Holiday Rentals in Midland

115 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Midland holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Cozy Cottage 20 Min From Ski Resorts - Midland
9.0 26 reviews
Midland
26/06 – 27/06
NZ$1390/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.
Charming Cottage 2 Min Walk From A Private Beach On Georgian Bay - Midland
8.8 3 reviews
Midland
03/09 – 20/12
NZ$212/nighttotal: NZ$22896 (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.
Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews
Midland
28/06 – 03/07
NZ$955/nighttotal: NZ$4775 (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
NZ$651/nighttotal: NZ$70308 (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.

Best Midland holiday rentals with parking

Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews
Midland
28/06 – 03/07
NZ$1406/nighttotal: NZ$7030 (5 )

Cheerful 4-bedroom Cottage In Nature Setting

4 2
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.
Retro Ranch On West  Self Checkin, Free Fast Wifi, - Midland
9.9 80 reviews
Midland
10/07 – 12/07
NZ$390/nighttotal: NZ$780 (2 )

Retro Ranch On West Self Checkin, Free Fast Wifi,

1 2
apartment , Midland
This three-bedroom apartment is located just a short drive from Georgian Bay, offering easy access to beaches, restaurants, and shops in the nearby towns of Midland and Penetang. It has received excellent ratings for location, cleanliness, and overall user experience.
The home is spacious and comfortable, comfortably accommodating up to six guests. Amenities include a well-equipped kitchen, a private patio with a fire pit and BBQ, free parking, and free Wi-Fi.
Bright Midland Apartment | 1br, Full Kitchen - Midland
9.6 19 reviews
Midland
12/07 – 29/07
NZ$211/nighttotal: NZ$3587 (17 )

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.
Pete’s Bike And Stay - Midland
10 19 reviews
Midland
28/06 – 03/07
NZ$373/nighttotal: NZ$1865 (5 )

Pete’s Bike And Stay

1 3
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.

Frequently asked questions about holiday rentals in Midland

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

    If you're looking for a central location with easy access to shops, restaurants and the waterfront, the downtown area is a good choice. If you prefer a quieter setting with more space, consider the neighbourhoods of Little Lake or the north end of Midland.
  • 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 a playground, splash pad, and plenty of green space. The Huronia Museum has interactive exhibits that are sure to keep kids entertained. And for a day of fun outdoors, the Tiffin Centre offers hiking trails, a playground, and a picnic area.
  • What are the most popular Airbnbs 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. The weather is still pleasant, but the crowds are smaller and prices are often lower.
  • What are the best holiday rentals with a pool in Midland?

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

    Take a stroll along the waterfront path, which offers beautiful views of the bay and the surrounding area. Visit the free exhibits at the Huronia Museum. Enjoy a picnic lunch at the Tiffin Centre, which has picnic tables and stunning views of the natural landscape.
  • What are the best rentals for families and kids in Midland?

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

    The Wooden Rooster is a popular spot for locally sourced dishes, with a focus on fresh, seasonal ingredients. The Midland Bay Restaurant offers a classic menu with a focus on seafood. For a more casual dining experience, try the The Red Dog, which is known for its burgers and fries.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

  • What are the best walking or cycling routes in Midland?

    The waterfront path is a great option for a leisurely walk or bike ride, offering beautiful views of the bay and the surrounding area. The Tiffin Centre also has a network of hiking trails that are suitable for all levels of fitness.
  • Are there pet-friendly attractions in Midland?

    The waterfront path is pet-friendly, and many of the parks and green spaces in Midland are also welcoming to dogs. Check with individual businesses to see if they allow pets.
  • What are the benefits of choosing a vacation rental in Midland?

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

    The Midland Bay Marina is a popular spot for boating and fishing. The Tiffin Centre offers a variety of outdoor activities, including hiking, biking, and kayaking. The Midland Community Centre has a swimming pool, fitness centre, and ice rink.

Destinations nearby

Best Midland holiday rentals with a balcony

3 Bdrm | Bbq | Fire Pit - Steps To Waterfront Park - Midland
Midland
28/06 – 03/07
NZ$744/nighttotal: NZ$3720 (5 )

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

3 2
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.
Muskoka Honey Harbour 4-bed Retreat With Hot Tub - Midland
9.6 143 reviews
Midland
28/06 – 03/07
NZ$555/nighttotal: NZ$2775 (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.
Stunning Modern Beach House With Swimming Pool And Spectacular Sunsets - Midland
9.7 104 reviews
Midland
25/06 – 25/07
NZ$1706/nighttotal: NZ$51180 (30 )

Stunning Modern Beach House With Swimming Pool And Spectacular Sunsets

5 2
house , Tiny
This luxurious beachfront villa in Tiny, Ontario, boasts spectacular sunset views and private beach access, situated 22.5 kilometres from the Tay River Basin and 46.7 kilometres from Barrie South GO Station.
The 232-square-metre property offers five bedrooms, three bathrooms, two living rooms, a saltwater pool, sauna, and spa, accommodating large families or groups and providing access to nearby skiing and other outdoor pursuits.
Beachfront Apt-patio/huge Beach! - Midland
9.0 2 reviews
Midland
10/07 – 12/07
NZ$715/nighttotal: NZ$1430 (2 )

Beachfront Apt-patio/huge Beach!

2 2
apartment , Midland
This beachfront apartment in Penetanguishene, Ontario, is situated a short drive (approx. 8km) from Awenda Provincial Park and Rotary Park.
The 50 square metre self-catering flat offers two bedrooms, one bathroom, sleeps five, and includes a fully equipped kitchen, private garden, terrace, Wi-Fi, and parking.

Best pet friendly Midland holiday rentals

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

1bdrm Rental In Victoria Harbour - Midland
Midland
12/07 – 29/07
NZ$332/nighttotal: NZ$5644 (17 )

1bdrm Rental In Victoria Harbour

1 2
apartment , Midland
This one-bedroom apartment in Victoria Harbour, overlooking Georgian Bay and directly on the Tay Trail, offers easy access to Midland (16km), Orillia (40km), Barrie (64km), and Wasaga Beach (72km).
The self-contained basement flat sleeps two, includes private garage parking, Wi-Fi, and a kitchen, and is ideally located for exploring Georgian Bay cruises and nearby skiing opportunities.
Newly Renovated Beachfront 2 Bdrm W/ Patio! - Midland
10 13 reviews
Midland
10/07 – 12/07
NZ$621/nighttotal: NZ$1242 (2 )

Newly Renovated Beachfront 2 Bdrm W/ Patio!

1 2
house , Midland
The Beausoleil Suite, a two-bedroom apartment sleeping six, is situated on Georgian Bay, a short drive (approx. 24km) from Midland, offering easy access to Balm Beach (24km), Awenda Provincial Park (42km), and Wasaga Beach (53km).
This lakeside property boasts 82 metres of stunning shoreline, a private patio, a fully equipped kitchen with BBQ, shared access to water toys, and a 10% discount at Diverse Rentals marina; modern amenities include a smart TV and central heating and air conditioning.
Discounted Rates. Farm + Atv Trails + Fire Pit - Midland
9.0 2 reviews
Midland
25/07 – 26/07
NZ$742/nightfor 1 night

Discounted Rates. Farm + Atv Trails + Fire Pit

1 2
apartment , Tay
This cabin is located in Tay, just five minutes from a major shopping centre and surrounded by forest, gardens, and fruit trees. It has excellent user, location and cleanliness ratings, making it a great choice for travellers.
The property spans seven acres and can accommodate up to ten guests. It features a fully equipped kitchen, a private trampoline and soccer field, a fire pit, a BBQ, and access to nearby bike, ATV, and snowmobile trails.
Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly ** - Midland
10 94 reviews
Midland
25/06 – 25/07
NZ$360/nighttotal: NZ$10800 (30 )

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.
©2026 cozycozy.com