Here is a list of potential options:Trello/Asana/Zoho Projects/Freedcamp/Basecamp/Workfront/Monday.com/Jira/etc,etc,etc,etc,etc - General project management software that includes tasks, Gantt scheduling, calendars, project forums, document storage & team collaboration toolsTeamGantt/Gantter/MS Project - Gantt Scheduling Softwares for creating Gantt Charts & Timelines, & managing tasks.Podio - Customizable system that allows you to build workflows, track tasks, track leads, etc.Smartsheet/AirTable - Provide spreadsheet style platforms with additional functionalities for uploading documents/images, assigning tasks, calendar, images, etcOffice 365/Google Sheets Spreadsheets - Believe it or not, a lot of successful flippers still manage their entire business in Microsoft Excel or Google Sheets. 

I don't know your specific market all that well but have you done some analysis on your ADR during the high season X your high season occupancy rate and determined whether taking lower priced slow season bookings vs letting your property stay vacant during the winter averages out in your favor?

Also, juggling multiple rehabs often means building a core team of reliable contractors and setting firm project timelines.

I have exact the same situation as Chris, I bought the properties from CR of Maryland, and I lost of ten of thousands dollars and their property management team are a really big mess and incompetent, it feels much better after switch to RPM. 

Go to BUILD YOUR TEAM at the top of the screen and look for local investors or meetups in your area.

I didn't have a good team in place, and I had to go save the investment every so often.

Assumable VA loans are an excellent opportunity to secure favorable terms, but there are specific rules regarding who can assume these loans.

Would love to connect as I also have a construction team to quote your punch list items needing to be done at the other property, as well as have some advice on management tips, tricks, etc. 

Do you have a team together? 

The answer is yes, 2nd lien DSCR loans exist and more than one lender can do them, but you would probably have to up your credit score to be able to get up to a total of 75% ltv between 1st and second lienOtherwise, you would have to get lucky on a favorable appraisal.