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

Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews
Midland
28/06 – 03/07
716 €/nighttotal: 3580 € (5 )

Cheerful 4-bedroom Cottage In Nature Setting

4 3
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.
Stunning Waterfront Cottage & Bunkie! - Midland
9.9 183 reviews
Midland
28/06 – 03/07
412 €/nighttotal: 2060 € (5 )

Stunning Waterfront Cottage & Bunkie!

1 2
apartment , Midland
This charming cottage sits on the shores of Georgian Bay, a short drive from Midland and just 26 minutes from Awenda Provincial Park. It enjoys an excellent user rating and is praised for its cleanliness and location.
The cottage offers two bedrooms and a separate bunkie with a full bathroom and kitchenette, providing ample space for families or groups of up to six guests. Amenities include a private beach, a fire pit, a kayak, a full kitchen, forced air conditioning, WiFi, and satellite TV, making it perfect for a relaxing getaway.
Luxury Log Cabin With Work Spaces, Generator And Car Charger - Midland
9.6 22 reviews
Midland
28/06 – 03/07
360 €/nighttotal: 1800 € (5 )

Luxury Log Cabin With Work Spaces, Generator And Car Charger

3 3
apartment , Tiny
This family-friendly Tiny holiday home is situated near Georgian Bay and Lake Huron, just 0.5 km from Awenda Provincial Park.
The three-bedroom property sleeps eight, boasting a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking, and on-site amenities including a water park and hot tub.
The Wright House - Modern 3bdrm Home In Midland! - Midland
10 6 reviews
Midland
28/06 – 03/07
279 €/nighttotal: 1395 € (5 )

The Wright House - Modern 3bdrm Home In Midland!

3 3
apartment , Midland
This Midland holiday home enjoys a central location, a 15-minute walk from Little Lake Park and Georgian Bay General Hospital, and within 3.2km of Midland Golf and Country Club and Bamboo Spa.
The 139 square metre property offers three bedrooms, three bathrooms, sleeps six guests, and includes a fully equipped kitchen, private balcony, free Wi-Fi, and access to a spa.

Best Midland holiday rentals with parking

Pete’s Bike And Stay - Midland
10 19 reviews
Midland
28/06 – 03/07
196 €/nighttotal: 980 € (5 )

Pete’s Bike And Stay

1 2
house , Midland
This spacious guesthouse in Simcoe County, near Midland, offers convenient access to a nearby full-service bike shop and cycling trails.
The 120 sq m property boasts two bedrooms, one bathroom, and a well-equipped kitchen, comfortably sleeping up to six guests and including laundry facilities and on-site hosts.
3 Bedroom Waterfront Oasis / Water Toys! - Midland
Midland
28/06 – 03/07
414 €/nighttotal: 2070 € (5 )

3 Bedroom Waterfront Oasis / Water Toys!

4 3
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.
Bright Midland Apartment | 1br, Full Kitchen - Midland
9.6 18 reviews
Midland
10/07 – 12/07
152 €/nighttotal: 304 € (2 )

Bright Midland Apartment | 1br, Full Kitchen

1 2
apartment , Midland
This one-bedroom apartment is situated in Downtown Midland, just a short walk from the picturesque Midland Harbour, offering easy access to one of the town's most popular tourist attractions. The apartment has received excellent ratings for cleanliness, location and user experience.
The flat is well-equipped and has a full kitchen, living room, dining area, office space, laundry space, and a full bathroom, making it suitable for both short and long stays. Guests can enjoy a 50-inch Smart TV, Alexa sound system, free parking, and a welcome package of toiletries.
Welcome To Waterfront Paradise On Georgian Bay - Midland
9.9 50 reviews
Midland
28/06 – 03/07
249 €/nighttotal: 1245 € (5 )

Welcome To Waterfront Paradise On Georgian Bay

1 2
apartment , Port McNicoll
This waterfront dwelling is located in Port McNicoll, a short distance from Georgian Bay and within easy reach of attractions like Wye Marsh, St. Marie Huron Village, and Martyrs' Shrine. The property has consistently received excellent ratings for its cleanliness, location, and user experience.
This one-bedroom apartment comfortably accommodates up to four guests. It features a fully equipped kitchen, air conditioning, a garden, a fitness centre, and internet access, along with private beach access for swimming, kayaking, and paddleboarding.

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

Cozy All-season Family Cottage In Balm Beach! - Midland
10 2 reviews
Midland
04/07 – 11/07
314 €/nighttotal: 2198 € (7 )

Cozy All-season Family Cottage In Balm Beach!

3 5
cottage , Tiny
This Tiny lakeside retreat is a short walk from Lake Huron and Georgian Bay, and within 3.2 kilometres of Jackson Beach Park and Cawaja Beach.
Sleeping six guests, this three-bedroom cottage boasts a fully equipped kitchen (including fridge, microwave and stovetop), a fireplace, in-cottage laundry, a terrace, and air conditioning.
Spacious 4 Bdrm, Lake Views, Steps From The Beach - Midland
Midland
28/06 – 03/07
517 €/nighttotal: 2585 € (5 )

Spacious 4 Bdrm, Lake Views, Steps From The Beach

4 3
house , Tiny
This spacious 275 square metre detached house in Honey Harbour is situated 26 kilometres from the Tay River Basin and 25 kilometres from the Midland Cultural Centre.
Ideal for families and groups of up to 15, this property offers direct beach access, stunning lake views from a balcony with outdoor furniture, a fully equipped kitchen, an outdoor fireplace and barbecue, children's play equipment, ski storage, and proximity to skiing, cycling, and hiking, with complimentary Wi-Fi and private parking.
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 1
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.
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
9.2 142 reviews
Midland
28/06 – 03/07
265 €/nighttotal: 1325 € (5 )

Rawley Resort, Spa & Marina, Trademark Collection By Wyndham

1 3
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

Cheerful & Cozy 3 Bedroom Cottage W/hot Tub - Midland
10 1 review
Midland
28/06 – 03/07
497 €/nighttotal: 2485 € (5 )

Cheerful & Cozy 3 Bedroom Cottage W/hot Tub

3 3
apartment , Tay
This holiday home is located in Tay, just 5km from Sainte-Marie among the Hurons, Lake Huron, and Georgian Bay, offering a peaceful escape close to natural beauty and historical attractions. It has consistently received excellent ratings from previous guests.
The property spans 130 square metres and comfortably accommodates up to 9 guests across its 3 bedrooms and 2 bathrooms. It features a fully equipped kitchen, a fireplace, a jacuzzi, a terrace, a garden, and free Wi-Fi, along with ski-in/ski-out access and a games room, making it ideal for families and groups looking for a relaxing and fun-filled getaway.
Forever Memories - Midland
Midland
03/09 – 20/12
735 €/nighttotal: 79380 € (108 )

Forever Memories

1 1
cabin , Midland
This new log lodge in Midland offers a peaceful escape, conveniently located a short drive from Penetanguishene and Midland's attractions.
This four-bedroom, four-bathroom property accommodates up to ten guests and features air conditioning, internet, a kitchen, and a jacuzzi, making it ideal for family holidays.
Loft On King - Downtown Midland - Midland
9.9 217 reviews
Midland
25/07 – 26/07
319 €/nightfor 1 night

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.
Georgian Bay Cottage/ Beach Access •Yard• Sleeps 8 - Midland
10 2 reviews
Midland
12/07 – 29/07
277 €/nighttotal: 4709 € (17 )

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.
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