Holiday Rentals in Midland

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Midland holiday rentals
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115 Holiday rentals and Airbnb in Midland

Best family friendly Midland holiday rentals

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

Charming Cottage 2 Min Walk From A Private Beach On Georgian Bay - Midland
8.8 3 reviews
Midland
03/09 – 20/12
107 €/nighttotal: 11556 € (108 )

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.
Loft On King - Downtown Midland - Midland
9.9 217 reviews
Midland
10/07 – 12/07
244 €/nighttotal: 488 € (2 )

Loft On King - Downtown Midland

1 2
apartment , Midland
This charming loft apartment is located in Downtown Midland, just a short walk from the waterfront, restaurants, shops, and pubs. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It comes equipped with modern amenities like Wi-Fi, cable TV, a fully equipped kitchen, and laundry facilities, as well as a games room for entertainment.
3 Bedroom Waterfront Oasis / Water Toys! - Midland
Midland
28/06 – 03/07
414 €/nighttotal: 2070 € (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.
Cozy Cottage 20 Min From Ski Resorts - Midland
9.0 26 reviews
Midland
26/06 – 27/06
699 €/nightfor 1 night

Cozy Cottage 20 Min From Ski Resorts

3 2
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 Midland holiday rentals with parking

Charming Cottage 2 Min From Private Beach - Midland
9.3 57 reviews
Midland
25/06 – 25/07
132 €/nighttotal: 3960 € (30 )

Charming Cottage 2 Min From Private Beach

3 2
apartment , Midland
This charming cottage is situated in the peaceful town of Port McNicoll, just a short drive from Midland and a two-minute walk from a private beach. The property has received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom holiday home comfortably accommodates six guests. The cottage boasts a fully-equipped kitchen, a relaxing porch, a private backyard perfect for outdoor gatherings, and access to a private beach with a playground and benches.
Blue Water Dunes Cottage - Midland
10 3 reviews
Midland
28/06 – 03/07
487 €/nighttotal: 2435 € (5 )

Blue Water Dunes Cottage

4 2
chalet , Tiny
This beachfront chalet is located in Tiny, Ontario, just 22 kilometres from the Tay River Basin and 47 kilometres from Barrie South GO Station, offering a peaceful escape in a scenic setting. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The chalet has four bedrooms, three bathrooms, and covers 186 square metres, comfortably accommodating up to 15 guests. Enjoy a range of amenities including a private beach, hot tub, barbecue facilities, a garden, and a mini-golf course, perfect for relaxation and entertainment.
3br Townhome, Georgian Bay, Free Parking - Midland
9.8 7 reviews
Midland
28/06 – 03/07
190 €/nighttotal: 950 € (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.

Frequently asked questions about holiday rentals in Midland

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

    Midland is a great place for families. The Huronia Museum is a popular choice, with interactive exhibits on the history of the region. You can also take a scenic boat tour on Georgian Bay, or spend a day at the beach at Little Lake Park. For a fun day out, head to the Midland Bay Landing, with its playground, splash pad, and scenic walking trails.
  • What are the best Airbnb and holiday rentals in Midland?

  • 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 shoulder seasons, from April to May and September to October. You'll find fewer crowds and lower prices during these months, making it a great time to enjoy the town's attractions without the summer rush.
  • 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 that takes place in July, featuring live music, food vendors, and family activities. The annual Midland Fall Fair, held in September, is another great option, with agricultural displays, live entertainment, and carnival rides. In the surrounding area, you can also check out the Collingwood Elvis Festival and the Barrie Ribfest.
  • What are the best holiday rentals with a pool in Midland?

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

    Midland has plenty of budget-friendly activities. You can explore the town's scenic walking trails, such as the waterfront trail along the Georgian Bay. The Midland Public Library offers free events and programs throughout the year. You can also enjoy a picnic at Little Lake Park or take a free guided tour of the Huronia Museum.
  • What are the best rentals for families and kids in Midland?

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

    For local cuisine, you should try The Old Stone Restaurant, known for its fresh seafood and classic Canadian dishes. Another favourite is The Bayside Grill, offering a casual atmosphere and delicious burgers and fries. For a more upscale dining experience, head to The Georgian Bay Club, renowned for its fine dining and panoramic views of the bay.
  • 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 popular choice for both walking and cycling, offering stunning views of Georgian Bay. For a longer ride, consider the scenic route to Penetanguishene, passing through charming villages and picturesque farmland. If you're looking for a more challenging route, the trail to the top of Mount St. Louis Moonstone offers breathtaking views of the surrounding area.
  • Are there pet-friendly attractions in Midland?

    Yes, Midland is very pet-friendly. Little Lake Park has a designated dog park, and many restaurants and shops welcome well-behaved dogs. You can also enjoy scenic walks with your furry friend along the waterfront trail or through the town's parks.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy compared to hotels, often at a more affordable price. You can enjoy the comforts of home, such as a fully equipped kitchen and laundry facilities. Many rentals also have unique features and amenities that cater to specific needs and preferences.

Destinations nearby

Best Midland holiday rentals with a balcony

Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews
Midland
28/06 – 03/07
480 €/nighttotal: 2400 € (5 )

Stunning Waterfront Cottage & Bunkie!

3 2
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.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 50 reviews
Midland
03/09 – 20/12
327 €/nighttotal: 35316 € (108 )

Sandy Beach/boating/swimming/hot Tub/marina/trails

3 2
cottage , Midland
This charming waterfront cottage in Midland is just a short walk from the beautiful shores of Lake Huron and Georgian Bay, and within easy reach of the historical Sainte-Marie among the Hurons and Martyrs' Shrine. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience.
The cottage offers three bedrooms, comfortably accommodating up to 12 guests. Enjoy a range of features including a fully equipped kitchen, a cosy fireplace, a terrace, a garden, a tennis court, and a Jacuzzi, perfect for relaxing and enjoying the stunning views.
Private Lakehouse Getaway Hot Tub On The Water - Midland
Midland
28/06 – 03/07
839 €/nighttotal: 4195 € (5 )

Private Lakehouse Getaway Hot Tub On The Water

1 3
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.
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
9.2 142 reviews
Midland
28/06 – 03/07
237 €/nighttotal: 1185 € (5 )

Rawley Resort, Spa & Marina, Trademark Collection By Wyndham

1 2
resort , Severn
Rawley Resort, Spa & Marina is located in Port Severn, just 16 miles from the Tay River Basin and 30 miles from Casino Rama, offering easy access to the picturesque landscapes of the surrounding area. The resort has received very good user ratings, with excellent location and cleanliness scores.
The hotel offers a range of facilities, including a spa, a sauna, a hot tub, a marina, a restaurant, a bar, and a fitness centre. Guests can enjoy a variety of activities, such as hiking, skiing, cycling, boating, and water sports.

Best pet friendly Midland holiday rentals

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

Georgian Bay Tiny Cabin - Bunkie Loft With A/c - Midland
9.7 46 reviews
Midland
10/07 – 12/07
183 €/nighttotal: 366 € (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.
Georgian Bay Cottage/ Beach Access •Yard• Sleeps 8 - Midland
10 2 reviews
Midland
10/07 – 12/07
333 €/nighttotal: 666 € (2 )

Georgian Bay Cottage/ Beach Access •Yard• Sleeps 8

1 2
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.
Home On Bay - Midland
9.7 160 reviews
Midland
10/07 – 12/07
283 €/nighttotal: 566 € (2 )

Home On Bay

1 2
bungalow , Midland
This charming bungalow is conveniently situated just a short walk from the lake, grocery stores, an LCBO, a pharmacy, a pub, and a restaurant, making it a perfect base for exploring Midland. The property consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The bungalow features four bedrooms, comfortably accommodating up to eight guests, making it ideal for families or groups of friends. The well-equipped kitchen, spacious garden, and air conditioning provide everything you need for a relaxing and enjoyable holiday, with additional features including a microwave, dishwasher, and parking.
Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly ** - Midland
10 94 reviews
Midland
12/07 – 29/07
371 €/nighttotal: 6307 € (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.
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