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Midland villas
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52 Villa rentals in Midland

Holiday Homes with a Pool in Midland

Enjoy an exclusive swim in total privacy right in your own backyard at houses featuring a swimming pool in Midland.

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.

Delightful Family-Friendly Houses in Midland

Give the family a spacious home base with private yards and room for everyone at family houses in Midland.

Stylish Sandy Beach 4-bed Waterfront - Midland
9.8 6 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.
Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews

Stunning Waterfront Cottage & Bunkie!

cottage, Midland
This Tay Township holiday home enjoys a beachfront location on Lake Huron and Georgian Bay, just under 5 km from Martyrs' Shrine.
The 150-square-metre property sleeps six across three bedrooms and two bathrooms, offering a fully equipped kitchen, Wi-Fi, a spa, and a terrace overlooking the garden; housekeeping is available.
Casa Tranquility - Midland
10 22 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.
The Quiet Escape - Midland
9.6 15 reviews

The Quiet Escape

bungalow, Midland
This one-bedroom flat is situated in a quiet neighbourhood in Midland, offering privacy and peaceful surroundings.
The apartment sleeps up to four guests and features a fully equipped kitchenette, a dining area, a queen-sized bed, and a pull-out sofa bed, providing ample space for relaxation and comfortable living.

Frequently asked questions about villa rentals in Midland

  • What are the must-see attractions in Midland?

    Midland's got some real gems. You can't miss the Midland Bay Marina, it's a bustling hub for boaters. And if you like history, the Huronia Museum is a must-visit, with loads of exhibits on the region's past. Plus, the iconic Midland Lighthouse is a great spot for photos.
  • What are the best villa rentals in Midland?

    Among the villa rentals in Midland, Sunset Beach Cottage, The Little Lake House and House On The Hill - Hottub - Ski - Ice Fish - Trails are the most popular ones.

  • What indoor activities for families are available in Midland on rainy days?

    For a rainy day, head to the Midland Public Library. They've got a great kids' section, and there are often events for families. If you're feeling active, the Midland YMCA has a big indoor pool and play area. You could also check out the Midland Cinema, they show a variety of films.
  • What are the best villa rentals with a pool in Midland?

  • What are the best activities in Midland?

    Midland has something for everyone. In summer, you can spend the day at Little Lake Park, swimming, picnicking, or just enjoying the scenery. The waterfront trail is great for walking or cycling. And if you're into fishing, the Bay is a great spot to cast a line.
  • What are the best villa rentals with a jacuzzi in Midland?

  • What are the advantages of renting a house or a villa in Midland

    Renting a house or villa in Midland gives you more space and privacy compared to a hotel. You can cook your own meals, which is often cheaper. Plus, many rentals come with amenities like a backyard or patio, perfect for relaxing after a day of exploring.
  • What are the best villa rentals for families and kids in Midland?

  • What food festivals or culinary events take place in and around Midland?

    The biggest food event in the area is the Midland Farmers' Market, held every Saturday from May to October. You'll find local produce, baked goods, and artisan crafts. The annual Midland Waterfront Festival also features a variety of food vendors and live entertainment.
  • What are the best pet friendly villa rentals in Midland?

  • What exclusive experiences are available when visiting Midland?

    For something unique, consider a sunset cruise on Georgian Bay. There are several companies offering tours, and you'll get stunning views of the water and the surrounding islands. You could also book a private fishing charter and try your luck at catching some local fish.
  • What are the best villa rentals with parking in Midland?

    Sunset Beach Cottage, The Little Lake House and Serenity - Simplicity And Stone are the best villa rentals with parking in Midland.

  • Which part of Midland would be ideal for a villa rental?

    The area around Little Lake Park is popular for villa rentals, as it's close to the water and offers easy access to downtown Midland. You'll find a mix of modern and traditional homes, many with beautiful views of the lake.

Popular destinations

Best Midland villas and holiday homes with parking

Cozy Cottage 20 Min From Ski Resorts - Midland
9.0 26 reviews

Cozy Cottage 20 Min From Ski Resorts

cottage, Severn
This family-friendly cottage is located just 500 metres from the waterfront of Lake Huron and Georgian Bay, a short 15-minute drive from Waubaushene Beaches Provincial Park and the Matchedash Bay Trail Trailhead. It has received excellent ratings for its cleanliness, location and user experience.
This 93 square metre property has three bedrooms and one bathroom, comfortably sleeping up to 12 guests. It offers a private outdoor pool, a spa tub, an arcade/game room, a garden, barbecue grills, free Wi-Fi, and a fully equipped kitchen.
Cottage With Ping Pong & Short Walk From The Beach - Midland
9.0 42 reviews

Cottage With Ping Pong & Short Walk From The Beach

cottage, Tiny
This spacious holiday home is located a 10-minute walk from Wahnekewaning Beach, a sandy beach on Georgian Bay.
The 186 square meter property accommodates eight guests across four bedrooms and two bathrooms, offering a large open-plan kitchen, a games area with a ping pong table, and extensive outdoor living space with a barbecue and fire pit, plus beach amenities.
Waterfront Retreat | Sandy Beach, Kayak, Sup & A/c - Midland
9.7 50 reviews

Waterfront Retreat | Sandy Beach, Kayak, Sup & A/c

cabin, Midland
This off-grid bunkie is situated in a quiet campground on Georgian Bay, approximately 145 kilometres north of Toronto. The property is highly rated, with excellent reviews for its location, cleanliness, and overall user experience.
The bunkie is a cosy dwelling with a double bed in a loft, a sofa, a small fridge, and battery-powered lights. Guests can enjoy a range of amenities, including a shared sandy beach, a water pad, a canoe, a kayak, paddleboards, a fire pit, and a BBQ area.
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.

Best Midland villas and holiday homes with a garden

Cheerful 4-bedroom Cottage In Nature Setting - Midland
9.7 62 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.
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.
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.
Comfy Thoughtful Private Cottage - Midland
10 1 review

Comfy Thoughtful Private Cottage

house, Springwater
This detached property is located in a Springwater district, offering convenient access to local attractions and amenities.
This 10 square meter bungalow accommodates up to 15 guests, featuring a private terrace, free parking, complimentary WiFi, a fully equipped kitchen, and air conditioning.

Uncover Luxury Holiday Homes in Midland

Find luxury houses in Midland for a spacious and upmarket small-city retreat.

Beachside Bungalow  Steps From Balm Beach! - Midland
No reviews

Beachside Bungalow Steps From Balm Beach!

cottage, Tiny
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