Holiday Rentals in Midland

115 available vacation rental offers

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Midland holiday rentals
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Best Holiday rentals and Airbnb offers in Midland

Popular Family-Friendly Holiday Rentals in Midland

Choosing a holiday rental built for families in Midland means city attractions are close by for a much smoother trip.

Stunning Modern Beach House With Swimming Pool And Spectacular Sunsets - Midland
9.7 104 reviews
Midland
25/06 – 25/07
£740/nighttotal: £22200 (30 )

Stunning Modern Beach House With Swimming Pool And Spectacular Sunsets

5 2
house , Tiny
This luxurious beachfront villa in Tiny, Ontario, boasts spectacular sunset views and private beach access, situated 22.5 kilometres from the Tay River Basin and 46.7 kilometres from Barrie South GO Station.
The 232-square-metre property offers five bedrooms, three bathrooms, two living rooms, a saltwater pool, sauna, and spa, accommodating large families or groups and providing access to nearby skiing and other outdoor pursuits.
Stunning Waterfront Cottage & Bunkie! - Midland
9.2 5 reviews
Midland
12/09 – 21/09
£282/nighttotal: £2538 (9 )

Stunning Waterfront Cottage & Bunkie!

3 2
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.
Sandy Beach/boating/swimming/hot Tub/marina/trails - Midland
8.8 50 reviews
Midland
03/09 – 20/12
£283/nighttotal: £30564 (108 )

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.
Close To Hospital And School 4 Bedroom Bungalow - Midland
9.8 82 reviews
Midland
12/09 – 21/09
£116/nighttotal: £1044 (9 )

Close To Hospital And School 4 Bedroom Bungalow

4 2
apartment , Midland
This apartment is located in Midland, a short walk from Aberdeen Boulevard and within easy reach of Balm Beach, Little Lake, and the Sainte-Marie among the Hurons museum. It has consistently received excellent ratings for user experience, location, and cleanliness.
This spacious home sleeps up to 8 guests and offers 4 bedrooms and 2 bathrooms. The apartment features a private backyard with ravine views, a large basement for group activities, an outdoor deck with BBQ, and a master bedroom with deck access.

Handpicked Self-Catering Rentals with Parking in Midland

On-site parking takes one thing off your list when visiting Midland. Our holiday rentals have it included.

Charming Cottage 2 Min From Private Beach - Midland
9.3 57 reviews
Midland
03/09 – 20/12
£78/nighttotal: £8424 (108 )

Charming Cottage 2 Min From Private Beach

3 2
apartment , Midland
This charming cottage is situated in the peaceful town of Port McNicoll, just a short drive from Midland and a two-minute walk from a private beach. The property has received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom holiday home comfortably accommodates six guests. The cottage boasts a fully-equipped kitchen, a relaxing porch, a private backyard perfect for outdoor gatherings, and access to a private beach with a playground and benches.
Georgian Bay Getaway - Midland
9.8 25 reviews
Midland
12/09 – 21/09
£72/nighttotal: £648 (9 )

Georgian Bay Getaway

1 2
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 64 reviews
Midland
12/09 – 21/09
£89/nighttotal: £801 (9 )

Georgian Bay Retreat - Apartment In Midland

1 2
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.
Pickerel Point - Midland
Midland
26/06 – 27/06
£222/nightfor 1 night

Pickerel Point

2 2
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.

Frequently asked questions about holiday rentals in Midland

  • What are the top family-friendly attractions in Midland?

    The Midland Bay Marina is a popular spot for families, with its playground, splash pad, and boat tours. The Huronia Museum is another great option, with interactive exhibits and hands-on activities for kids. Don't forget to check out the Midland Public Library, which has a fantastic children's section.
  • What are the best Airbnb and holiday rentals in Midland?

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

    The peak season for tourism in Midland runs from June to August, so it's best to book your vacation rental early if you're planning to visit during those months. You'll find more availability and potentially lower prices if you travel in the shoulder seasons of spring or autumn.
  • What are the most popular Airbnbs in Midland?

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

    The Midland Waterfront Festival in July is a lively event with live music, food vendors, and family-friendly activities. If you're interested in arts and culture, the Midland Cultural Centre hosts a variety of performances and exhibitions throughout the year. For a unique experience, check out the annual Midland Bay Regatta in August, a celebration of sailing and maritime heritage.
  • What are the best holiday rentals with a pool in Midland?

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

    Take a walk or bike ride along the scenic waterfront trail. Enjoy a picnic at one of Midland's many parks, like Little Lake Park or King's Orchard Park. Visit the free exhibits at the Huronia Museum or the Midland Public Library.
  • What are the best rentals for families and kids in Midland?

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

    For fresh seafood, check out The Docks Restaurant, located right on the waterfront. If you're in the mood for something more casual, try the popular local spot, The Midland Tap House, known for its burgers and craft beers. For a taste of Italian cuisine, head to La Piazza Ristorante.
  • 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 popular choice for both walking and cycling, offering scenic views of Georgian Bay. For a more challenging ride, try the 10 km loop around Little Lake. The Midland Trailway is a paved trail that runs through the town, perfect for a leisurely stroll or bike ride.
  • Are there pet-friendly attractions in Midland?

    Many of Midland's parks and beaches are dog-friendly, including Little Lake Park and the waterfront trail. The Huronia Museum also welcomes well-behaved dogs on a leash. Check with individual businesses and attractions to confirm their pet policies.
  • What are the benefits of choosing a vacation rental in Midland?

    Vacation rentals often offer more space and privacy compared to hotels. They can also be a more affordable option, especially for families or groups travelling together. Many rentals are located in desirable neighbourhoods, giving you a more authentic local experience.
  • What are the top sports attractions and facilities in Midland?

    Midland is home to the Midland Midgets, a junior hockey team that plays in the Ontario Hockey Association. The town also has a number of recreational facilities, including the Midland Community Centre, which offers a variety of programs and activities, including swimming, fitness classes, and ice skating.

Destinations nearby

Choose the Right Holiday Rentals with a Balcony in Midland

Private balconies with city skyline views come as standard at these holiday rentals in Midland for a lovely start to your day.

Private Lakehouse Getaway Hot Tub On The Water - Midland
Midland
25/06 – 25/07
£615/nighttotal: £18450 (30 )

Private Lakehouse Getaway Hot Tub On The Water

1 2
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.
Victoria Harbour Cottages - Midland
9.3 25 reviews
Midland
12/09 – 21/09
£160/nighttotal: £1440 (9 )

Victoria Harbour Cottages

1 2
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.
Breathtaking 5 Bedroom Waterfront Home With Hot Tub! - Midland
8.0 2 reviews
Midland
12/09 – 21/09
£508/nighttotal: £4572 (9 )

Breathtaking 5 Bedroom Waterfront Home With Hot Tub!

5 2
apartment , Tay
This five-bedroom waterfront property in Port McNicoll, Tay Township, offers stunning Georgian Bay sunset views and is a short 16-kilometre drive from Midland, providing easy access to Awenda Provincial Park, Wasaga Beach, and Balm Beach.
The 371-square-metre home sleeps up to 10 guests and includes two bathrooms, a full kitchen with dishwasher, a terrace, garden, spa, parking, and on-site amenities such as kayaks, a paddle boat (June-September), and a BBQ; plus, a 10% discount on Georgian Spirit Cruises is available.
Cheerful & Cozy 3 Bedroom Cottage W/hot Tub - Midland
10 1 review
Midland
12/07 – 29/07
£313/nighttotal: £5321 (17 )

Cheerful & Cozy 3 Bedroom Cottage W/hot Tub

3 2
apartment , Midland
This holiday home is located in Tay, just 5km from Sainte-Marie among the Hurons, Lake Huron, and Georgian Bay, offering a peaceful escape close to natural beauty and historical attractions. It has consistently received excellent ratings from previous guests.
The property spans 130 square metres and comfortably accommodates up to 9 guests across its 3 bedrooms and 2 bathrooms. It features a fully equipped kitchen, a fireplace, a jacuzzi, a terrace, a garden, and free Wi-Fi, along with ski-in/ski-out access and a games room, making it ideal for families and groups looking for a relaxing and fun-filled getaway.

Explore Pet-Friendly Holiday Rentals in Midland

Bringing your dog to Midland? These holiday rentals are perfectly set up with dog parks nearby and city walks on the doorstep.

One Minute To Lake,city,park,boating Lake - Midland
9.4 19 reviews
Midland
03/09 – 20/12
£62/nighttotal: £6696 (108 )

One Minute To Lake,city,park,boating Lake

4 2
apartment , Midland
Apartment rental for 8 people with an excellent rating of 94% based on 19 reviews. You will be located in Midland.
Services and facilities: air conditioning, a garden and a kitchen. You can bring your favourite pets this apartment!
Serenity, Simplicity And Stone - Midland
9.7 245 reviews
Midland
12/09 – 21/09
£72/nighttotal: £648 (9 )

Serenity, Simplicity And Stone

2 2
apartment , Midland
This charming cottage is situated in a peaceful hollow overlooking Georgian Bay, just a short distance from Midland and within easy reach of beaches and the Wye Marsh Wildlife Center. Guests consistently rate it excellent for its location, cleanliness, and overall experience.
This two-bedroom cottage comfortably accommodates up to four guests and features a kitchen with a fridge and microwave oven, along with a garden and parking. Enjoy the tranquil surroundings, engage in birdwatching, explore the nearby Trans-Canada Trail for hiking and biking, and appreciate the cottage's eco-conscious design.
Farm House - Midland
8.5 13 reviews
Midland
12/09 – 21/09
£470/nighttotal: £4230 (9 )

Farm House

1 2
house , Oro-Medonte
This farmhouse is situated in Oro-Medonte, 21km from the Tay River basin, 21km from the Midland Cultural Centre, and 28km from the Orillia Community Centre, offering a peaceful rural setting. The property has received very good user ratings and excellent ratings for location and cleanliness.
This 186 square metre house can accommodate up to 25 guests and features a comfortable bedroom, a fully equipped kitchen, a garden, a terrace, and free parking. Guests can enjoy a cozy fireplace, prepare their own meals, and relax in the peaceful surroundings.
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