Holiday Rentals in Midland

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Midland holiday rentals
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198 Holiday Rentals and Airbnb in Midland

Best family friendly Midland holiday rentals

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

Private Home With Pool In Midland - Midland
8.0 1 review

Private Home With Pool In Midland

apartment, Midland
This historic Midland Manor offers exclusive use of a private residence with a pool, situated steps from King Street's amenities and a short drive from Georgian Bay and Little Lake Park.
This three-bedroom, two-bathroom dwelling accommodates up to six guests and features a large garden with a deck and grill, complimentary WiFi, and parking for three vehicles.
Sunset Waterfront Cottage  Bbq  Dock  Kayaks - Midland
8.9 9 reviews

Sunset Waterfront Cottage Bbq Dock Kayaks

apartment, Midland
This apartment is located in a convenient district of Midland, offering easy access to local attractions, including the Midland Museum of Art, which is 2.5 kilometers away.
This dwelling offers accommodation for up to 8 guests with 3 bathrooms and high-speed internet, providing a comfortable base for exploring Midland's offerings.
Victoria Harbour Cottages - Midland
9.3 29 reviews

Victoria Harbour Cottages

house, Midland
Victoria Harbour Cottages are located on the beachfront in Victoria Harbour, just 5.5 miles from Tay River Basin and 29 miles from Lake Simcoe Regional Airport. The cottages have received excellent ratings for location, cleanliness, and overall experience.
These one-bedroom cottages offer a comfortable and convenient stay for travellers. Enjoy the on-site amenities, including a fully equipped kitchen, private balconies, and access to free bikes for exploring the beautiful surroundings.
Beautiful Luxury Lake Front Cottage Georgian Bay - Midland
10 39 reviews

Beautiful Luxury Lake Front Cottage Georgian Bay

cottage, 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.

Best Midland holiday rentals with parking

Cozy Georgian Bay Getaway In Midland - Midland
9.3 11 reviews

Cozy Georgian Bay Getaway In Midland

apartment, Midland
This one-bedroom flat is located in Midland, offering convenient access to Georgian Bay.
This comfortable accommodation for two guests features a fully equipped kitchen, air conditioning, and Wi-Fi, making it ideal for exploring the local area or for business trips.
Victoria Harbour Cottages Loft Chalet - Midland
9.6 80 reviews

Victoria Harbour Cottages Loft Chalet

apartment, Midland
This charming cottage is located on a peaceful inlet of Georgian Bay, just a short distance from the town of Midland, offering stunning sunsets over the water. The property has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage features a modern kitchen, a private deck with a BBQ, and comfortable sleeping arrangements for up to four guests. Enjoy the option of a sleep loft, a king-size bed, and a pull-out sofa bed, perfect for families or couples seeking a relaxing getaway.
Victoria Harbour Cottages One Bedroom Chalet - Midland
9.7 71 reviews

Victoria Harbour Cottages One Bedroom Chalet

apartment, Midland
This charming cottage is situated on the shores of Georgian Bay, a short drive from Midland town centre and the bustling Midland Bay Marina. It has received excellent ratings for location, cleanliness and overall user experience.
The one-bedroom chalet offers a pull-out queen sofa bed, accommodating up to four guests. It features a fully equipped kitchen, a private deck and patio, and access to shared water equipment including a canoe, paddle boat and kayak.
Boho Hideaway W/ Hot Tub, Sauna & Games - Midland
9.9 74 reviews

Boho Hideaway W/ Hot Tub, Sauna & Games

bungalow, Midland
This bungalow is located in Midland, just a few kilometres from the town centre and Georgian Bay, with easy access to the Mount St. Louis Moonstone Ski Resort within a 30-minute drive. It has received excellent ratings for its location, cleanliness, and user experience.
This spacious property offers five bedrooms, two kitchens, and two living areas, comfortably accommodating up to ten guests. Amenities include a private hot tub and sauna, a large garden with a gazebo, fire pit, and BBQ, and a game room with a multi-functional table for foosball, pool, ping pong, shuffleboard, and bowling.

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.

Popular destinations

Best Midland holiday rentals with a balcony

Stylish Sandy Beach 4-bed Waterfront - Midland
9.6 10 reviews

Stylish Sandy Beach 4-bed Waterfront

cottage, Tiny
This family-friendly Tiny lakeside retreat, a 10-minute walk from Lake Huron and Georgian Bay, is situated within 15km of the Midland Golf and Country Club and Copeland Creek Wetlands Trail.
This 279 square metre property boasts four bedrooms, three bathrooms, sleeping eight guests, and features a fully equipped kitchen, jacuzzi, sauna, tennis court, and free Wi-Fi.
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.
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.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.9 59 reviews

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

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 pet friendly Midland holiday rentals

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

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.
Perfect Summer Gateway.lots To Do Here - Midland
9.7 69 reviews

Perfect Summer Gateway.lots To Do Here

apartment, Midland
This charming cottage is located on the southern tip of Georgian Bay in Victoria Harbour, just 160 kilometres from the Greater Toronto Area, offering a tranquil escape surrounded by the beauty of Georgian Bay.
The cottage comfortably accommodates up to six guests and features a well-equipped kitchen, a cosy living room, two bathrooms, and a games room with a pool table. Guests can enjoy a private garden, a fire pit, and a year-round hot tub, as well as access to a range of outdoor activities in the area.
2 Bdrm Waterfront Retreat - Huge Beach! - Midland
9.1 16 reviews

2 Bdrm Waterfront Retreat - Huge Beach!

house, Midland
The White Cloud Suite, a three-bedroom apartment near Midland, Ontario, boasts 270 feet (approximately 82 metres) of Georgian Bay shoreline, providing direct beach access and is 24km from Balm Beach Provincial Park.
This pet-friendly self-catering property sleeps five, features a fully equipped kitchen with BBQ, a basement games area with ping pong and smart TV, and offers access to shared kayaks, paddleboards, and water trampolines, plus a 10% discount at Diverse Rentals marina.
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.
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