Vacation 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 3 best family friendly rentals

3 Bedroom Waterfront Oasis / Water Toys! - Midland
9.9 22 reviews
Midland
28/06 – 03/07
A$588/nighttotal: A$2940 (5 )

3 Bedroom Waterfront Oasis / Water Toys!

1 3
house , Midland
This four-bedroom apartment, near Midland, Ontario, boasts 270 feet of Georgian Bay shoreline, a short drive (approximately 24km) from Balm Beach and Awenda Provincial Park.
The self-catering property sleeps ten, featuring three bedrooms, a loft bedroom, two living areas, a fully equipped kitchen with dishwasher, smart TVs, central heating and air conditioning, plus private BBQ and firepit, shared water toys and a 10% discount at Diverse Rentals marina.
Spacious 4 Bdrm, Lake Views, Steps From The Beach - Midland
Midland
12/09 – 21/09
A$513/nighttotal: A$4617 (9 )

Spacious 4 Bdrm, Lake Views, Steps From The Beach

4 2
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.
The Wright House - Modern 3bdrm Home In Midland! - Midland
10 33 reviews
Midland
28/06 – 03/07
A$436/nighttotal: A$2180 (5 )

The Wright House - Modern 3bdrm Home In Midland!

1 3
apartment , Midland
This modern three-bedroom townhouse is situated in a quiet Midland neighbourhood, within walking distance of Georgian Bay General Hospital and local shops, and a short drive (approximately 8km) from Midland's town centre and attractions such as Marty's Shrine and St. Marie Among the Hurons.
The self-catering property sleeps six guests, offering a newly renovated open-plan living space with modern amenities including stainless steel appliances, a Keurig coffee maker, and a Samsung Smart TV; it also includes a garage for bike storage and a 10% discount on Georgian Spirit Cruises is available.

Best Midland holiday rentals with parking

Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews
Midland
28/06 – 03/07
A$1172/nighttotal: A$5860 (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.
Impressive Modern Waterfront Home On Georgian Bay - Midland
8.0 2 reviews
Midland
12/09 – 21/09
A$624/nighttotal: A$5616 (9 )

Impressive Modern Waterfront Home On Georgian Bay

4 2
house , Midland
This modern waterfront house is located in Port McNicoll, just 8.7 kilometres from Midland, offering easy access to the Tay River Basin and the Midland Cultural Centre. The property has received very good user ratings, and excellent ratings for location and cleanliness.
The house has 4 bedrooms and 2 bathrooms, spread over 150 square metres, accommodating up to 8 guests. Guests can enjoy a fully equipped kitchen, a balcony with outdoor dining, a garden, and free private parking.
Georgian Bay Retreat - Apartment In Midland - Midland
9.7 64 reviews
Midland
12/09 – 21/09
A$169/nighttotal: A$1521 (9 )

Georgian Bay Retreat - Apartment In Midland

1 2
apartment , Midland
This basement flat is located in Midland, a short distance from Georgian Bay and the best sandy beaches in Ontario. The property has excellent user, location, and cleanliness ratings, making it a popular choice for travellers.
The self-contained suite has a separate bedroom with a queen-size bed, and can accommodate up to two guests. It comes with modern amenities, including unlimited internet, a full kitchen, a fireplace, a private garden area, and a washer and dryer, as well as being close to local attractions like Georgian Bay, the Midland Waterfront, and Little Lake Park.
Muskoka Honey Harbour 4-bed Retreat With Hot Tub - Midland
9.6 143 reviews
Midland
28/06 – 03/07
A$459/nighttotal: A$2295 (5 )

Muskoka Honey Harbour 4-bed Retreat With Hot Tub

4 3
house , Georgian Bay
This charming holiday home is located in Honey Harbour, a picturesque village on the shores of Georgian Bay, just 24 miles from the Tay River Basin and 35 miles from Lake Simcoe Regional Airport. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house has four bedrooms, comfortably accommodating up to eight guests, with a total floor area of 111 square metres. Guests can enjoy a fully equipped kitchen, a relaxing garden, a hot tub, and a terrace, as well as free Wi-Fi, private parking, and access to a range of outdoor activities in the surrounding area.

Frequently asked questions about holiday rentals in Midland

  • Which neighborhood in Midland should you consider for a vacation rental?

    The area around King Street is a good bet. It's central and has a good mix of restaurants, shops, and things to see, plus it's close to the waterfront.
  • What are the best Airbnb and holiday rentals in Midland?

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

    The Midland Bay Landing is a great spot for families, with its playground and splash pad. The Huronia Museum also has some interactive exhibits that kids enjoy, and the nearby waterfront trails are perfect for a family bike ride.
  • What are the most popular Airbnbs in Midland?

  • When is the best time to book a vacation rental in Midland?

    Midland is a great place to visit year-round, but if you want the best weather, aim for the summer months, from June to August. If you're looking for a quieter experience, spring or autumn might be better.
  • What are the best holiday rentals with a pool in Midland?

  • What events or festivals should visitors check out in and around Midland?

    The Midland Waterfront Festival is a highlight in July, with live music, food stalls, and family activities. The annual Midland Fall Fair in September is also a lot of fun, with agricultural displays, competitions, and entertainment.
  • What are the best rentals for families and kids in Midland?

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

    Take a walk along the waterfront trail, it's free and offers stunning views of the bay. You can also visit the free exhibits at the Huronia Museum, or spend an afternoon at the Midland Public Library.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

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

    The Ship & Anchor Pub on King Street is a local favourite, known for its fresh seafood and traditional pub fare. For a more upscale experience, try The Old Stone Inn, which serves up delicious Canadian cuisine with a modern twist.
  • What are the best walking or cycling routes in Midland?

    The waterfront trail that runs along the bay is a great option for both walking and cycling. It's about 10 km long and offers beautiful views of the water and the surrounding area. For a shorter walk, try the scenic trail around the Midland Bay Landing.
  • Are there pet-friendly attractions in Midland?

    The waterfront trail is dog-friendly, and many restaurants in town have outdoor seating where you can bring your furry friend. The Midland Bay Landing is also pet-friendly, so you can enjoy the playground and splash pad with your dog.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy than a hotel, and often come with amenities like a kitchen and laundry facilities. They can also be a more budget-friendly option, especially for families or groups.
  • What are the top sports attractions and facilities in Midland?

    Midland is home to the Midland Midget AA hockey team, which plays at the North Simcoe Arena. The town also has a number of parks and recreational facilities, including the Midland Bay Landing, which has a playground, splash pad, and basketball court.

Destinations nearby

Best Midland holiday rentals with a balcony

3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park - Midland
Midland
28/06 – 03/07
A$565/nighttotal: A$2825 (5 )

3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park

3 3
apartment , Midland
This Port McNicoll flat is located in a quiet residential area of Tay Township, a short walk from the 14-hectare Patterson Park waterfront and a brief drive to Midland's town centre shops and eateries.
This 180 square metre residence accommodates up to six guests, offering three bedrooms, one bathroom, a fully equipped kitchen, a games room with a pool table and foosball, and a spacious private deck with a BBQ and fire pit, alongside convenient keyless entry and parking.
Pickerel Point - Midland
Midland
26/06 – 27/06
A$423/nightfor 1 night

Pickerel Point

2 2
house , Georgian Bay
This detached house, situated in Port Severn, is located 37 kilometres from Tay River Basin and Midland Cultural Centre, offering a gateway to the Georgian Bay region.
This pet-friendly, family-oriented cottage spans 79 square metres with two bedrooms and one bathroom, accommodating up to seven guests with amenities including free WiFi, private parking, a garden, balcony, and a terrace with lake views.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
Midland
12/09 – 21/09
A$840/nighttotal: A$7560 (9 )

Luxury 4br Lakefront Cottage W/ Sauna & Dock!

4 2
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.
Private Lakehouse Getaway Hot Tub On The Water - Midland
Midland
12/09 – 21/09
A$1172/nighttotal: A$10548 (9 )

Private Lakehouse Getaway Hot Tub On The Water

1 2
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.

Best pet friendly Midland holiday rentals

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

Your Happy Place - Midland
9.8 9 reviews
Midland
27/06 – 04/07
A$298/nighttotal: A$2086 (7 )

Your Happy Place

4 2
apartment , Midland
This four-bedroom, two-bathroom apartment in Port McNicoll, near Midland, Ontario, offers easy access to Georgian Bay's beaches and hiking trails.
Sleeping up to nine guests, this self-catering property features a fully equipped kitchen, air conditioning, parking, internet access, and a queen-size air mattress; nearby attractions require further investigation to determine precise distances.
Georgian Bay Tiny Cabin - Bunkie Loft With A/c - Midland
9.7 46 reviews
Midland
12/07 – 29/07
A$191/nighttotal: A$3247 (17 )

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.
Lake Front Family Getaway - Sandy Beach! - Midland
9.0 2 reviews
Midland
12/09 – 21/09
A$334/nighttotal: A$3006 (9 )

Lake Front Family Getaway - Sandy Beach!

3 2
apartment , Midland
This pet-friendly apartment in Penetanguishene, a short 8km drive from both Awenda Provincial Park and Penetanguishene Rotary Park, offers easy access to outdoor activities.
The 55 square metre self-catering property sleeps five guests, boasting three bedrooms, one bathroom, a fully equipped kitchen, Wi-Fi, air conditioning, and on-site kayaking.
Georgian Bay Cottage - Midland
Midland
12/07 – 29/07
A$1785/nighttotal: A$30345 (17 )

Georgian Bay Cottage

3 2
apartment , Midland
This three-bedroom cottage in Midland is situated on a 100-acre private property near Marks Point, offering 184 feet of exclusive shoreline on Thunder Beach and a 5-minute walk to the public sand beach.
This accommodation sleeps six guests and features a well-equipped kitchen, an outdoor patio with a barbecue, and an optional inflatable hot tub, with pets welcome and internet provided.
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