews

Cottage On Water At Oak Bay Gulf Club

cottage, Port Severn
This Georgian Bay waterfront home, located on the southern point of Georgian Bay near Highway 400, offers easy access to the Oak Bay Golf Course and local restaurants.
This 1,500-square-foot vacation rental boasts three bedrooms (easily convertible to four), two bathrooms, a private dock, a 20' x 12' boathouse, and accommodates up to eight guests, featuring air conditioning, internet, and a fully equipped kitchen.
Cottage With A Million Dollar View - Midland
No reviews

Cottage With A Million Dollar View

cottage, Tay
This Georgian Bay cottage offers a serene retreat in Tay, located minutes from Midland's amenities and featuring stunning sunsets.
This 3-bedroom, 1-bathroom rental accommodates up to 6 guests and includes internet, air conditioning, and a kitchen, with opportunities for swimming, fishing, and lawn games on the flat, waterfront lawn.
Balm Beach Tourist Cabin # 1 - Midland
10 4 reviews

Balm Beach Tourist Cabin # 1

cottage, Tiny
This 2-bedroom cottage in Tiny is a 5-minute walk to Balm Beach and Georgian Bay.
This rental offers air conditioning, internet, parking, a microwave oven, and a private deck, accommodating up to 4 guests for activities like visiting the Midland Cultural Centre and Wasaga 500 Go Karts.
Cozy Beachside Getaway  Steps From Balm Beach! - Midland
10 2 reviews

Cozy Beachside Getaway Steps From Balm Beach!

cottage, Tiny
This cozy cottage in Tiny is located just steps from Balm Beach, offering convenient access to swimming and the shoreline, with local restaurants, an arcade, and shops within walking distance, and is a 10-minute drive from Midland and Penetanguishene.
This 290-square-foot rental accommodates up to four guests with two bedrooms and one bathroom, featuring a fully-equipped kitchen with a fridge and microwave, air conditioning, high-speed WiFi, a garden with a fire pit and BBQ, a sunroom with lake views, and an office/playroom, plus a 10% discount on a Georgian Spirit Cruise.

Traveler-Approved Pet-Friendly Cottages in Midland

No need to leave your dog behind; each Midland cottage on this list offers nearby dog parks and easy city walks.

Beachfront Estate Perfect For Large Families In The Heart Of Balm Beach - Midland
No reviews

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

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

Water Access Only Cottage On Georgian Bay

cottage, Tay
Balm Beach Tourist Cabin #2 - Midland
No reviews

Balm Beach Tourist Cabin #2

cottage, Tiny
Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
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