Compare Vacation Rentals & Airbnb in Midland

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Midland vacation rentals
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198 Rentals and Airbnb in Midland

Best family friendly Midland vacation rentals

Among the 198 accommodations in Midland, here are the 4 best family friendly rentals

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi - Midland
10 1 review

Stunning Muskoka Oak Bay Golf Course - Port Severn Townhouse Sleeps 8 Free Wifi

apartment, Georgian Bay
This Georgian Bay townhouse, situated directly opposite the Oak Bay Golf Course clubhouse and pro shop, offers stunning peak-a-boo views of Georgian Bay and is within walking distance of the first tee and close to Martyrs' Shrine and Sainte-Marie among the Hurons.
The 195 square metre (2100 square foot) property boasts four bedrooms, three bathrooms, sleeping up to eight guests, and features a modern kitchen, swimming pool, jacuzzi, spa, and electric car charging point, plus access to local golfing, birdwatching and nature trails.
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
9.0 154 reviews

Rawley Resort, Spa & Marina, Trademark Collection By Wyndham

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.
Georgian Bay Water/beach Front Cottage - Midland
9.9 60 reviews

Georgian Bay Water/beach Front Cottage

apartment, Midland
This apartment is located in Midland, Ontario, directly across the street from the Trans Canada Trail and a short walk from Rotary Park, offering access to the waterfront and Georgian Bay. The apartment has received excellent ratings for location, cleanliness and user experience.
The property has three bedrooms and one bathroom, accommodating up to seven guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, internet access, and a fireplace. Guests can also enjoy the nearby Trans Canada Trail for biking and walking, as well as the beach, skate park, basketball court, and splash pad at Rotary Park.
Beautiful Muskoka Lake Front. Close To Mt. St. Louie Moonstone And Honey Harbour - Midland
9.2 32 reviews

Beautiful Muskoka Lake Front. Close To Mt. St. Louie Moonstone And Honey Harbour

apartment, Georgian Bay
This Georgian Bay waterfront property, a five-bedroom house, is situated a five-minute walk from Lake Huron and Georgian Bay, and within 14.5 kilometres of Six Mile Lake and Six Mile Lake Provincial Park.
This 260 square metre dwelling boasts a fully equipped kitchen, jacuzzi, terrace, garden, parking, and sleeps up to twelve guests, also featuring a games room and direct slope access for winter sports.

Best Midland vacation rentals with parking

Georgian Grace/3bdr/5 Person - Midland
No reviews

Georgian Grace/3bdr/5 Person

apartment, Midland
This Georgian Bay cottage provides direct beach access with unparalleled sunset views, situated a short drive from Midland's downtown amenities.
This three-bedroom, one-bathroom property accommodates up to five guests and features a kitchen, air conditioning, and parking, offering a tranquil natural setting with a deck for enjoying the waterfront.
Private Family Retreat! 
Now Open For Summer 2026! - Midland
9.9 84 reviews

Private Family Retreat! Now Open For Summer 2026!

apartment, Georgian Bay
This five-bedroom holiday home is located on the shores of Georgian Bay, just 6km from Lake Huron and a 24km drive from Six Mile Lake Provincial Park.
The 297 square metre property boasts a fully-equipped kitchen, a terrace, a garden, and a playground, making it ideal for families and groups of up to 12 guests.
Season's Retreat - Midland
10 93 reviews

Season's Retreat

apartment, Midland
This spacious loft apartment is located just a short distance from Midland's town centre and the picturesque shores of Georgian Bay, offering easy access to both urban amenities and natural beauty. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment features two bedrooms, accommodating up to four guests, and boasts a fully equipped kitchen, a private covered deck with a BBQ, and a large bathroom with a washer and dryer. Guests can enjoy direct access to all-season trails for walking, cycling, cross-country skiing, and snowmobiling, as well as ample parking for vehicles, trailers, and boats.
Beautiful Luxury Lake Front Cottage Georgian Bay. - Midland
10 39 reviews

Beautiful Luxury Lake Front Cottage Georgian Bay.

apartment, Georgian Bay
This waterfront property is located near Georgian Bay, just steps from Lake Huron, and within 20 kilometres of Georgian Bay Islands National Park and Six Mile Lake, offering a peaceful retreat for nature lovers. This cottage has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation is spacious, spanning 214 square metres, and features a private balcony, fireplace, and a fully equipped kitchen. Guests can enjoy a range of activities including swimming, kayaking, hiking, and exploring the nearby national park, all while staying connected with free Wi-Fi.

Frequently Asked Questions about vacation rentals in Midland

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

    The Huronia Museum is a great place to learn about the history of the region, and the Midland Bay Landing is a fun place to take the kids for a picnic or to play on the playground. And of course, a visit to the Midland Bay Marina is a must for any family.
  • What are the best Airbnb and vacation rentals in Midland?

    The Haunted House Apt 302, Nest By The Bay - Downtown Midland / Private Loft and Perch By The Bay - Downtown Midland / Private Loft are the most popular Airbnb and vacation rentals in Midland among travelers.

  • 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 summer months, from June to August. This is when the weather is warmest and there are lots of events and festivals happening. You can also find good deals on rentals in the shoulder seasons, from May to June and September to October.
  • 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 in July, with live music, food vendors, and family activities. If you're here in September, check out the annual Midland Fall Fair, which features agricultural displays, competitions, and entertainment.
  • What are the best vacation rentals with a pool in Midland?

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

    For budget-friendly activities, you can explore the waterfront trails, visit the free Midland Public Library, or take a walk through the beautiful gardens at the Midland Cultural Centre.
  • What are the best rentals for families and kids in Midland?

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

    For local dishes, try the fish and chips at The Boat House or the burgers at The Red Dog Tavern. Both are popular spots with great food and a friendly atmosphere.
  • 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 great option for walking or cycling. It stretches for several kilometres along the shore of Georgian Bay and offers stunning views. You can also check out the trails at the nearby Tiffin Centre, which are perfect for a longer hike.
  • Are there pet-friendly attractions in Midland?

    Yes, many of the parks and trails in Midland are pet-friendly. You can also take your furry friend to the dog beach at the Midland Bay Marina.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals offer more space and privacy than hotels, and they often come with kitchen facilities, so you can save money by cooking some of your own meals. They can also be a great option for families or groups of friends travelling together.
  • What are the top sports attractions and facilities in Midland?

    Midland has a great sports scene, with the Midland Cultural Centre hosting a variety of events, and the local community centre offering a range of programs and activities. You can also find a number of golf courses and tennis courts in the area.

Popular destinations

Best Midland vacation rentals with a balcony

Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.9 59 reviews

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

apartment, 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.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
9.7 63 reviews

Cheerful 4-bedroom Cottage In Nature Setting

house, Tay
This charming cottage is situated just 8 kilometres from the town of Waubaushene and a short walk from the southeast shore of Georgian Bay, offering easy access to both the stunning beauty of the area and the Tay Shore Trails. It has received excellent user, location, and cleanliness ratings.
The 139 square metre cottage has four bedrooms and one bathroom, comfortably accommodating up to eight guests. The well-equipped kitchen, spacious living area with a fireplace, large backyard deck, and access to a fire pit, plus a 65-inch Smart TV, air conditioning, and fast internet, make this a perfect choice for families looking for a relaxing getaway.
Boho Hideaway W/ Hot Tub, Sauna & Games - Midland
10 6 reviews

Boho Hideaway W/ Hot Tub, Sauna & Games

apartment, Midland
This spacious five-bedroom, two-bathroom flat is located in the lakeside community of Midland, Ontario, offering immediate access to Georgian Bay and being just 3.2 kilometres from Balm Beach and 32 kilometres from Mount St. Louis Moonstone Ski Resort.
This property accommodates up to ten guests and boasts a private backyard with a six-seater hot tub, a games room with multiple entertainment options, two fully equipped kitchens, and direct access to kayaking, hiking, and biking trails.
Private Lakehouse Getaway Hot Tub On The Water - Midland
No reviews

Private Lakehouse Getaway Hot Tub On The Water

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 vacation rentals

Among the 198 accommodations in Midland, here are the 4 best pet friendly rentals

Red Rustic Cabin By The Beach - Midland
No reviews

Red Rustic Cabin By The Beach

cabin, Midland
This 3-bedroom, 3-season cottage in Midland is located on the shores of Georgian Bay, offering exclusive access to a private, members-only beach directly across the street.
This pet-friendly lodge accommodates up to eight guests and features a kitchen with a fridge and microwave, air conditioning, a garden, parking, and a unique outdoor shower alongside an indoor powder room for an authentic cottage lifestyle experience.
Welcome To Waterfront Paradise On Georgian Bay - Midland
9.9 60 reviews

Welcome To Waterfront Paradise On Georgian Bay

apartment
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.
Georgian Bay Retreat - Apartment In Midland - Midland
9.7 72 reviews

Georgian Bay Retreat - Apartment In Midland

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.
Hidden Gem - Midland
10 69 reviews

Hidden Gem

apartment, Midland
This recently renovated basement flat is situated in Midland's desirable West End, a 0.8 km walk from the Midland hospital and shops, and a 3.2 km drive from Midland's town centre, with Tiny Beaches 15 minutes away by car.
This dog-friendly self-catering apartment sleeps two, boasting a fully equipped kitchen with Keurig and Nespresso machines, in-unit laundry, two smart TVs, private patio with BBQ, and access to two kayaks for exploring Georgian Bay; owners provide local recommendations for hiking, biking and beach locations.
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