Search Midland villas and holiday homes

75 available villa offers

7 nights
2
1
  • airbnb
  • booking
  • stayz
  • expedia
  • hotelscom
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelopia
Midland villas
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

75 Villa rentals in Midland

Best Midland villas and holiday homes with a pool

Among the 75 accommodations in Midland, here are the 2 best villas and holiday homes with a pool

Cozy Cottage 20 Min From Ski Resorts - Midland
9.0 26 reviews
Midland
03/07 – 06/07
A$1073/nighttotal: A$3219 (3 )

Cozy Cottage 20 Min From Ski Resorts

3 8
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.
Muskoka Four Bedroom House On The Lake - Midland
8.8 8 reviews
Midland
03/07 – 06/07
A$856/nighttotal: A$2568 (3 )

Muskoka Four Bedroom House On The Lake

1 8
apartment , Severn
This Severn holiday home enjoys a superb waterfront location, steps from Lake Huron and Georgian Bay, and within 5km of both Oak Bay Golf Club and Forest Harbour Park.
The property offers two bathrooms, a swimming pool, barbecue facilities, and sleeps several guests comfortably, with added convenience of a sofa bed and free Wi-Fi; all within a smoke-free environment.

Best family friendly Midland villas and holiday homes

Among the 75 accommodations in Midland, here are the 4 best family friendly villas and holiday homes

Newly Renovated Beachfront 2 Bdrm W/ Patio! - Midland
10 13 reviews
Midland
26/07 – 31/07
A$424/nighttotal: A$2120 (5 )

Newly Renovated Beachfront 2 Bdrm W/ Patio!

1 3
house , Midland
The Beausoleil Suite, a two-bedroom apartment sleeping six, is situated on Georgian Bay, a short drive (approx. 24km) from Midland, offering easy access to Balm Beach (24km), Awenda Provincial Park (42km), and Wasaga Beach (53km).
This lakeside property boasts 82 metres of stunning shoreline, a private patio, a fully equipped kitchen with BBQ, shared access to water toys, and a 10% discount at Diverse Rentals marina; modern amenities include a smart TV and central heating and air conditioning.
Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly ** - Midland
10 94 reviews
Midland
23/06 – 31/07
A$290/nighttotal: A$11020 (38 )

Awenda Provincial Park Dream Cottage\n** Hot Tub & Dog Friendly **

2 2
cottage , Tiny
This three-bedroom cottage in Tiny is situated just 800 metres from Awenda Provincial Park and Lake Huron, with Georgian Bay a mere 160 metres away. The property boasts a fully equipped kitchen, a spa tub, laundry facilities, a games room, a garden, and barbecue grills, ensuring a comfortable and enjoyable stay for families and groups.
Georgian Bay Beach House + Cottage W/private Beach - Midland
10 5 reviews
Midland
21/06 – 07/09
A$1518/nighttotal: A$118404 (78 )

Georgian Bay Beach House + Cottage W/private Beach

5 1
cabin , Tiny
This beach house offers direct access to a white sandy beach on Georgian Bay in Tiny, providing excellent lake views and sunsets, with proximity to ski resorts for year-round activities.
This family-friendly holiday home accommodates up to eight guests across five bedrooms and two bathrooms, featuring two separate cottages for privacy, a fully equipped kitchen, a kitchenette, a BBQ on the patio, and kayaks for exploring Georgian Bay.
Modern Chic Cottage - Hot Tub, Sauna, Tay Trail - Midland
9.4 233 reviews
Midland
26/07 – 31/07
A$625/nighttotal: A$3125 (5 )

Modern Chic Cottage - Hot Tub, Sauna, Tay Trail

4 3
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.

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.

Destinations nearby

Best Midland villas and holiday homes with parking

Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 49 reviews
Midland
20/06 – 27/06
A$812/nighttotal: A$5684 (7 )

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

3 2
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.
Cozy Midland Townhome Nr Georgianbay Close2muskoka - Midland
9.8 18 reviews
Midland
27/07 – 31/07
A$301/nighttotal: A$1204 (4 )

Cozy Midland Townhome Nr Georgianbay Close2muskoka

1 3
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.
Victoria Harbour Cottages - Midland
9.3 25 reviews
Midland
27/07 – 31/07
A$305/nighttotal: A$1220 (4 )

Victoria Harbour Cottages

1 3
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.
The Quiet Escape - Midland
9.6 15 reviews
Midland
28/06 – 03/07
A$383/nighttotal: A$1915 (5 )

The Quiet Escape

1 3
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.

Best Midland villas and holiday homes with a garden

Lake Front Family Getaway - Sandy Beach! - Midland
9.8 22 reviews
Midland
27/07 – 31/07
A$439/nighttotal: A$1756 (4 )

Lake Front Family Getaway - Sandy Beach!

1 3
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.
Cheerful 4-bedroom Cottage In Nature Setting - Midland
10 2 reviews
Midland
23/06 – 31/07
A$515/nighttotal: A$19570 (38 )

Cheerful 4-bedroom Cottage In Nature Setting

4 2
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.
3 Bedroom Waterfront Oasis / Water Toys! - Midland
9.9 21 reviews
Midland
27/07 – 31/07
A$725/nighttotal: A$2900 (4 )

3 Bedroom Waterfront Oasis / Water Toys!

1 3
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.
Cozy All-season Family Cottage In Balm Beach! - Midland
10 2 reviews
Midland
04/07 – 11/07
A$517/nighttotal: A$3619 (7 )

Cozy All-season Family Cottage In Balm Beach!

3 5
cottage , Tiny
This Tiny lakeside retreat is a short walk from Lake Huron and Georgian Bay, and within 3.2 kilometres of Jackson Beach Park and Cawaja Beach.
Sleeping six guests, this three-bedroom cottage boasts a fully equipped kitchen (including fridge, microwave and stovetop), a fireplace, in-cottage laundry, a terrace, and air conditioning.
©2026 cozycozy.com