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

Luxury Georgian Bay Retreat Heated Pool, Hot Tub, Sauna + Trails Near The Lake - Midland
10 1 review

Luxury Georgian Bay Retreat Heated Pool, Hot Tub, Sauna + Trails Near The Lake

apartment, Midland
This seven-bedroom house is located in the mountains of Midland, just 2 km from Lake Huron, Georgian Bay, and Martyrs' Shrine, offering stunning views and easy access to local attractions. It has received excellent user ratings, making it a popular choice for travellers.
The property can accommodate up to 14 guests and features a fully equipped kitchen, a private pool, a jacuzzi, a terrace, a garden, and an arcade/game room, providing a comfortable and entertaining stay for families and groups.
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
8.9 167 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.
Spectacular Waterfront 3 Bedroom Home! - Midland
9.9 286 reviews

Spectacular Waterfront 3 Bedroom Home!

apartment, Midland
This waterfront apartment is located just 18 kilometres from Balm Beach, 26 kilometres from Awenda Provincial Park and 33 kilometres from Wasaga Beach, offering easy access to stunning Georgian Bay scenery and local attractions. The accommodation has received excellent ratings for cleanliness, location and user experience.
The apartment has three bedrooms and can comfortably accommodate up to six guests. Guests can enjoy the private beach, take advantage of the two kayaks available from June to September, relax on the furnished deck with a BBQ, and make use of the full kitchen, 1.5 bathrooms and gas fireplace.
Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 2 reviews

Luxury 4br Lakefront Cottage W/ Sauna & Dock!

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.

Best Midland vacation rentals with parking

Georgian Bay Get Away With All The Goodies - Midland
No reviews

Georgian Bay Get Away With All The Goodies

apartment, Midland
This four-bedroom, two-bathroom flat is situated in Midland, a mere 500 metres from Georgian College and offers straightforward access to Highway 12 for effortless travel.
This accommodation comfortably hosts up to six guests and features a heated outdoor swimming pool with entertainment facilities, an on-site hot tub, and central air conditioning for year-round comfort.
7-11: Lake Beach Kayaks Fishing Swim: All Included - Midland
9.5 43 reviews

7-11: Lake Beach Kayaks Fishing Swim: All Included

apartment, Tiny
This Tiny shoreline cottage boasts direct beach access and a private boat ramp, ideal for water sports enthusiasts.
Sleeping eight comfortably in four bedrooms, this self-catering holiday home offers a fully equipped kitchen with dishwasher, central air conditioning, laundry facilities, a spacious deck with BBQ, and an on-site tennis court.
Up To 40% Sale Near-skiing-mount Gorgeous Cottage - Midland
8.4 27 reviews

Up To 40% Sale Near-skiing-mount Gorgeous Cottage

apartment, Tay
This five-bedroom Tay holiday home, near Georgian Bay, offers easy access to Highway 400 and lies within 22-40km of Mount St. Louis and Horseshoe Valley ski resorts.
Sleeping up to 19 guests, the property boasts an open-plan living area with pine ceilings, a fully equipped kitchen including a Brita filter, air conditioning, Wi-Fi, a fire pit, and direct access to the Tay Shore Trail; pets are welcome.
Historic Mcgibbon By The Bay - Midland
9.9 60 reviews

Historic Mcgibbon By The Bay

apartment, Midland
This charming apartment is situated in the historic town of Penetanguishene, just a 40-minute drive north of Midland, offering a peaceful escape with stunning views of Georgian Bay. The property consistently receives excellent ratings for cleanliness, location and user experience.
The apartment is spread over four levels and comfortably sleeps four guests in two queen bedrooms. It boasts a well-equipped kitchen, a living room with a gas fireplace, a four-piece bathroom with a jetted tub, and a covered veranda overlooking the harbour. The apartment also offers access to a variety of outdoor activities, proximity to local attractions, and modern amenities, including smart TVs and original features like pine floors and repurposed iron railings.

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

Life's A Beach House -Perfect Beachfront Vacation Rental - Midland
10 1 review

Life's A Beach House -Perfect Beachfront Vacation Rental

apartment, Tiny
This beachfront flat in Tiny offers direct access to Balm Beach, situated just a short walk from local amenities and within proximity to Lake Huron and Georgian Bay.
Accommodating up to seven guests across three bedrooms, this property features a patio with sunset views, a fire pit, and is ideal for those seeking beach access, swimming, and paddleboarding opportunities.
Balm Beach Bungalow - 3 Bedrooms - Midland
9.4 3 reviews

Balm Beach Bungalow - 3 Bedrooms

apartment, Tiny
This holiday cottage in Tiny offers direct access to Balm Beach and is situated just 10 minutes by car from Midland and Penetanguishene, placing you within easy reach of local restaurants, an arcade, shops, and Georgian Bay attractions such as St Marie Among the Hurons.
This family-friendly apartment, spanning 55 square metres and accommodating up to six guests, features three bedrooms, one bathroom, a fully-equipped kitchen, air conditioning, high-speed WiFi, and outdoor amenities including a deck with a BBQ, fire pit, and balcony, alongside extensive beach gear for all-season enjoyment.
Breathtaking 5 Bedroom Waterfront Home With Hot Tub! - Midland
8.0 2 reviews

Breathtaking 5 Bedroom Waterfront Home With Hot Tub!

apartment, Tay
This five-bedroom waterfront property in Port McNicoll, Tay Township, offers stunning Georgian Bay sunset views and is a short 16-kilometre drive from Midland, providing easy access to Awenda Provincial Park, Wasaga Beach, and Balm Beach.
The 371-square-metre home sleeps up to 10 guests and includes two bathrooms, a full kitchen with dishwasher, a terrace, garden, spa, parking, and on-site amenities such as kayaks, a paddle boat (June-September), and a BBQ; plus, a 10% discount on Georgian Spirit Cruises is available.
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

Spacious 4 Bdrm, Lake Views, Steps From The Beach - Midland
No reviews

Spacious 4 Bdrm, Lake Views, Steps From The Beach

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.
Beach Front Cottage On Georgian Bay - Midland
9.5 12 reviews

Beach Front Cottage On Georgian Bay

apartment, Midland
This charming cottage sits on the shores of Georgian Bay, just a short drive from the town of Midland, offering stunning views and direct access to a private beach. It has received excellent ratings for location, cleanliness, and overall user experience.
The cottage is perfect for families, with a spacious layout that can comfortably accommodate up to eight guests. Enjoy the private beach, explore the waters in the provided paddle boat and kayaks, and make use of the modern kitchen, high-speed internet, and indoor gaming area.
Central Charming Farm + Fireplace + Walking Trails - Midland
10 9 reviews

Central Charming Farm + Fireplace + Walking Trails

gîte, Tay
This private, furnished 56 square meter gîte is located on an 8-acre hobby farm in Tay, a 16-24 minute drive from Midland, Penetanguishene, and Elmvale, offering a peaceful rural escape.
This accommodation sleeps up to three guests and features a sleeping loft accessible by ladder, a kitchen with a fridge, freezer, and microwave, and access to walking trails, a shared firepit, and nearby snowmobile and ski trails at Mount St. Louis Moonstone.
Farm House - Midland
8.5 13 reviews

Farm House

house, Oro-Medonte
This detached house in Oro-Medonte is a Coldwater farm stay located 122 kilometres from Toronto Pearson International Airport.
This detached house offers 186 square metres of living space with one bedroom and a capacity for 25 guests, featuring a kitchenette, WiFi, and a private balcony with lake views.
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