Vacation Rentals in Midland

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Midland holiday rentals
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198 Holiday rentals and Airbnb in Midland

Discover Exceptional Family Holiday Rentals in Midland

Find family holiday rentals in Midland with space and comfort for the whole crew.

Luxury 4br Lakefront Cottage W/ Sauna & Dock! - Midland
10 1 review

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.
Georgian Bay Getaway - Lakehouse - Midland
9.4 52 reviews

Georgian Bay Getaway - Lakehouse

apartment, Midland
This luxury lakefront cottage, offering 700 feet of private sandy shoreline, is situated conveniently near the Trans Canada Trail, Mount St Louis Moonstone, snowmobile trails, Vetta Spa, and the historic town of Midland.
This spacious holiday home accommodates up to 16 guests with 4 bedrooms and 2 bathrooms, featuring a well-equipped kitchen, air conditioning, and direct access to a private beach with kayaks and life jackets available.
Life's A Beach House -Perfect Beachfront Vacation Rental - Midland
No reviews

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.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 56 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 Midland holiday rentals with parking

Steps To Beach & Scenic Nature Trails -1.5h Fromto - Midland
9.9 77 reviews

Steps To Beach & Scenic Nature Trails -1.5h Fromto

apartment, Midland
This charming cottage is situated in Paradise Point, just across the road from Paterson Park and the beach on Georgian Bay, a peaceful area 145 kilometres from Toronto. The cottage consistently receives excellent ratings for its location, cleanliness, and overall experience.
The property offers two bedrooms and one bathroom, comfortably accommodating up to six guests. The cottage is fully equipped with a kitchen, a private garden with a fire pit and barbecue, and a garage for storing outdoor equipment, making it perfect for families or groups seeking a relaxing getaway.
Up To 40% Sale Near-skiing-mount Gorgeous Cottage - Midland
8.6 23 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.
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.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews

Cheerful 4-bedroom Cottage In Nature Setting

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.

Frequently asked questions about holiday rentals in Midland

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

    The area around King Street is a good bet. It's central and has a good mix of restaurants, shops, and things to see, plus it's close to the waterfront.
  • 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 its playground and splash pad. The Huronia Museum also has some interactive exhibits that kids enjoy, and the nearby waterfront trails are perfect for a family bike ride.
  • What are the most popular Airbnbs in Midland?

  • When is the best time to book a vacation rental in Midland?

    Midland is a great place to visit year-round, but if you want the best weather, aim for the summer months, from June to August. If you're looking for a quieter experience, spring or autumn might be better.
  • What are the best holiday rentals with a pool in Midland?

  • What events or festivals should visitors check out in and around Midland?

    The Midland Waterfront Festival is a highlight in July, with live music, food stalls, and family activities. The annual Midland Fall Fair in September is also a lot of fun, with agricultural displays, competitions, and entertainment.
  • What are the best rentals for families and kids in Midland?

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

    Take a walk along the waterfront trail, it's free and offers stunning views of the bay. You can also visit the free exhibits at the Huronia Museum, or spend an afternoon at the Midland Public Library.
  • What are the best rentals or Airbnbs with a jacuzzi in Midland?

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

    The Ship & Anchor Pub on King Street is a local favourite, known for its fresh seafood and traditional pub fare. For a more upscale experience, try The Old Stone Inn, which serves up delicious Canadian cuisine with a modern twist.
  • What are the best walking or cycling routes in Midland?

    The waterfront trail that runs along the bay is a great option for both walking and cycling. It's about 10 km long and offers beautiful views of the water and the surrounding area. For a shorter walk, try the scenic trail around the Midland Bay Landing.
  • Are there pet-friendly attractions in Midland?

    The waterfront trail is dog-friendly, and many restaurants in town have outdoor seating where you can bring your furry friend. The Midland Bay Landing is also pet-friendly, so you can enjoy the playground and splash pad with your dog.
  • What are the benefits of choosing a vacation rental in Midland?

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

    Midland is home to the Midland Midget AA hockey team, which plays at the North Simcoe Arena. The town also has a number of parks and recreational facilities, including the Midland Bay Landing, which has a playground, splash pad, and basketball court.

Popular destinations

Discover Holiday Rentals with a Balcony in Midland

Find holiday rentals with a balcony in Midland and take in the local scenery.

Spacious -Custom Build Lakehouse-strtt-2026-127 - Midland
9.4 10 reviews

Spacious -Custom Build Lakehouse-strtt-2026-127

cottage, Tiny
This luxurious waterfront holiday home in Tiny, Ontario, is a 20-second stroll from a child-friendly beach with shallow waters and offers easy access to Lake Huron, with Sainte-Marie among the Hurons and Martyrs' Shrine within driving distance.
The 242-square-metre (2600 sq ft) property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private hot tub, swimming pool, spa, and extensive amenities such as a gas fireplace, bicycles, and high-speed internet with access to popular streaming services.
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.
Pickerel Point - Midland
9.0 5 reviews

Pickerel Point

house, Georgian Bay
This detached house, situated in Port Severn, is located 37 kilometres from Tay River Basin and Midland Cultural Centre, offering a gateway to the Georgian Bay region.
This pet-friendly, family-oriented cottage spans 79 square metres with two bedrooms and one bathroom, accommodating up to seven guests with amenities including free WiFi, private parking, a garden, balcony, and a terrace with lake views.
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.

Compare Pet-Friendly Holiday Rentals in Midland

Give your four-legged companion a cozy place to curl up at pet-friendly holiday rentals in Midland.

Modern Waterfront Home On Georgian Bay W/ Hot Tub! - Midland
9.7 110 reviews

Modern Waterfront Home On Georgian Bay W/ Hot Tub!

apartment, Midland
This modern waterfront holiday home is situated in a quiet neighbourhood in Victoria Harbour on Georgian Bay, just a short drive from the charming town of Midland and attractions like the Tay Shore Trail and the Wye Marsh Wildlife Centre. The property has received excellent ratings for its location, cleanliness, and overall experience.
The cottage features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy breathtaking views of Georgian Bay from the walkout deck, relax in the hot tub, and make use of the private dock, kayak, and canoe for exploring the bay.
Lake Front Family Getaway - Sandy Beach! - Midland
9.8 24 reviews

Lake Front Family Getaway - Sandy Beach!

house, Midland
This three-bedroom apartment, sleeping six, is situated near Midland, Ontario, on Georgian Bay's shoreline, a short drive (approximately 24km) from Balm Beach and 42km from Awenda Provincial Park.
The property boasts 82 metres of private beachfront, a fully equipped kitchen including a BBQ and dual Keurig coffee machine, shared access to water toys, and a private firepit; guests also receive a 10% discount at Diverse Rentals marina.
3 Bedroom Waterfront Oasis / Water Toys! - Midland
9.8 25 reviews

3 Bedroom Waterfront Oasis / Water Toys!

house, Midland
This four-bedroom apartment, near Midland, Ontario, boasts 270 feet of Georgian Bay shoreline, a short drive (approximately 24km) from Balm Beach and Awenda Provincial Park.
The self-catering property sleeps ten, featuring three bedrooms, a loft bedroom, two living areas, a fully equipped kitchen with dishwasher, smart TVs, central heating and air conditioning, plus private BBQ and firepit, shared water toys and a 10% discount at Diverse Rentals marina.
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.
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