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

3br Townhome | Georgian Bay | Free Parking - Midland
10 50 reviews

3br Townhome | Georgian Bay | Free Parking

house, Midland
This modern three-bedroom house is situated in a peaceful subdivision near Little Lake in Midland, within easy walking distance of the Martyr's Shrine and a short drive from Georgian Bay's attractions. The property has received excellent ratings for location, cleanliness, and user experience.
The spacious home offers ample room for up to eight guests and is equipped with a fully fitted kitchen, a comfortable living area with a large TV, and a combination washer and dryer. Guests can enjoy high-speed internet, parking for two cars, and a peaceful location close to a range of outdoor activities including boating, hiking, beaches, bicycling, skiing, and skating.
Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & Lake - Midland
10 1 review

Luxury Georgian Bay Gem, Heated Pool! Hot Tub, Close To Trails & 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.
Modern 4br Cottage, Hot Tub & Sauna On Tay Trail - Midland
9.4 240 reviews

Modern 4br Cottage, Hot Tub & Sauna On Tay Trail

house, Tay
This four-bedroom house is located in Waubaushene, just 19 kilometres from Orillia Community Centre Arena and 12 kilometres from Midland Cultural Centre. The area offers a peaceful setting with easy access to Georgian Bay, trails, and nearby attractions. This property has received excellent user ratings for location, cleanliness, and overall experience.
This spacious 111 square metre property comfortably accommodates up to eight guests. The house is equipped with modern amenities including a fully equipped kitchen, a fireplace, a hot tub, a sauna, a tennis court, and a private garden, making it ideal for families and groups seeking a relaxing and enjoyable stay.
Georgian Bay Water/beach Front Cottage - Midland
9.9 57 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.

Best Midland vacation rentals with parking

Casa Tranquility - Midland
10 26 reviews

Casa Tranquility

house, Midland
This one-bedroom flat is situated in Victoria Harbour, a charming town just 10 kilometres from Midland, 25 kilometres from Orillia, 40 kilometres from Barrie, and 45 kilometres from Wasaga Beach. The apartment offers a peaceful setting close to the scenic Georgian Bay, ideal for a relaxing getaway.
The flat features an open-plan kitchen and living area, perfect for couples or a small family. It comes equipped with modern amenities like Wi-Fi, smart TVs, and an outdoor BBQ area, as well as a private entrance and dedicated parking space.
Rawley Resort, Spa & Marina, Trademark Collection By Wyndham - Midland
9.1 152 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 Getaway - Midland
9.8 25 reviews

Georgian Bay Getaway

apartment, Midland
This Midland apartment, ideally located within walking distance of the town centre, harbour, and tourist attractions, offers easy access to Midland's docks and downtown area.
The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning, garden access, parking, and a fitness centre; excellent guest reviews highlight its cleanliness and location.
Georgian Bay Retreat - Apartment In Midland - Midland
9.7 68 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.

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

Modern Waterfront Home On Georgian Bay W/ Hot Tub! - Midland
9.6 14 reviews

Modern Waterfront Home On Georgian Bay W/ Hot Tub!

apartment, Midland
This modern waterfront holiday home is located in Victoria Harbour, a 10-minute drive from Midland, and is close to the Tay Shore Trail, Wye Marsh Wildlife Centre and Awenda Provincial Park. The property has excellent user ratings and is perfect for families and groups looking for a relaxing getaway.
The spacious holiday home has four bedrooms, two bathrooms, and can accommodate up to eight guests. It features a well-equipped kitchen, a comfortable living area, a private hot tub, a fire pit, a terrace and a large garden.
4 Bdrm Beachfront Oasis-sunsets! - Midland
10 2 reviews

4 Bdrm Beachfront Oasis-sunsets!

cottage, Midland
This three-bedroom beachfront holiday home in Tay, Ontario, near Midland, offers easy access to Georgian Bay and Lake Huron, and is within driving distance of the Huronia Museum and Midland Cultural Centre.
Sleeping six guests, the property boasts a fully equipped kitchen, two bathrooms, a private garden with terrace, spa, Wi-Fi, and on-site parking; nearby activities include wildlife viewing and birdwatching.
The Wright House - Modern 3bdrm Home In Midland! - Midland
10 6 reviews

The Wright House - Modern 3bdrm Home In Midland!

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.
Cozy Georgian Bay Cottage Firepit, Beach, 4-season - Midland
No reviews

Cozy Georgian Bay Cottage Firepit, Beach, 4-season

house, Tiny
This Georgian Bay lodge is situated in Tiny, 17.7 kilometres from the Tay River Basin and 15.1 kilometres from the Midland Cultural Centre.
This 279 square metre dwelling offers five bedrooms and five bathrooms, accommodating up to fifteen guests with amenities including air conditioning, a fully equipped kitchen with a dishwasher and oven, complimentary WiFi, free private parking, and an outdoor fireplace.

Best pet friendly Midland vacation rentals

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

Water Access Only Cottage On Georgian Bay - Midland
10 3 reviews

Water Access Only Cottage On Georgian Bay

cottage, Tay
This charming waterfront holiday home is situated in Tay, just 10km from Sainte-Marie among the Hurons and Martyrs' Shrine, offering easy access to the area's rich history and natural beauty. Guest reviews consistently rate this property as excellent, highlighting its peaceful location and comfortable amenities.
The cottage has five bedrooms and can accommodate up to 10 guests, making it ideal for families or groups of friends. Guests can enjoy a well-equipped kitchen, a relaxing patio with a barbecue, and a spa tub for ultimate relaxation after a day exploring the local area.
Cozy Midland Townhome Nr Georgianbay Close2muskoka - Midland
9.8 19 reviews

Cozy Midland Townhome Nr Georgianbay Close2muskoka

house, Midland
This modern two-bedroom townhouse in Midland, Ontario, is conveniently located a short walk from Sunnyside Harbour and offers easy access to Awenda Provincial Park (24km) and Georgian Bay Islands National Park (64km).
The property features a fully equipped kitchen, two bathrooms, a private patio, free parking for two cars, and sleeps four guests comfortably, providing self check-in and high-speed Wi-Fi.
Impressive Modern Waterfront Home On Georgian Bay - Midland
8.0 2 reviews

Impressive Modern Waterfront Home On Georgian Bay

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.
Loft On King - Downtown Midland - Midland
9.9 227 reviews

Loft On King - Downtown Midland

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.
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